Stable Isotope-Labeled Products For Metabolomics

Transcription

1 Cambridge Isotope Laboratories, Inc. RESEARCH PRDUCTS Stable Isotope-Labeled Products For Metabolomics Cambridge Isotope Laboratories, Inc.

2 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Table Contents Compounds Amino Acids and Derivatives 1 Bile Acids 5 Caffeine and Metabolites 5 Carbohydrates 6 Carnitines/Acylcarnitines 7 Drugs and Metabolites 8 Fatty Acids and Lipids 9 Flavinoids 11 MS/MS Standards 11 Neurotransmitters 11 Nucleotides, Nucleosides, and Nucleobases 12 rganic Acids 14 Steroids and Hormones 15 Vitamins and Metabolites 17 ther Compounds 19 Sets, Mixtures, and Kits Sets 20 Mixtures 21 Kits 22 Research use only. Not for use in diagnostic procedures. Compounds Amino Acids and Derivatives Catalog No. DLM-7476 Description ADMA HCl XH 2 (asymmetric dimethylarginine) (2,3,3,4,4,5,5-D 7 may be hydrate CLM-1655 D-Alanine (1- C CLM-2495 D-Alanine (3- C DLM-7326 D-Alanine (D 7 <5% L NLM-6762 D-Alanine ( 15 N NLM-3289 D-Alanine, N-acetyl ( 15 N CLM-705 DL-Alanine (1- C CLM-115 DL-Alanine (2- C CLM-707 DL-Alanine (3- C CLM-4514 DL-Alanine ( C 3 DLM-2760 DL-Alanine (2-D DLM-176 DL-Alanine (3,3,3-D 3 DLM-1276 DL-Alanine (2,3,3,3-D 4 NLM-706 DL-Alanine ( 15 N CLM-116 L-Alanine (1- C CLM-2016 L-Alanine (2- C CLM-117 L-Alanine (3- C CLM-2734 L-Alanine (2,3- C 2 CLM-2184-H L-Alanine ( C 3 DLM-3101 L-Alanine (2-D DLM-248 L-Alanine (3,3,3-D 3 DLM-250 L-Alanine (2,3,3,3-D 4 DLM-251 L-Alanine (D 7 NLM-454 L-Alanine ( 15 N LM-7460 L-Alanine ( 18 2, 90%+) CDLM-8649 L-Alanine (3-99%; 2-D, 96%) CDLM-3439 L-Alanine (3-99%; 3,3,3-D 3 CNLM-6993 L-Alanine (1-99%; 15 N CNLM-3594 L-Alanine (2-99%; 15 N CNLM-534-H L-Alanine ( C 3, 99%; 15 N Catalog No. DNLM-7178 L-Alanine (2,3,3,3-D 4, 98%; 15 N CDNLM-6800 L-Alanine ( C 3, 97-99%; D 4, 97-99%; DLM-9799 DL-2-Aminoadipic (2,5,5-D 3 CLM Aminolevulinic HCl (4- C CLM-71 5-Aminolevulinic HCl (5- C CP 96% CLM-1268 L-Arginine HCl (1- C CLM-2070 L-Arginine HCl (guanido- C CLM-2051 L-Arginine HCl (1,2- C 2 CLM-2265-H L-Arginine HCl ( C 6 DLM-6038 Description L-Arginine HCl (4,4,5,5-D 4, 94%) <5% D DLM-541 L-Arginine HCl (D 7 NLM-1267 L-Arginine HCl (a- 15 N NLM-395 L-Arginine HCl (guanido- 15 N 2 NLM-396 L-Arginine HCl ( 15 N 4 CNLM-7819 L-Arginine HCl (1-99%; a- 15 N CNLM-539-H L-Arginine HCl ( C 6, 99%; 15 N 4 DNLM-7543 L-Arginine HCl (D 7, 98%; 15 N 4 CDNLM-6801 L-Arginine HCl ( C 6, 97-99%; D 7, 97-99%; 15 N 4, 97- ULM-8347 L-Arginine HCl (unlabeled) CNLM-9007-CA L-Argininosuccinic, barium salt 2H 2 (arginine- C 6, 99%; 15 N 4 CP 90%+ ULM-9008-CA L-Argininosuccinic, barium salt 3H 2 (unlabeled) CP 90%+ CLM-8699-H L-Asparagine H 2 ( C 4 DLM-6844 L-Asparagine H 2 (2,3,3-D 3, 94%) NLM-120 L-Asparagine H 2 (amide- 15 N NLM-3286 L-Asparagine H 2 ( 15 N 2 CNLM-7818 L-Asparagine H 2 (1,4- C 2, 99%; a- 15 N CNLM-3819-H L-Asparagine H 2 ( C 4, 99%; 15 N 2 DNLM-6932 L-Asparagine H 2 (2,3,3-D 3, 98%; 15 N 2 CDNLM-6802 L-Asparagine H 2 ( C 4, 97-99%; D 3, 97-99%; 15 N 2, 97-1

3 Stable Isotope-Labeled Products for Metabolomics Amino Acids and Derivatives (continued) CLM-865 DL-Aspartic (3- C CLM-674 L-Glutamic (1- C CLM-518 DL-Aspartic (4- C CLM-2474 L-Glutamic (2- C DLM-832 DL-Aspartic (2,3,3-D 3 CLM-4742 L-Glutamic (3- C DLM-8599 DL-Aspartic, N-acetyl CLM-2431 L-Glutamic (4-98- (aspartate-2,3,3-d 3 CP 97% CLM-6 L-Glutamic (5- C CLM-3616 L-Aspartic (1- C CLM-2024 L-Glutamic (1,2- C 2 CLM-3617 L-Aspartic (2- C CLM-3646 L-Glutamic (3,4- C 2 CLM-627 L-Aspartic (3-98- CLM-1800-H L-Glutamic ( C 5 CLM-519 L-Aspartic (4- C CP 96% DLM-3725 L-Glutamic (2,4,4-D 3 CLM-4455 L-Aspartic (1,4- C 2 DLM-556 L-Glutamic (2,3,3,4,4-D 5 CLM-1801-H L-Aspartic ( C 4 NLM-5 L-Glutamic ( 15 N DLM-546 L-Aspartic (2,3,3-D 3 CNLM-7812 L-Glutamic (1-99%; 15 N NLM-718 L-Aspartic ( 15 N CNLM-554-H L-Glutamic ( C 5, 99%; 15 N CNLM-7817 L-Aspartic (1,4- C 2, 99%; 15 N DNLM-6996 L-Glutamic (2,3,3,4,4-D 5, 98%; 15 N CNLM-544-H L-Aspartic ( C 4, 99%; 15 N CDNLM-6804 L-Glutamic ( C 5, 97-99%; D 5, 97-99%; DNLM-6931 L-Aspartic (2,3,3-D 3, 98%; 15 N CLM-3721 DL-Glutamic H 2 (1- C CDNLM-6803 L-Aspartic ( C 4, 97-99%; D 3, 97-99%; LM-8028 L-Glutamic HCl ( 17 4, ~30%) ULM-8676 L-Aspartic (unlabeled) CLM-3612 L-Glutamine (1- C CLM-4899 L-Citrulline (ureido- C CLM-36 L-Glutamine (2- C DLM-3860 L-Citrulline (5,5-D 2 CLM-770 L-Glutamine (4- C DLM-6039 L-Citrulline (4,4,5,5-D 4, 95%) CLM-1166 L-Glutamine (5- C NLM-6850 L-Citrulline (ureido- 15 N 1 CLM-2001 L-Glutamine (1,2- C 2 CDLM-7879 L-Citrulline (ureido- 99%; 5,5-D 2 CLM-3641 L-Glutamine (3,4- C 2 CDLM-79 L-Citrulline (5-99%; 4,4,5,5-D 4, 95%) CLM-1822-H L-Glutamine ( C 5 CDLM-4211 Cycloleucine (carboxyl- 99%; 2,2,5,5-D 4, 96%+) DLM-1826 L-Glutamine (2,3,3,4,4-D 5 DLM-6108 DL-Cystathionine (3,3,4,4-D 4 NLM-1016 L-Glutamine (a- 15 N CLM-3790 DL-Cysteine (1- C NLM-557 L-Glutamine (amide- 15 N CLM-898 DL-Cysteine (3- C NLM-28 L-Glutamine ( 15 N 2 DLM-899 DL-Cysteine (3,3-D 2 CNLM-78 L-Glutamine (1-99%; a- 15 N CLM-3852 L-Cysteine (1- C CNLM-1275-H L-Glutamine ( C 5, 99%; 15 N 2 CLM-1868 L-Cysteine (3- C DNLM-6997 L-Glutamine (2,3,3,4,4-D 5, 97-98%; 15 N 2 CLM-4320-H L-Cysteine ( C 3 CDNLM-6805 L-Glutamine ( C 5, 97-99%; D 5, 97-99%; 15 N 2, 97- DLM-769 L-Cysteine (3,3-D 2 CLM-422 Glycine (1- C DLM-6901 L-Cysteine (2,3,3-D 3 CLM-6 Glycine (2- C NLM-2295 L-Cysteine ( 15 N CLM-1017 Glycine (1,2- C 2, 97- DLM-2942 L-Cysteine, S-methyl (S-methyl-D 3 DLM-1674 Glycine (2,2-D 2 CNLM-7815 L-Cysteine (1-99%; 15 N DLM-280 Glycine (D 5 CNLM-3871-H L-Cysteine ( C 3, 99%; 15 N NLM-202 Glycine ( 15 N DNLM-6902 L-Cysteine (2,3,3-D 3, 98%; 15 N CNLM-507 Glycine (1-99%; 15 N CDNLM-6809 L-Cysteine ( C 3, 97-99%; D 3, 97-99%; CNLM-508 Glycine (2-99%; 15 N DLM-8738 S-Sulfo-DL-cysteine (2,3,3-D 3 CNLM-1673-H Glycine ( C 2, 99%; 15 N DLM-1000 DL-Cystine (3,3,3,3 -D 4 DNLM-6862 Glycine (2,2-D 2, 98%; 15 N NLM-1668 DL-Cystine ( 15 N 2, 95%) CDNLM-6799 Glycine ( C 2, 97-99%; 2,2-D 2, 97-99%; CLM-520 L-Cystine (3,3 - C 2 CNLM-7175 Glycine HCl, ethyl ester ( C 2, 98%; 15 N DLM-9812 L-Cystine (3,3,3,3 -D 4 CLM-2636 DL-Histidine (ring-2- C NLM-3818 L-Cystine ( 15 N 2 NLM-8 DL-Histidine 2HCl (a- 15 N CNLM-4244-H L-Cystine ( C 6, 99%; 15 N 2 NLM-4649 L-Histidine (ring-e- 15 N (<5% D) CDNLM-8659 L-Cystine ( C 6, 98%; D 6, 98%; 15 N 2 CP 95% NLM-4457 L-Histidine (ring-π %) (<5% D) DLM-8516 N-Dimethylglycine HCl (D 6 NLM-9585 L-Histidine (ring- 15 N 2 CLM-3632 DL-Glutamic (3- C DLM-8691 Π-Methyl-L-histidine (methyl-d 3 DLM-335 DL-Glutamic (2,4,4-D 3 DLM-2949 t-methyl-l-histidine (methyl-d 3 DLM-357 DL-Glutamic (2,3,3,4,4-D 5 CLM-1512 L-Histidine HCl H 2 (ring-2- C <5% D DLM-7855 L-Histidine HCl H 2 (ring-2,4-d 2 ; a,b,b-d 3 NLM-2245 L-Histidine HCl H 2 (a- 15 N NLM-846 L-Histidine HCl H 2 (ring-π- 15 N <5% D Continued 2

4 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Amino Acids and Derivatives (continued) DNLM-7366 L-Histidine HCl H 2 (D 5, 98%; 15 N 3 CNLM-291-H L-Lysine 2HCl ( C 6, 99%; 15 N 2 CDNLM-6806 L-Histidine HCl H 2 DNLM-7545 L-Lysine 2HCl (D 9, 98%; 15 N 2 ( C 6, 97-99%; D 5, 97-99%; 15 N 3, 97- CP 95% CDNLM-6810 L-Lysine 2HCl ( C 6, 97-99%; D 9, 97-99%; 15 N 2, 97- CNLM-4645 L-Homoarginine HCl ( C 7, 98%+; 15 N 4 ULM-8766 L-Lysine 2HCl (unlabeled) DLM-8259 DL-Homocysteine (3,3,4,4-D 4 CLM-7356 D-Methionine (1- C CP 96% DLM-3619 DL-Homocystine (3,3,3,3,4,4,4,4 -D 8 CLM-6191 DL-Methionine (1- C NLM-2466 L-Homoserine ( CP 97% DLM-2933 DL-Methionine (3,3,4,4-D 4 CLM-8742 L-Allo-isoleucine ( C 6, 97- DLM-9019 DL-Methionine (3,3,4,4-D 4 ; methyl-d 3 DLM-1505 L-Allo-isoleucine (D 10 CLM-3267 L-Methionine (1- C CNLM-8670 L-Allo-isoleucine ( C 6, 97-99%; CLM-206 L-Methionine (methyl- C CLM-1026 L-Isoleucine (1- C CLM-893-H L-Methionine ( C 5 CLM-2248-H L-Isoleucine ( C 6 DLM-431 L-Methionine (methyl-d 3 DLM-141 L-Isoleucine (D 10 DLM-6797 L-Methionine (2,3,3,4,4-D 5 ; methyl-d 3 NLM-292 L-Isoleucine ( 15 N NLM-752 L-Methionine ( %) CNLM-7810 L-Isoleucine (1-99%; 15 N CDLM-760 L-Methionine (1-99%; methyl-d 3 CNLM-561-H L-Isoleucine ( C 6, 99%; 15 N CDLM-9289 L-Methionine (methyl- 99%; methyl-d 3 DNLM-7325 L-Isoleucine (D 10, 98%; 15 N CDLM-8885 L-Methionine (2,3,3,4,4-D 5, 98%; methyl- CH 3 CDNLM-6807 L-Isoleucine ( C 6, 97-99%; D 10, 97-99%; CNLM-7807 L-Methionine (1-99%; 15 N CLM-204 DL-Leucine (1- C CNLM-9774 L-Methionine (1,2,3,4- C 4, 99%; 15 N CLM-207 DL-Leucine (2- C CNLM-759-H L-Methionine ( C 5, 99%; 15 N DLM-9423 DL-Leucine (D 10 DNLM-7179 L-Methionine (D 8, 98%; 15 N NLM-355 DL-Leucine ( 15 N CDNLM-6798 L-Methionine ( C 5, 97-99%; D 8, 97-99%; CLM-468 L-Leucine (1- C CLM-8002 L-Methionine sulfone (1- C CLM-2014 L-Leucine (2- C CNLM b-n-methyl-l-alanine ( C 3, 99%; 15 N 2 CLM-3524 L-Leucine (1,2- C 2 ULM b-n-methyl-l-alanine HCl (unlabeled) CP 97% CLM-2262-H L-Leucine ( C 6 CLM Nitro-L-tyrosine (ring- C 6 CP 94%+ DLM-1259 L-Leucine (5,5,5-D 3 CLM-1036 L-rnithine HCl (1,2- C 2 DLM-4212 L-Leucine (isopropyl-d 7 CLM-4724-H L-rnithine HCl ( C 5 DLM-567 L-Leucine (D 10 DLM-4261 L-rnithine HCl (5,5-D 2 NLM-142 L-Leucine ( 15 N DLM-6046 L-rnithine HCl (4,4,5,5-D 4, 95%) LM-2041 L-Leucine ( 18 2, 94%) DLM-2969 L-rnithine HCl (3,3,4,4,5,5-D 6 CNLM-615 L-Leucine (1-99%; 15 N DLM-6669 L-rnithine HCl (D 7 CNLM-3450 L-Leucine (2-99%; NLM-2212 L-rnithine HCl (a- 15 N CNLM-281-H L-Leucine ( C 6, 99%; 15 N NLM-2174 L-rnithine HCl (5-15 N DNLM-4642 L-Leucine (D 10, 98%; 15 97%) NLM-3610 L-rnithine HCl ( 15 N 2 CDNLM-6808 L-Leucine ( C 6, 97-99%; D 10, 97-99%; CDLM-3873 L-rnithine HCl (5-99%; 4,4,5,5-D 4, 95%) ULM-8203 L-Leucine (unlabeled) CNLM-7578-H L-rnithine HCl ( C 5, 99%; 15 N 2 CLM-749 DL-Lysine 2HCl (1- C DLM-4526 D-Phenylalanine (ring-d 5 DLM-8941 DL-Lysine 2HCl (4,4,5,5-D 4 CLM-761 DL-Phenylalanine (1- C NLM-1031 DL-Lysine 2HCl (e- 15 N DLM-2983 DL-Phenylalanine (2-D CNLM-3452 DL-Lysine 2HCl (1-99%; e- 15 N DLM-2986 DL-Phenylalanine (ring-d 5 CNLM-3453 DL-Lysine 2HCl (2-99%; e- 15 N NLM-3434 DL-Phenylalanine ( 15 N CLM-653 L-Lysine 2HCl (1- C CLM-762 L-Phenylalanine (1- C CLM-632 L-Lysine 2HCl (6- C CLM-1631 L-Phenylalanine (2- C CP 97% CLM-2247-H L-Lysine 2HCl ( C 6 CLM-1053 L-Phenylalanine (3- C DLM-2640 L-Lysine 2HCl (4,4,5,5-D 4 CLM-1055 L-Phenylalanine (ring- C 6 DLM-2641 L-Lysine 2HCl (3,3,4,4,5,5,6,6-D 8 CLM-2250-H L-Phenylalanine ( C 9 DLM-570 L-Lysine 2HCl (D 9 DLM-2984 L-Phenylalanine (2-D, 95%) NLM-143 L-Lysine 2HCl (a DLM-2985 L-Phenylalanine (3,3-D 2 NLM-1554 L-Lysine 2HCl ( 15 N 2 DLM-1258 L-Phenylalanine (ring-d 5 NLM-631 L-Lysine 2HCl (e- 15 N DLM-372 L-Phenylalanine (D 8 CNLM-7821 L-Lysine 2HCl (1-99%; a- 15 N NLM-108 L-Phenylalanine ( 15 N CNLM-3454 L-Lysine 2HCl (6-99%; e- 15 N CNLM-7611 L-Phenylalanine (2,3- C 2, 99%; 15 N 3

5 Stable Isotope-Labeled Products for Metabolomics Amino Acids and Derivatives (continued) CNLM-575-H L-Phenylalanine ( C 9, 99%; 15 N DLM-1092 L-Tryptophan (indole-d 5 DNLM-7180 L-Phenylalanine (D 8, 98%; 15 N DLM-6903 L-Tryptophan (D 8 CDNLM-6811 L-Phenylalanine ( C 9, 97-99%; D 8, 97-99%; NLM-1208 L-Tryptophan (indole- 15 N ULM-8205 L-Phenylalanine (unlabeled) NLM-1695 L-Tryptophan ( CLM-2479 DL-Proline (1- C NLM-800 L-Tryptophan ( 15 N 2 DLM-2657 DL-Proline (2,3,3,4,4,5,5-D 7 CNLM-2475-H L-Tryptophan ( C 11, 99%; 15 N 2 CLM-510 L-Proline (1- C DNLM-6904 L-Tryptophan (D 8, 98%; 15 N 2 CLM-2260-H L-Proline ( C 5 CDNLM-6816 L-Tryptophan ( C 11, 97-99%; D 8, 97-99%; 15 N 2, 97- DLM-487 L-Proline (D 7 CLM Chloro-L-tyrosine (ring- C 6 CP 95%+ NLM-835 L-Proline ( 15 N CLM-448 DL-Tyrosine (1- C CNLM-7822 L-Proline (1-99%; 15 N DLM-7 DL-Tyrosine (3,3-D 2 CNLM-436-H L-Proline ( C 5, 99%; 15 N DLM-2914 DL-Tyrosine (ring-3,5-d 2 DNLM-7562 L-Proline (D 7, 98%; 15 N CLM-776 L-Tyrosine (1- C CDNLM-6812 L-Proline ( C 5, 97-99%; D 7, 97-99%; CLM-437 L-Tyrosine (2- C ULM-8333 L-Proline (unlabeled) CLM-3378 L-Tyrosine (3- C DLM-6874 Sarcosine HCl (N-methylglycine HCl) (methyl-d 3 CLM-622 L-Tyrosine (phenol CNLM-9699 Sarcosine HCl (N-methylglycine HCl) CLM-623 L-Tyrosine (phenol-3,5- C 2, 95- ( C 3, 99%; 15 N CLM-1542 L-Tyrosine (ring- C 6 CLM-1075 DL-Serine (1- C CLM-2263-H L-Tyrosine ( C 9 CLM-496 DL-Serine (2- C DLM-2317 L-Tyrosine (3,3-D 2 CLM-497 DL-Serine (3- C DLM-449 L-Tyrosine (ring-3,5-d 2 DLM-1073 DL-Serine (2,3,3-D 3 DLM-2917 L-Tyrosine (ring-2,6-d 2, 2-D NLM-1531 DL-Serine ( 15 N DLM-451 L-Tyrosine (ring-d 4 CNLM-4207 DL-Serine ( C 3, 98%; 15 N DLM-589 L-Tyrosine (D 7 CLM-1573 L-Serine (1- C NLM-590 L-Tyrosine ( 15 N CLM-20 L-Serine (2- C LM-621 L-Tyrosine (phenol- 17, 35-40%) CLM-1572 L-Serine (3- C LM-8696 L-Tyrosine (phenol- 18, 85-90%) CLM-1574-H L-Serine ( C 3 CDLM-2369 L-Tyrosine (ring- C 6, 99%; 3,3-D 2, 30%) DLM-161 L-Serine (3,3-D 2 CNLM-7809 L-Tyrosine (1-99%; 15 N DLM-582 L-Serine (2,3,3-D 3 CNLM-7610 L-Tyrosine (2,3- C 2, 99%; 15 N NLM-2036 L-Serine ( 15 N CNLM-439-H L-Tyrosine ( C 9, 99%; 15 N LM-9960 L-Serine (carboxyl- 18 2, 95%) DNLM-7373 L-Tyrosine (D 7, 98%; 15 N CNLM-7814 L-Serine (1-99%; 15 N CDNLM-6815 L-Tyrosine ( C 9, 97-99%; D 7, 97-99%; CNLM-474-H L-Serine ( C 3, 99%; 15 N CLM-166 DL-Valine (1- C DNLM-6863 L-Serine (2,3,3-D 3, 98%; 15 N CLM-3277 DL-Valine (2- C CDNLM-68 L-Serine ( C 3, 97-99%; D 3, 97-99%; DLM-311 DL-Valine (D 8 CLM-3949 Sodium glutamate XH 2 ( C 5 may be hydrate NLM-236 DL-Valine ( 15 N CLM-447 L-Threonine (1- C CLM-470 L-Valine (1- C CLM-2261 L-Threonine ( C 4, 97- CLM-3050 L-Valine (2- C DLM-1693 L-Threonine (D 5 CLM-9217 L-Valine (dimethyl- C 2 NLM-742 L-Threonine ( 15 N CLM-2249-H L-Valine ( C 5 CDLM-9307 L-Threonine (4-97%; 2,3-D 2 DLM-7732 L-Valine (3-D CNLM-587 L-Threonine ( C 4, 97-99%; DLM-4364 L-Valine (2,3-D 2 DNLM-7367 L-Threonine (D 5, 97%; 15 N DLM-488 L-Valine (D 8 CDNLM-6814 L-Threonine ( C 4, 97-99%; D 5, 97-99%; NLM-316 L-Valine ( 15 N ULM-8800 L-Threonine (unlabeled) CNLM-3466 L-Valine (1-99%; 15 N CLM-778 L-Tryptophan (1- C CNLM-8678 L-Valine (2-99%; 15 N CLM-1543 L-Tryptophan (indole-2- C CNLM-442-H L-Valine ( C 5, 99%; 15 N CLM-716 L-Tryptophan (indole DNLM-4643 L-Valine (D 8, 96%; 15 96%) CLM-717 L-Tryptophan (indole-4- C CP 95%+ CDNLM-4281 L-Valine ( C 5, 95-97%; 2,3-D 2, 97%+; CLM-4290-H L-Tryptophan ( C 11 CDNLM-6817 L-Valine ( C 5, 97-99%; D 8, 97-99%; See pages for mixes. Continued 4

6 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Bile Acids Catalog No. Description CLM-2709 Chenodeoxycholic (24- C DLM-6780* Chenodeoxycholic (2,2,4,4-D 4 DLM-9327 Chenodeoxycholic (2,2,3,4,4-D 5 DLM-9541* Chenodeoxycholic (2,2,3,4,4,6,6,7,8-D 9 ULM-9540 Chenodeoxycholic (unlabeled) CLM-2710 Cholic (24- C DLM-2611* Cholic (2,2,4,4-D 4 DLM-9549 Cholic (2,2,3,4,4-D 5 ULM-9543 Cholic (unlabeled) CLM-3364 Deoxycholic (24- C CP 97% DLM-2824* Deoxycholic (2,2,4,4-D 4 DLM-9546* Deoxycholic (2,2,4,4,11,11-D 6 ULM-9545 Deoxycholic (unlabeled) DLM-7804* Glycochenodeoxycholic (2,2,4,4-D 4 CP 97% DLM-9550* Glycochenodeoxycholic (2,2,3,4,4,6,6,7,8-D 9 CP 97% ULM-9942 Glycochenodeoxycholic, sodium salt (unlabeled) CLM-191 Glycocholic (glycine-1- C DLM-2742* Glycocholic (2,2,4,4-D 4 may contain ~4% H 2 ULM-9551 Glycocholic, hydrate (unlabeled) DLM-9554* Glycodeoxycholic (2,2,4,4-D 4 DLM-9553* Glycodeoxycholic (2,2,4,4,11,11-D 6 ULM-9552 Glycodeoxycholic, sodium salt (unlabeled) Catalog No. Description DLM-9556* Glycolithocholic (2,2,4,4-D 4 ULM-9555 Glycolithocholic (unlabeled) DLM-9558* Glycoursodeoxycholic (2,2,4,4-D 4 CP 97% ULM-9557 Glycoursodeoxycholic (unlabeled) DLM-9560* Lithocholic (2,2,4,4-D 4 ULM-9559 Lithocholic (unlabeled) DLM-9562* Taurochenodeoxycholic, sodium salt (2,2,4,4-D 4 CP 97% DLM-9563* Taurochenodeoxycholic, sodium salt (2,2,3,4,4,6,6,7,8-D 9 ULM-9561 Taurochenodeoxycholic, sodium salt (unlabeled) DLM-9572* Taurocholic, sodium salt (2,2,4,4-D 4 ULM-9571 Taurocholic, sodium salt, hydrate (unlabeled) CP 97% DLM-9568* Taurodeoxycholic, sodium salt (2,2,4,4-D 4 DLM-9567* Taurodeoxycholic, sodium salt (2,2,4,4,11,11-D 6 ULM-9943 Taurodeoxycholic, sodium salt, hydrate (unlabeled) DLM-9570* Taurolithocholic, sodium salt (2,2,4,4-D 4 ULM-9569 Taurolithocholic, sodium salt (unlabeled) DLM-9882* Tauroursodeoxycholic, sodium salt (2,2,4,4-D 4 ULM-9885 Tauroursodeoxycholic, dihydrate (unlabeled) DLM-9574* Ursodeoxycholic (2,2,4,4-D 4 ULM-9573 Ursodeoxycholic (unlabeled) Caffeine and Metabolites Catalog No. CNLM-9240 Description 5-Acetyl-6--3-methyluracil (AAMU) (2,4,5,6- C 4, 99%; 1,3-15 N 2, N CP 97% CLM-728 Caffeine (3-methyl- C CLM-514 Caffeine (trimethyl- C 3 NLM-332 Caffeine (1,3-15 N 2 CNLM-333 Caffeine (2-99%; 1,3-15 N 2 CNLM ,3-Dimethyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CNLM ,7-Dimethyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 DLM ,7-Dimethylxanthine (paraxathine) (dimethyl-d 6 CNLM ,7-Dimethylxanthine (paraxanthine) (2,4,5,6-C 4, 99%; 1,3,9-15 N 3 CLM-522 Ethyl acetoacetate (1,3- C 2 CLM-523 Ethyl acetoacetate (2,4- C 2 Catalog No. Description CNLM Methyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CNLM Methyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CDLM Methylxanthine (1-methyl,6- C 2, 99%; 1-methyl-D 3 CP 97% CNLM Methylxanthine (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CNLM Methylxanthine (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CNLM Methylxanthine (2,4,5,6- C 4, 99%;1,3,9-15 N 3 DLM Theobromine (3,7-dimethylxanthine) (7-methyl-D 3 DLM-8565 Theobromine (3,7-dimethylxanthine) (dimethyl-d 6 CLM-6154 Theophylline (dimethyl- C 2 CNLM-444 Theophylline (2-99%; 1,3-15 N 2 CNLM ,3,7-Trimethyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 *Compounds available in dry and solution forms. Compounds available in solution only. 5

7 Stable Isotope-Labeled Products for Metabolomics Carbohydrates CLM-7642 D-Arabinitol C 5 CLM-4819 D-Glucose 12 C 6, 99.9%) CLM-715 D-Arabinose (1- C CLM-420 D-Glucose (1-98- CLM-1288 D-Arabinose (2- C CLM-746 D-Glucose (2- C CLM-8477 D-Arabinose C 5 CLM-93 D-Glucose (3- C DLM-79 D-Arabinose (2-D CLM-94 D-Glucose (4- C CLM Deoxy-D-glucose (1- C CLM-95 D-Glucose (5- C CLM Deoxy-D-glucose (6- C CLM-481 D-Glucose (6- C CLM Deoxy-D-glucose C 6 CLM-2717 D-Glucose (1-99%; 6-97%+) DLM Deoxy-D-glucose (1-D CLM-504 D-Glucose (1,2- C 2 DLM Deoxy-D-glucose (D 8 CLM-8942 D-Glucose (2,3- C 2 CLM Deoxy-D-glucose-6-phosphate, disodium salt CLM-6750 D-Glucose (3,4- C 2 (6- C CLM-8787 D-Glucose (4,5- C 2 CLM Deoxyribose (1- C CLM-4673 D-Glucose (1,2,3- C 3 CLM-1118 D-Erythrose (1- C 1.2% in H 2 CLM-8770 D-Glucose (4,5,6- C 3 CLM-87 D-Erythrose (2- C 1.2% in H 2 CLM-8946 D-Glucose (2,3,4,5,6- C 5 CLM-8944 D-Erythrose (4- C 1.2% in H 2 CLM-96 D-Glucose C 6 CLM-7863 D-Erythrose C 4 1.2% in H 2 DLM-1150 D-Glucose (1-D CLM-6678 D-Fructose-1,6-bisphosphate, sodium salt, hydrate DLM-1271 D-Glucose (2-D (1- C DLM-3557 D-Glucose (3-DF CLM-8962 D-Fructose-1,6-bisphosphate, sodium salt, hydrate DLM-9294 D-Glucose (4-D C 6 DLM-6754 D-Glucose (5-D CLM-8616 D-Fructose-6-phosphate 2Na+ XH 2 C 6 may contain up to ~10% C 6 glucose-6-phosphate DLM-349 D-Glucose (6,6-D 2 CLM-1201 D-Fructose (1- C DLM-2062 D-Glucose (1,2,3,4,5,6,6-D 7 CLM-1527 D-Fructose (2- C DLM-9047 D-Glucose D 12 CLM-7660 D-Fructose (3- C CDLM-6064 D-Glucose (1-99%; 1-D CLM-7661 D-Fructose (4- C CDLM-999 D-Glucose (1-98%; 2-D CLM-7662 D-Fructose (5- C CDLM-4895 D-Glucose (1-99%; 6-97%+; 6,6-D 2 CLM-88 D-Fructose (6- C CDLM D-Glucose C 6, 98%+; 1,2,3,4,5,6,6-D 7, 50%) CLM-2462 D-Fructose (1-99%; 6-97%+) CDLM-38 D-Glucose C 6, 99%; 1,2,3,4,5,6,6-D 7 CLM-528 D-Fructose (1,2- C 2 CLM-1966 L-Glucose (1- C CLM D-Fructose (4,5- C 2 CLM-99 L-Glucose (2- C CLM-8415 D-Fructose (1,2,3- C 3 CLM-88 D-Glucose-1-phosphate, dicyclohexylammonium salt, monohydrate C CLM-1553 D-Fructose C 6 6, 99%+) CP 95% CLM-8367 D-Glucose-6-phosphate, disodium salt, hydrate DLM-6050 D-Fructose (1-D C 6, 99%+) DLM-89 D-Fructose (6,6-D 2 DLM-7826 myo-inositol (2-D, 91%) CLM-3705 L-Fucose (1- C DLM-2725 myo-inositol (1,2,3,4,5,6-D 6 CLM-219 L-Fucose (6- C CLM-4518 Lactose ureide 2H 2 (ureide- C CLM-9605 L-Fucose C 6 ULM-4519 Lactose ureide 2H 2 (unlabeled) CLM-8998 D-Galactose-1-phosphate, dipotassium salt (1- C CLM-4423 Lactose H 2 (glucose- C 6 CLM-9873 D-Galactose-1-phosphate, dipotassium salt CLM-1127 D-Lyxose (1- C (1,2- C 2 CLM-1525 D-Lyxose (2- C CLM-9874 D-Galactose-1-phosphate, dipotassium salt (galactose- C 6 CLM-1128 D-Lyxose (5- C CLM-744 D-Galactose (1- C DLM-1187 D-Lyxose (1-D CLM-745 D-Galactose (2- C DLM-1188 D-Lyxose (2-D CLM-4217 D-Galactose (1,2- C 2 CLM-2470 L-Lyxose (1,2- C 2 CLM-1570 D-Galactose C 6 CLM-2642 D-Maltose H 2 C 12 DLM-90 D-Galactose (1-D CLM-1189 D-Mannitol (1- C DLM-91 D-Galactose (2-D CLM-4416 D-Mannitol (2- C CLM-9452 a-d-glucopyranosyl-1-phosphate, dipotassium salt monohydrate ( C 6 CLM-6733 D-Mannitol C 6 CLM-9883 D-Glucosamine HCl ( C 6 Continued 6

8 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Carbohydrates (continued) CLM-358 D-Mannose (1- C CLM-1565 D-Sorbitol (1- C CLM-1523 D-Mannose (2- C CLM-8529 D-Sorbitol C 6 CLM-9064 D-Mannose (3- C CLM-9811 D-Sucrose (fructose- C 6 CLM-9394 D-Mannose (4- C CLM-8091 D-Sucrose (glucose- C 6 CLM-9063 D-Mannose (5- C CLM-7757 D-Sucrose ( C 12 CLM-1192 D-Mannose (6- C CLM-1203 D-Talitol (1- C CLM-6567 D-Mannose C 6 CLM-1204 D-Talose (2- C DLM-1193 D-Mannose (1-D CLM-19 D-Threose (1- C 1.8% in H 2 DLM-1194 D-Mannose (2-D CLM-1207 D-Threose (2- C 1.8% in H 2 DLM-1195 D-Mannose (6,6-D 2 CLM-1295 D-Xylitol (1- C CLM-1218 L-Mannose (1- C CLM-1214 D-Xylitol (5- C CLM-1196 D-Ribitol (1- C CLM-7608 D-Xylitol C 5 CLM-768 D-Ribose (1- C CLM-1140 D-Xylose (1- C CLM-1069 D-Ribose (2- C CLM-1524 D-Xylose (2- C CLM-1066 D-Ribose (5- C CLM-8593 D-Xylose (3- C CLM-4602 D-Ribose (1,2- C 2 CLM-9083 D-Xylose (4- C CLM-4830 D-Ribose (2,3,4,5- C 4 CLM-1219 D-Xylose (5- C CLM-3652 D-Ribose C 5 CLM-2456 D-Xylose (1,2- C 2 DLM-1070 D-Ribose (1-D CLM-6140 D-Xylose C 5 DLM-1197 D-Ribose (2-D DLM-1215 D-Xylose (1-D DLM-6559 D-Ribose (3-D DLM-1216 D-Xylose (2-D DLM-7778 D-Ribose (5,5-D 2 DLM-7121 D-Xylose (D 6 CLM-8780 Sodium D-gluconate (1- C CLM-8781 Sodium D-gluconate C 6 Carnitines/Acylcarnitines DLM-3555 L-Carnitine (trimethyl-d 9 DLM-4425 L-Carnitine HCl, -myristoyl (N-trimethyl-D 9 ULM-7801 L-Carnitine (unlabeled) ULM-7737 L-Carnitine HCl, -myristoyl (unlabeled) DLM-3820 L-Carnitine HCl (dimethyl-d 6 DLM-8271 L-Carnitine HCl, -octadecanoyl (N-methyl-D 3 DLM-1871 L-Carnitine HCl (methyl-d 3 ULM-7196 L-Carnitine HCl, -octadecanoyl (unlabeled) CP 97% ULM-9173 L-Carnitine HCl (unlabeled) DLM-755 L-Carnitine HCl, -octanoyl (N-methyl-D 3 ULM DL-Carnitine HCl, -acetyl (unlabeled) ULM-7770 L-Carnitine HCl, -octanoyl (unlabeled) ULM DL-Carnitine HCl, -palmitoyl (unlabeled) CP 97% DLM-1263 L-Carnitine HCl, -palmitoyl (N-methyl-D 3 ULM DL-Carnitine HCl, -octanoyl (unlabeled) ULM-7738 L-Carnitine HCl, -palmitoyl (unlabeled) DLM-754 L-Carnitine HCl, -acetyl (N-methyl-D 3 DLM-3973 L-Carnitine HCl, -propionyl (N-methyl-D 3 DLM-3821 L-Carnitine HCl, -acetyl (N-dimethyl-D 6 CP 97% ULM-7705 L-Carnitine HCl, -propionyl (unlabeled) ULM-7802 L-Carnitine HCl, -acetyl (unlabeled) DLM-8746 L-Carnitine HCl, -dec-2-enoyl (95% E) DLM-3861 L-Carnitine HCl, -butyryl (N-methyl-D 3 Cp 97% (N-trimethyl-D 9 ULM-7704 L-Carnitine HCl, -butyryl (unlabeled) ULM-8744 L-Carnitine HCl, -tetradec-2-enoyl, 90% E (unlabeled) DLM-9067 L-Carnitine HCl, -decanoyl (N-methyl-D 3 ULM-8198 L-Carnitine HCl, -2-decenoyl (unlabeled) ULM-7195 L-Carnitine HCl, -decanoyl (unlabeled) ULM-8623 L-Carnitine (mono) Cl 4, benzyl ester (unlabeled) DLM-8162 L-Carnitine HCl, -dodecanoyl (N-methyl-D 3 DLM-3975 L-Carnitine (mono) Cl 4, -glutaryl (N-methyl-D 3 DLM-8215 L-Carnitine HCl, -dodecanoyl (N-trimethyl-D 9 CP 97% ULM-7199 L-Carnitine HCl, -dodecanoyl (unlabeled) ULM-7594 L-Carnitine (mono) Cl 4, -glutaryl (unlabeled) DLM-9276 L-Carnitine HCl, -hexanoyl (N-methyl-D 3 ULM-8621 L-Carnitine (mono) Cl 4, -3-DL-hydroxybutyryl (unlabeled) DLM-9189 L-Carnitine (mono) Cl ULM-7198 L-Carnitine HCl, -hexanoyl (unlabeled) 4, -3-DL-hydroxypalmitoyl (N-methyl-D 3 DLM-6718 L-Carnitine HCl, -hexacosanoyl (N-methyl-D 3 CP 95% ULM-8620 L-Carnitine (mono) Cl 4, -3-DL-hydroxypalmitoyl ULM-6719 L-Carnitine HCl, -hexacosanoyl (unlabeled) CP 95% (unlabeled) CP 97% DLM-3974 L-Carnitine HCl, -isovaleryl (N-trimethyl-D 9 DLM-8272 L-Carnitine Cl 4, 3-hydroxyisovaleryl (N-methyl-D 3 ULM-4697 L-Carnitine HCl, -isovaleryl (unlabeled) ULM-8237 L-Carnitine Cl 4, 3-hydroxyisovaleryl (unlabeled) ULM-8743 L-Carnitine Cl 4, -malonyl (unlabeled) CP 97% *Compounds available in their dry and solution forms. Compounds are in solution only. See page for carnitine/acylcarnitine mixes. 7

9 Stable Isotope-Labeled Products for Metabolomics Drugs and Metabolites CLM-2436 Acetphen (carbonyl- C CLM-6943* Ibupren (propionic- C 3 CLM-630 Aminopyrine (N-dimethyl- C 2 ULM-7275* Ibupren (unlabeled) DLM-2762 Amitriptyline HCl (N-methyl-D 3 DLM-3035 Imipramine HCl (2,4,6,8-D 4 CP 97% CLM-6585 Aspirin (acetyl-1- C CLM-7118 Ketoconazole (carbonyl- C CLM-3655 AZT (methyl- C CP 96% CNLM-7633 Lamotrigine (5,6- C 2, 99%; N DLM-1566 Benztropine mesylate (N-methyl-D 3 CP 95% DLM-7861 Metformin HCl (dimethyl-d 6 DLM-2790 Buspirone HCl (butyl-d 8 CLM-1280 Methacetin (methoxy- C CLM-1608 Chloral Hydrate (trichloromethyl- 97%) DLM Moricizine hydrochloride (D 8 CP 95% DLM-1287 Clonidine HCl (4,4,5,5-imidazoline-D 4 CP 95% CLM-7522 Naproxen, sodium salt (-methyl- C DLM-2816 Clozapine (4-methylpiperazinyl-D 4 CLM-3914* DL-Nicotine (3,4,5 - C 3 DLM-1819 DL-Cotinine (methyl-d 3 DLM-1818 DL-Nicotine (methyl-d 3 DLM-3020 Desipramine HCl (2,4,6,8-D 4 DLM-1885 Nordiazepam (phenyl-d 5 DLM-7504 Dexamethasone (4,6,21,21-D 4, 96%) DLM-9017 DL-Nornicotine (pyridine-d 4 may contain D at C-2 DLM-3038 Nortriptyline HCl (methyl-d 3 DLM-1886 Diazepam (phenyl-d 5 DLM-1888 xazepam (phenyl-d 5 DLM ,5-Diphenylhydantoin (phenyl-d 5 DLM-9254 Paclitaxel (12-benzoyloxy-ring-D 5 CP 97% DLM-324 5,5-Diphenylhydantoin (diphenyl-d 10 CLM-1296 Phenacetin (ethoxy-1- C CNLM-411 5,5-Diphenylhydantoin (2-99%; 1,3-15 N 2 DLM-433 Phenobarbital (ethyl-d 5 DLM-2745 Enalapril maleate (phenyl-d 5 CLM Probucol (propyl- C 3 CP 96% DLM-2744 Enalaprilat H 2 (phenyl-d 5 DLM-9220 Rapamycin (D 3 CLM-123 Erythromycin (N-methyl- C DLM-2659 DL-Secobarbital (1-methyl-D, butyl-2,2-d 2,98%) 3 CLM-3672 Erythromycin (N-dimethyl- C 2, ~90%) ULM Stanozolol (unlabeled) CLM % Erythromycin A CLM-3045* Sulfamethazine (phenyl- C 6 Erythromycin lactobionate salt (N-methyl- C ULM-7220* Sulfamethazine (unlabeled) CLM-3758 Erythromycin lactobionate salt (N-dimethyl- C 2, ~90%) CLM-7119 Temozolomide (methyl- C CLM Estradiol undecanoate (2,3,4- C 3 CP 95% CLM-7491 cis-(+/-)-tramadol HCl (methoxy- C DLM-9855* Everolimus (2-hydroxyethyl-D 4 CLM-7988* Trimethoprim (pyrimidine-4,5,6- C 3 ULM-9856* Everolimus (unlabeled) ULM-7989* Trimethoprim (unlabeled) CLM Fenopren sodium salt, hydrate (ring- C 6 DLM-3996 Glybenclamide (cyclohexylamine-d 11 Please visit the Drug Standards section isotope.com/products for complete product listings and additional information. *Compounds available in dry and solution forms. Compounds available in solution only. Continued 8

10 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Fatty Acids and Lipids DLM-1234 Arachidic (methyl-d 3 CP 97% CLM-9688 Linoleic (18:2) (1- C DLM-1233 Arachidic (D 39 CLM-6855 Linoleic (18:2) C 18 <10% cis,trans isomer DLM-1661-N Arachidonic (5,6,8,9,11,12,14,15-D 8 CP 94%+ CLM-9666 Butyric (1- C CLM-2119 Linoleic (18:2), ethyl ester (1- C CLM-9768 Butyryl coenzyme A, lithium salt (butyryl- C 4 CP 95% CLM-3960 Linoleic (18:2), ethyl ester (linoleate-u- C 18 CP 95%+ CLM-9950 Decanoic ( C 10 DLM-227 Linoleic (18:2), ethyl ester (17,17,18,18,18-D 5 DLM-2006 Decanoic (methyl-d 3 DLM-766 Linoleic (18:2), ethyl ester (D 31 CP 95%+ DLM-270 Decanoic (D 19 CLM-8395 Linoleic (18:2), methyl ester ULM-9721 N-Decanoyl-D-sphingosine (ceramide D18:1/10:0) (linoleate-u- C 18 CP 95% (unlabeled) CP 97% DLM-9663 Linoleic (18:2), methyl ester (D 31 CP 95%+ CLM-8388 Docosahexaenoic C 22 CLM-6229 Linoleic (18:2), potassium salt (1- C DLM Docosahexaenoic (21,21,22,22,22-D 5 CLM-8835 Linoleic (18:2), potassium salt C 18 ULM-100 Docosahexaenoic (unlabeled) (may have up to 5% isomers) CP 97% DLM Docosahexaenoic, ethyl ester CLM-8386 Linolenic (18:3) C 18 CP 95% (21,21,22,22,22-D 5 CP 95% DLM-9348 Linolenic (18:3) (17,17,18,18,18-D 5 CP 90% ULM Docosahexaenoic, ethyl ester (unlabeled) CP 95% DLM-2351 Linolenic (18:3), ethyl ester CLM-8398 Docosahexaenoic, methyl ester (17,17,18,18,18-D 5 CP 95% (docosahexaenoate-u- C 22 CLM-8396 Linolenic (18:3), methyl ester DLM Docosahexaenoic, methyl ester (linolenate-u- C 18 CP 95% (21,21,22,22,22-D 5 CP 97% CLM-9792 Lyso-PC 26:0 (hexacosanoyl-1,2,3,4,5,6- C 6 CLM-9909 Docosanoic (1,2,3,4,5,6- C 6 CP 95% ULM-9791 Lyso-PC 26:0 (unlabeled) DLM-9180 Docosanoic (22,22,22-D 3 DLM-8375 Mixed triglycerides D, 97%+) DLM-9951 Docosanoic (3,3,5,5-D 4 CP 95% CLM-1844 Myristic (1- C DLM-4703 Docosanoic (D 43 CLM-3665 Myristic (1,2,3- C 3 DLM-2274 Dodecylphosphocholine (D 38 DLM-1039 Myristic (methyl-d 3 DLM-9720 cis-5,8,11,14,17-eicosapentaenoic DLM-7487 Myristic (,,14,14,14-D 5 (19,19,20,20,20-D 5 DLM-208 Myristic (D 27 ULM cis-5,8,11,14,17-eicosapentaenoic (unlabeled) CLM-6228 Myristic, potassium salt (1- C CLM-8389 Eicosapentaenoic C 20 CLM-8695 Myristic, sodium salt (1,2,3- C 3 CLM-8399 Eicosapentaenoic, methyl ester CLM-8724 Nonanoic C 9 (eicosapentaenoate-u- C 20, 90%+) DLM-7490 Nonanoic (9,9,9-D 3 CLM-8274 Ethyl hexanoate (hexanoate- C 6 DLM-9501 Nonanoic (D 17 CLM-4338 DL-Glycerol (1- C aqueous solution CLM-293 ctanoic (1- C CLM-97 Glycerol (2- C CLM-3827 ctanoic (1,2- C 2 CLM-1857 Glycerol (1,3- C 2 CLM-2721 ctanoic (1,2,3,4- C 4 CLM-1510 Glycerol ( C 3 CLM-3981 ctanoic ( C 8 DLM Glycerol (2-D, 95-98%) aqueous solution DLM-619 ctanoic -D 15 (D DLM-1229 Glycerol (1,1,2,3,3-D 5 CLM ctanoyl-1,3-distearin (octanoic-1- C DLM-558 Glycerol (D 8 CLM ctanoyl-1,3-distearin (octanoyl-1,2- C 2 DLM-26 Glycerol [(D) 3, 98%] ULM-9722 N-ctanoyl-D-sphingosine (ceramide D18:1/8:0) CDLM-7745 Glycerol ( C 3, 99%; D 8 CP 95% (unlabeled) DLM-08 Heptadecanoic (methyl-d 3 DLM-6726 N-ctyl b-glucoside (D 24 DLM-6905 Heptadecanoic (D 33 CLM-2492 leic (methyl- C DLM-1820 Heptanoic (2,2,3,3-D 4 CLM-149 leic (1- C DLM-2731 Heptanoic (D CLM-460 leic C 18 CLM-9790 Hexacosanoic (1,2,3,4,5,6- C 6 DLM-689 leic (9,10-D 2 DLM-9953 Hexacosanoic (3,3,5,5-D 4 CP 95% DLM-1891 leic (D 33 DLM-8510 Hexacosanoic (12,12,,-D 4 DLM-8747 leic, ethyl ester (D 33 CP 95%+ DLM-2922 DL-3-Hydroxymyristic (2,2,3,4,4-D 5, 96%) CLM-4337 leic, methyl ester (oleate-u- C 18 CLM-2095 Isovaleric (1- C CLM-4477 leic, potassium salt (1- C DLM-2938 Isovaleric (D 9 CLM-8856 leic, potassium salt C 18 CP 95% CLM-1586 Lauric (1- C DLM-8837 leic, potassium salt DLM-3062 Lauric (methyl-d 3 (15,15,16,16,17,17,18,18,18-D 9 DLM-563 Lauric (D 23 9

11 Stable Isotope-Labeled Products for Metabolomics Fatty Acids and Lipids (continued) CLM-6230 leic, sodium salt (1- C DLM-6998 Phytanic (3-methyl-D 3 CP 95%+ CLM-8763 leic, sodium salt C 18 CLM-1889 Potassium palmitate (1- C CLM-9583 N-leoyl-D-sphingosine (ceramide d18:1/18:1 (9z)) CLM-6865 Potassium palmitate (1,2,3,4- C 4 (oleoyl-u- C 18 CP 95% CLM-3943 Potassium palmitate C 16 ULM-9581 N-leoyl-D-sphingosine (ceramide d18:1/18:1 (9z)) DLM-3773 Potassium palmitate (2,2-D 2 (unlabeled) CP 95% DLM-6199 Potassium palmitate (methyl-d 3 CLM-150 Palmitic (1- C DLM-6033 Potassium palmitate (7,7,8,8-D 4 CLM-2120 Palmitic (2- C DLM-8302 Pristanic (2-methyl-D 3 CP 95%+ CLM-214 Palmitic (1,2- C 2 DLM-197 Sodium dodecyl sulfate (D 25 CLM-7896 Palmitic (1,2,3,4- C 4 CLM-1948 Sodium octanoate (1- C CLM-409 Palmitic C 16 CLM-3876 Sodium octanoate (1,2,3,4- C 4 DLM-8673 Palmitic (12-D CLM-3980 Sodium octanoate (2,4,6,8- C 4 DLM-1153 Palmitic (2,2-D 2 CLM-9617 Sodium octanoate ( C 8 DLM-2890 Palmitic (9,9-D 2 CLM-174 Sodium palmitate (1- C DLM-2891 Palmitic (,-D 2 CLM-6059 Sodium palmitate C 16 DLM-611 Palmitic (methyl-d 3 ULM-9579 Sphingosine (unlabeled) CP 95% DLM-2893 Palmitic (7,7,8,8-D 4 CLM-490 Stearic (methyl- C DLM-2894 Palmitic (11,11,12,12-D 4 CLM-676 Stearic (1- C DLM-9424 Palmitic (,,14,14,15,15,16,16,16-D 9 CLM-6990 Stearic C 18 CP 97% DLM-2895 Palmitic (9,9,...16,16,16-D 17 CP 97% DLM-1154 Stearic (methyl-d 3 DLM-215 Palmitic (D 31 DLM-2712 Stearic (17,17,18,18,18-D 5 CLM-3957 Palmitic, ethyl ester (palmitate-u- C 16 DLM-379 Stearic (D CP 95%+ 35 CLM-8731 Stearic, ethyl ester (stearate-u- C DLM-8793 Palmitic, ethyl ester (D CLM-8394 Stearic, methyl ester (stearate-u- C CLM-8390 Palmitic, methyl ester (palmitate-u- C CP 95% CLM-2241 Palmitoleic C 16 CP 97% CLM-6227 Stearic, potassium salt (1- C CLM-3958 Palmitoleic, ethyl ester (palmitoleate-u- C 16 CLM Stearic, sodium salt C CP 97% 18 CP 97% CLM-9932 Tetracosanoic (1,2,3,4,5,6- C CLM-8391 Palmitoleic, methyl ester 6 CP 96% (palmitoleate-u- C 16 CP 97% DLM-9952 Tetracosanoic (3,3,5,5-D 4 CP 95% CLM-9582 N-Palmitoyl-D-sphingosine (ceramide d18:1/16:0) DLM-9179 Tetracosanoic (9,9,10,10-D 4 (palmitoyl-u- C 16 CP 95% DLM-7302 Tetracosanoic (D 47 ULM-9580 N-Palmitoyl-D-sphingosine (ceramide d18:1/16:0) CNLM-8110 Tiglylglycine (glycine- C 2, 98%; 15 N (unlabeled) CP 95% DLM-92 Tridecanoic (D 25 DLM-07 Pentadecanoic (methyl-d 3 CLM-162 Trioctanoin (1,1,1- C 3 DLM-572 Pentanoic (D 9 CLM-163 Triolein (1,1,1- C 3 DLM-4341 DL- -Phosphatidylcholine, dihexanoyl (DHPC) (D 40 CLM-164 Tripalmitin (1,1,1- C 3 CP 95% CLM-350 Tripalmitin (2,2,2- C 3 DLM-605 L- -Phosphatidylcholine, dimyristoyl (DMPC) CLM-8445 Tripalmitin (glyceryl- C 3 (dimyristoyl-d 54 CP 95% CLM-9468 Tripalmitin (1,1,1,2,2,2,3,3,3,4,4,4- C 12 CLM-9668 DL- -Phosphatidylcholine, dipalmitoyl (DPPC) DLM-9986 Tripalmitin (glyceryl-d C 40 CP 95% 5, 98- DLM-9462 Tripalmitin (trispalmitoyl-d 93 DLM-8256 DL- -Phosphatidylcholine, dipalmitoyl (DPPC) (D 80 CP 95%+ DLM-9044 Tripalmitin (D 98 DLM-606 L- -Phosphatidylcholine, dipalmitoyl (DPPC) (dipalmitoyl-d 62 CP 95% DLM-7875 Tristearin (tristearoyl-d 105 DLM-7557 L-Phosphatidylglycerol, dipalmitoyl (DPPG) (dipalmitoyl-d 62 See pages for fatty mixes Continued 10

12 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Flavinoids Catalog No. Description CLM-9256 (+/-)-Catechin (2,3,4- C 3 CLM (+/-)-Catechin gallate (2,3,4- C 3 CP 97% CLM-9257 (+/-)-Epicatechin (2,3,4- C 3, CP 97% ULM (+/-)-Epicatechin (unlabeled) CP 97% CLM (+/-)-Epicatechin gallate (2,3,4- C 3 CP 97% CLM (+/-)-Epigallocatechin (2,3,4- C 3 CP 97% CLM (+/-)-Epigallocatechin gallate (2,3,4- C 3 CP 97% CLM-9756 Galangin (2,3,4- C 3 CP 95% ULM Galangin (unlabeled) Catalog No. Description CLM (+/-)-Gallocatechin (2,3,4- C 3 CP 97% CLM (+/-)-Gallocatechin gallate (2,3,4- C 3 CP 97% CLM-9755 Kaempferol (2,3,4- C 3 CP 95% CLM-9754 Myricetin (2,3,4- C 3 CP 95% CLM-9753 Quercetin (2,3,4- C 3 CP 95% CLM-9259 Resveratrol (4-hydroxyphenyl- C 6 MS/MS Standards Catalog No. Description DLM LYS-PC 20:0 (eicosanoyl-12,12,,-d 4 ULM LYS-PC 20:0 (unlabeled) CLM LYS-PC 22:0 (docosanoyl-1,2,3,4,5,6- C 6 DLM LYS-PC 22:0 (docosanoyl-12,12,,-d 4 ULM LYS-PC 22:0 (unlabeled) CLM LYS-PC 24:0 (tetracosanoyl-1,2,3,4,5,6- C 6 DLM LYS-PC 24:0 (tetracosanoyl-12,12,,-d 4 ULM LYS-PC 24:0 (unlabeled) CLM-9792 LYS-PC 26:0 (hexacosanoyl-1,2,3,4,5,6- C 6 DLM LYS-PC 26:0 (hexacosanoyl-12,12,,-d 4 ULM-9791 LYS-PC 26:0 (unlabeled) NSK-NI Acid sphingomyelinase substrate and internal standard NSK-KR Galactocerebrosidase substrate and internal standard NSK-FA a-galactosidase substrate and internal standard Catalog No. Description NSK-GA Glucocerebrosidase substrate and internal standard NSK-MP a-l-iduronidase substrate and internal standard NSK-P Lysosomal a-glucosidase substrate and internal standard CNLM-9007-CA L-Argininosuccinic, barium salt 2H 2 (arginine- C 6, 99%; 15 N 4 CP 90%+ ULM-9008-CA L-Argininosuccinic, barium salt 3H 2 (unlabeled) CP 90%+ DLM-3619 DL-Homocystine (3,3,3,3 4,4,4,4 -D 8 CLM-9426 Methylmalonic ( C 4 DLM-387 Methylmalonic (methy-d 3 NLM-1048 rotic H 2 (1,3-15 N 2 CLM-2260 L-Proline ( C 5 DLM-487 L-Proline (D 7 ULM-8333 L-Proline (unlabeled) Neurotransmitters Catalog No. Description CLM Aminobutyric ( C 4, 97- CLM-548 Choline chloride (1,2- C 2 DLM-549 Choline chloride (trimethyl-d 9 CLM-3368 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (1- C CLM-3369 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (ring- C 6 DLM-2833 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (1,1-D 2, 93%) CP 96-98% DLM-2834 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (2,2-D 2 DLM-2181 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (ring-d 3 Catalog No. DLM-2498 DLM-2290 CNLM-3445 Description Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (1,1,2,2-D 4 Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (ring-d 3, 95%; 2,2-D 2, 95%) Dopamine HCl (2-(3,4-dihydroxyphenyl)- ethylamine HCl) (1-99%; 15 N DLM-2911 Histamine 2HCl (a,b,b,b-d 4 DLM-3560 Dl-Metanephrine HCl (a,b,b-d 3 DLM-2950 N-t-Methylhistamine 2HCl (N-methyl-D 3 DLM-8820 DL-Norepinephrine HCl (ring-d 3,1,2,2-D 3 DLM-8609 DL-Normetanephrine HCl (a,b,b-d 3 DLM-8075 Tyramine HCl (1,1,2,2-D 4 11

13 Stable Isotope-Labeled Products for Metabolomics Nucleotides, Nucleosides, and Nucleobases CLM-1654 Adenine (8-95%) CNLM-6219-CA 2 -Deoxyadenosine 5 -triphosphate (datp) NLM-6924 Adenine HCl ( 15 N 5 ( C 10, 98%; 15 N 5 CP >90% CLM-7674 Adenosine (3 - C DLM-7507-SL 2-Deoxyadenosine 5 -triphosphate (datp), lithium salt CLM-3698 Adenosine (ribose-2- C D, 97%+) CP >90% CLM-3678 Adenosine (ribose- C 5 CP 97% NLM-6215-SL 2 -Deoxyadenosine 5 -triphosphate (datp), lithium salt 15 N 5 CP >90% DLM-7676 Adenosine (ribose-1-d DLM-7677 Adenosine (ribose-2-d DLM-7678 Adenosine (ribose-5,5-d 2 CNLM-3806-CA Adenosine ( C 10, 98%; 15 N 5 NLM-9750-SL Adenosine 15 N 5 CNLM-3802 Adenosine 5 -monophosphate ( C 10, 98%; 15 N 5 NLM-3792-SL Adenosine 5 -monophosphate, lithium salt 15 N 5 DLM-7514-CA Adenosine 5 -triphosphate (ATP), ammonium salt (D, 97%+) CP >90% DLM-8815-CA Adenosine 5 -triphosphate (ATP), ammonium salt (2-D CP >90% DLM-8922-CA Adenosine 5 -triphosphate (ATP), ammonium salt (ribose-3,4,5,5 -D 4,98%) CP >90% NLM-3987-CA Adenosine 5 -triphosphate (ATP), ammonium salt ( 15 N 5, 98- CP >90% CNLM-4265-CA Adenosine 5 -triphosphate (ATP), ammonium salt ( C 10, 98-99%; 15 N 5, 98- CP >90% CLM-3605 Adenosine H 2 (ribose-1- C CP 95% CLM-3611 Cytidine (ribose-1- C CLM-3699 Cytidine (ribose-2- C CLM-3679 Cytidine (ribose- C 5 DLM-7681 Cytidine (ribose-5,5-d 2 NLM-3797 Cytidine ( 15 N 3 CNLM-3807 Cytidine ( C 9, 98%; 15 N 3 NLM-3793-SL Cytidine 5 -monophosphate, lithium salt 15 N 3 CP >90% CNLM-3803-SL Cytidine 5 -monophosphate, lithium salt C 9, 98%; U- 15 N 3 (in solution) CP >90% DLM-8924-CA Cytidine 5 -triphosphate (CTP), ammonium salt (5-D, ribose-3,4,5,5 -D 4 CP >90% DLM-9267-CA Cytidine 5 -triphosphate (CTP), ammonium salt (5,6-D 2 CP 90% DLM-8594-CA Cytidine 5 -triphosphate (CTP), ammonium salt (cytosine-5-d, 6-H; ribose-1,2,3,4,5,5-d 6, 96-97%) DLM-7515-CA Cytidine 5 -triphosphate (CTP), ammonium salt (D 8, 97%+) CP >90% NLM-4266-CA Cytidine 5 -triphosphate (CTP), ammonium salt ( 15 N 3, >96%) CP >90% CNLM-4267-CA Cytidine 5 -triphosphate (CTP), ammonium salt ( C 9, 99%; 15 N 3 CP >90% DLM-9101-CA Cytidine H 2 (5,6-D 2 CP 95% CLM-1001 Cytosine (2- C CNLM-4424 Cytosine (2-99%; 1,3-15 N 2 DLM Deoxy-D-ribose (5,5-D 2 NLM-3919-SL 2 -Deoxyadenosine 5 -monophosphate 15 N 5 CNLM-3918-SL 2 -Deoxyadenosine 5 -monophosphate, lithium salt C 10, 98%; U- 15 N 5 NLM Deoxyadenosine phosphoramidite ( 15 N 5 CP 95% CNLM Deoxyadenosine phosphoramidite ( C 10, 98%; 15 N 5 CP 95% CLM Deoxyadenosine H 2 (deoxyribose-1- C CLM Deoxyadenosine H 2 (deoxyribose-2- C CLM Deoxyadenosine H 2 (ribose-5- C CLM Deoxyadenosine H 2 (ribose- C 5 DLM Deoxyadenosine H 2 (ribose-5,5-d 2 NLM Deoxyadenosine H 2 ( 15 N 5 NLM Deoxycytidine ( 15 N 3 NLM Deoxycytidine 5 -monophosphate ( 15 N 3, 96%) DLM-7508-SL 2-Deoxycytidine 5 -triphosphate, lithium salt D, 97%+) CP >90% NLM-6216-SL 2 -Deoxycytidine 5 -triphosphate, lithium salt 15 N 3 CP >90% CNLM-6220-SL 2 -Deoxycytidine 5 -triphosphate, lithium salt C 9, 98%;U- 15 N 3 CP >90% NLM Deoxycytidine phosphoramidite ( 15 N 3 CP 95% CNLM Deoxycytidine phosphoramidite ( C 9, 98%; 15 N 3 CP 95% CLM Deoxycytidine H2 (deoxyribose-2- C CLM Deoxycytidine H2 (ribose-1- C DLM Deoxycytidine H2 (ribose-5,5-d 2 CNLM-3900-CA 2 -Deoxyguanosine ( C 10, 98%; 15 N 5 NLM-6835-SL 2 -Deoxyguanosine 5 -monophosphate 15 N 5 CP >90% CNLM-6836-SL 2 -Deoxyguanosine 5 -monophosphate 98%; U- 15 N NLM-6217-CA 2 -Deoxyguanosine 5 -triphosphate (DTP), ammonium salt ( 15 N 5 ; 98- CP >90% CNLM-6221-CA 2 -Deoxyguanosine 5 -triphosphate (DTP), ammonium salt ( C 10, 98%; 15 N 5 CP >90% DLM-7509-SL 2-Deoxyguanosine 5 -triphosphate (DTP), lithium salt D, 97%+) CP >90% NLM-6217-SL 2 -Deoxyguanosine 5 -triphosphate (DTP), lithium salt 15 N 5 CP >90% NLM Deoxyguanosine phosphoramidite ( 15 N 5 CP 95% CNLM Deoxyguanosine phosphoramidite ( C 10, 98%; 15 N 5 CP 95% CLM Deoxyguanosine H 2 (ribose-1- C DLM Deoxyguanosine H 2 (ribose-5,5-d 2 NLM-3899-CA 2 -Deoxyguanosine H 2 ( 15 N 5 CP 95%+ CNLM-8771-CA 2 -Deoxyuridine, ammonium salt ( C 9, 98-99%; 15 N 2, 98- CP 90% DLM ,6-Dihydrothymine (5,6,6-D 3, methyl-d 3, 95%+) CNLM ,6-Dihydrouracil ( C 4, 99%; 15 N 2 CNLM-3752 Fapyadenine (formyl- 98%; di- 15 N 2 NLM Fluorouracil (1,3-15 N 2 CNLM Fluorouracil ( C 4, 99%; 15 N 2 *Compounds available in dry and solution forms. Compounds available in solution only. Continued 12

14 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Nucleotides, Nucleosides, and Nucleobases (continued) DLM-1846 Guanidine DCl (D 6 NLM-3925 Thymidine 5 -monophosphate ( 15 N 2 CLM-1019 Guanine (8- C CNLM-3924-SL Thymidine 5 -monophosphate NLM-6925 Guanine ( 15 N 5 C 10, 98%; U- 15 N 2 CNLM-3990 Guanine (8-98%; 7,9-15 N 2 DLM-7510-SL Thymidine 5 -triphosphate (TTP), lithium salt NLM-3798 Guanosine ( 15 N 5 D, 97%+) CP >90% NLM-3794-SL Guanosine 5 -monophosphate, lyophilized powder 15 N 5 CP >90% NLM-6218-SL Thymidine 5 -triphosphate (TTP), lithium salt 15 N 2 CP >90% CNLM-3804-SL* Guanosine 5 -monophosphate, lithium salt C 10, 98%; U- 15 N 5 CP >90% CNLM-6222-SL Thymidine 5 -triphosphate (TTP), lithium salt C 10, 98%;U- 15 N 2 CP >90% DLM-7516-CA Guanosine 5 -triphosphate (GTP), ammonium salt NLM-6823 Thymidine phosphoramidite ( 15 N 2 CP 95% (D, 97%+) CP >90% CNLM-6824 Thymidine phosphoramidite ( C 10, 98%; 15 N 2 DLM-8923-CA Guanosine 5 -triphosphate (GTP), ammonium salt CP 95% (ribose-3,4,5,5 -D 4 CP >90% CLM-3764 Thymine (6- C NLM-4268-CA Guanosine 5 -triphosphate (GTP), ammonium salt DLM-1089 Thymine (,,,6-D 4 ( 15 N 5, 98- (in solution) CP >90% NLM-3995 Thymine (1,3-15 N 2 CNLM-4269-CA Guanosine 5 -triphosphate (GTP), ammonium salt CNLM-6945 Thymine ( C 5, 98%; 15 N 2 ( C 10, 99%; 15 N 5 CP >90% CLM-3276 Uracil (2- C CLM-7688 Guanosine H 2 (ribose-1- C CLM-692 Uracil (4,5- C 2 DLM-7689 Guanosine H 2 (ribose-5,5-d 2 DLM-8633 Uracil (5-D CNLM-3808-CA Guanosine H 2 ( C 10, 98%; 15 N 5 DLM-8502 Uracil (5,6-D 2 NLM Hydroxy-2 -deoxyguanosine ( 15 N 5 CP 95% NLM-637 Uracil (1,3-15 N 2 CNLM Hydroxycytosine (2-99%; 1,3-15 N 2 CNLM-3917 Uracil ( C 4, 99%; 15 N 2 CLM-8042 Hypoxanthine ( C 5 NLM-1697 Uric (1,3-15 N 2 DLM-8658 Hypoxanthine (2,8-D 2 CLM-3630 Uridine (ribose-1- C DLM-2923 Hypoxanthine (2,8,9-D 3, D CNLM-3809 Uridine ( C 9, 98%; 15 N 2 NLM-8500 Hypoxanthine ( 15 N 4 DLM-7693 Uridine (ribose-5,5-d 2 CNLM-7894 Hypoxanthine ( C 5, 99%; 15 N 4 NLM-812 Uridine ( 15 N 2 NLM-4264 Inosine ( 15 N 4, 95%+) NLM-3795 Uridine 5 -monophosphate ( 15 N 2 NLM-8712-CA Inosine 5 -monophosphate, ammonium salt ( 15 N 4, 98- CP >90% CNLM-3805-SL Uridine 5 -monophosphate, lithium salt C 9, 98%; U- 15 N 2 (in solution) CP > 90% DLM Methyladenine (methyl-d 3 DLM-8925-CA Uridine 5 -triphosphate (UTP), ammonium salt DLM Methylguanine (methyl-d 3 (5-D, ribose-3,4,5,5 -D 4 (in solution) CP >90% DLM Methylguanine (methyl-d 3 DLM-9100-CA Uridine 5 -triphosphate (UTP), ammonium salt CLM-9427-CA 1-(5 -Phosphoribosyl)-5--4-imidazole-carboxamide (5,6-D 2 CP >90% salt(2nh 4+ ) (ribose- C 5 CP 90%+ DLM-8637-CA Uridine 5 -triphosphate (UTP), ammonium salt CLM-3629 Ribothymidine (ribose-1- C (uracil-5-d, 6-H; ribose-1,2,3,4,5,5-d 6, 96-97%) NLM-7565-SL RNA standard ( 15 N CP >90% CLM-6622 Taurine (1,2- C 2 DLM-7517-CA Uridine 5 -triphosphate (UTP), ammonium salt (D DLM-8057 Taurine (D 4 CP 95% 8, 97%+) CP 90%+ NLM-4270-CA Uridine 5 -triphosphate (UTP), ammonium salt NLM-4472 Taurine ( 15 N ( 15 N 2, 98- CP >90% CLM-4289 Thymidine (deoxyribose-1- C CNLM-4271-CA Uridine 5 -triphosphate (UTP), ammonium salt CLM-3703 Thymidine (deoxyribose-2- C ( C 9, 99%; 15 N 2 CP >90% CLM-7692 Thymidine (deoxyribose-3- C NLM-1698 Xanthine (1,3-15 N 2 CP 90% CLM-3647 Thymidine (methyl- C CLM-8700-CA Xanthosine-5 -monophosphate, ammonium salt DLM-7691 Thymidine (ribose-5,5-d 2 ( C 10 CP >90% DLM-3327 Thymidine (methyl-d 3, ring-6-d, 97%+) CP 95% NLM-3901 Thymidine ( 15 N 2 CP 97% CNLM-3902 Thymidine ( C 10, 98%; 15 N 2 See pages for mixes *Compounds available in dry and solution forms. Compounds available in solution only.

15 Stable Isotope-Labeled Products for Metabolomics rganic Acids CLM-317 Acetic (1- C DLM-1129 Maleic (2,3-D 2 CLM-318 Acetic (2- C CLM-310 Maleic anhydride (1,4- C 2 CLM-1 Acetic (1,2- C 2 CLM-312 Maleic anhydride (2,3- C 2 CLM-9878 trans-aconitic (2,4,4 - C 3 CP 95% CLM-6019 Maleic anhydride ( C 4 DLM-2115 Adipic (D 10 DLM-1853 Maleic anhydride (D 2 CLM-7337 Citric (1,5- C 2 DLM-9045 DL-Malic (2,3,3-D 3 CLM-148 Citric (2,4- C 2 CLM-8065 L-Malic ( C 4 CLM-9876 Citric (1,5,6-carboxyl- C 3 CLM Methylglutaconic (2,4- C 2, 3-methyl- C CLM-9021 Citric ( C 6 CP 97% DLM-387 Methylmalonic (methyl-d 3 DLM-3487 Citric (2,2,4,4-D 4 CNLM Methyluric (2,4,5,6- C 4, 99%; 1,3,9-15 N 3 CLM-7933 Creatine (guanidino- C NLM-1048 rotic H 2 (1,3-15 N 2 DLM-02 Creatine (methyl-d 3 CP 97% CLM-3551 Potassium phosphoenol pyruvate (2- C DLM-3653 Creatinine (N-methyl-D 3 CLM-2723 Potassium phosphoenol pyruvate (3- C CLM-1529 Fumaric ( C 4 CLM-3398 Potassium phosphoenol pyruvate (2,3- C 2 DLM-1539 Fumaric (2,3-D 2 CLM-646 Propionic (1- C DLM-7654 Fumaric (D 4 CLM-647 Propionic ( C 3 CDLM-6062 Fumaric (1-99%; 2,3-D 2 DLM-2488 Propionic (2,2-D 2 CDLM-8473 Fumaric (1,4- C 2, 99%; 2,3-D 2 DLM-17 Propionic (methyl-d 3 CLM-373 Homovanillic (1,2- C 2, 98- DLM-1919 Propionic (D 5 DLM-2738 Homovanillic (phenyl-d 3, 2,2-D 2 DLM-599 Propionic (D 6 CLM-376 Homovanillic CLM-8077 Pyruvic (1- C (ring- C 6, 99%; 4-hydroxy- 18, 90-95%) CLM-8849 Pyruvic (2- C CP 95% CLM DL-2-Hydroxyglutaric, disodium salt ( C 5 CLM-9505 Pyruvic (1,2- C 2 ULM DL-2-Hydroxyglutaric, disodium salt (unlabeled) CLM-2471 Sodium acetate C depleted (1,2-12 C 2, 99.95%) DLM-9104 (RS)-2-Hydroxyglutaric, disodium salt CLM-156 Sodium acetate (1- C (2,3,3-D 3 ; D CP 95% CLM-381 Sodium acetate (2- C CLM-6820 a-ketobutyric, sodium salt (methyl- C CLM-440 Sodium acetate (1,2- C 2 CLM-6164 a-ketobutyric, sodium salt ( C 4 DLM-3126 Sodium acetate (D 3 CDLM-7318 a-ketobutyric, sodium salt LM-1077 Sodium acetate ( 18 (methyl- 99%; 3,3-D 2 2, 95%) CDLM-611 Sodium acetate (1-99%; D CDLM-7353 a-ketobutyric, sodium salt 3 (4-99%; 3,3,4,4-D 4 CDLM-1240 Sodium acetate (2-99%; D 3 CDLM-4611 a-ketobutyric, sodium salt ( C 4, 98%; 3,3-D 2 CDLM-3457 Sodium acetate (1,2- C 2, 99%; D 3 CLM-2411 a-ketoglutaric ( C 5 CP >90% CLM-1256 Sodium butyrate (1- C DLM-9476 a-ketoglutaric (D 6 CLM-4780 Sodium butyrate (2- C CLM-4442 a-ketoglutaric, disodium salt DLM-641 Sodium butyrate (3,3,4,4,4-D 5 (1,2,3,4- C 4 CP 97%+ DLM-7616 Sodium butyrate (D 7 CLM-2093 a-ketoisocaproic, sodium salt (1- C CLM-3706 Sodium D-3-hydroxybutyrate (2,4- C 2 CLM-4826 a-ketoisocaproic, sodium salt (1,2- C 2 CLM-3853 Sodium D-3-hydroxybutyrate ( C 4 CP 97% DLM-1944 a-ketoisocaproic, sodium salt (methyl-d 3 DLM Sodium DL-3-hydroxybutyrate (D 4 CP 95% DLM-4214 a-ketoisocaproic, sodium salt (isopropyl-d 7 CLM-583 Sodium formate ( C CLM-6821 a-ketoisovaleric, sodium salt (dimethyl- C 2 LM-8123 Sodium formate ( 18 2, 95%) CLM-4418 a-ketoisovaleric, sodium salt ( C 5 CLM-1577 Sodium L-lactate (1- C 20% w/w in H 2 DLM-4646 a-ketoisovaleric, sodium salt (D 7 CLM-1578 Sodium L-lactate (3- C 20% w/w in H 2 CDLM-7317 a-ketoisovaleric, sodium salt CLM-1579 Sodium L-lactate ( C 3 20% w/w in H 2 (3-methyl- 99%; 3,4,4,4-D 4 DLM-9071 Sodium L-lactate (3,3,3-D 3 20% w/w in H 2 CDLM-8446 a-ketoisovaleric, sodium salt CLM-771 Sodium propionate (1- C (dimethyl- C 2, 98%; 3-methyl-D 2, 4,4-D 2 CLM-1506 Sodium propionate (2- C CDLM-7354 a-ketoisovaleric, sodium salt CLM-4573 Sodium propionate (3- C (3-methyl- 99%; 3-methyl-D 2, 3,4,4,4,D 4 CLM-3042 Sodium propionate (2,3- C 2 CDLM-8100 a-ketoisovaleric, sodium salt CLM-1865 Sodium propionate ( C (1,2,3,4- C 4, 99%; 3,4,4,4 -D 4 3 DLM-1601 Sodium propionate (D CDLM-4418 a-ketoisovaleric, sodium salt ( C 5, 98%; 3-D 5 DLM-7374 Kynurenic (ring-d 5 Continued 14

16 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics rganic Acids (continued) CLM-1082 Sodium pyruvate (1- C DLM-2307 Succinic, disodium salt (D 4, 75%) CP 95% CLM-1580 Sodium pyruvate (2- C CLM-3399 Valproic (1,2,3,3 - C 4 CLM-1575 Sodium pyruvate (3- C DLM-4291 Valproic (4,4,4,4 -D 4 CLM-3507 Sodium pyruvate (2,3- C 2 DLM-7876 Valproic (propyl-1,1-d 2, pentanoic-3,3-d 2 CLM-2440 Sodium pyruvate ( C 3 DLM-8875 Valproic (D 15 DLM-6068 Sodium pyruvate (D 3 CLM-1084 Succinic (1,4- C 2 CLM-1199 Succinic (2,3- C 2 DLM-584 Succinic (D 4 DLM-831 Succinic (D 6 Steroids and Hormones DLM-8438* Aldosterone (2,2,4,6,6,17,21,21-D 8 ) CLM-804 Cholesterol (3,4- C 2 ULM-94 Aldosterone (unlabeled) CP 95% CLM-99* Cholesterol (2,3,4- C 3 CLM a-Androstan-3,17-dione (androstanedione) CLM-9587* Cholesterol (23,24,25,26,27- C 5 (2,3,4- C 3 DLM-1831 Cholesterol (3-D ULM-8794* 5a-Androstan-3,17-dione (androstanedione) (unlabeled) DLM-7260 Cholesterol (25,26,26,26-D 4 DLM-9769* 5a-Androstan-3a-ol-17b-diol (16,16,17-D 3 DLM-2607 Cholesterol (2,2,3,4,4,6-D 6 ULM-9752* 5a-Androstan-3a-ol-17b-diol (unlabeled) DLM-3057 Cholesterol (25,26,26,26,27,27,27-D 7 DLM a-Androstan-3b-ol-17-one (epiandrosterone) LM-7695 Cholesterol ( 18, 80%) (2,2,4,4-D 4 ULM-9140* Cholesterol (unlabeled) ULM a-Androstan-3b-ol-17-one (epiandrosterone) (unlabeled) CLM-3361 Cholesterol-3-octanoate (octanoate-1- C DLM b-Androstan-3a-ol-17-one (etiocholanolone) DLM Cholesterol-3-sulfate, sodium salt (16,16-D 2 (25,26,26,26,27,27,27-D 7 DLM-10008* 5b-Androstan-3a-ol-17-one (etiocholanolone) DLM-7347 Corticosterone (2,2,4,6,6,17a,21,21-D (2,2,3,4,4-D 5 8 ULM-9988* Corticosterone (unlabeled) ULM-10009* 5b-Androstan-3a-ol-17-one (etiocholanolone) (unlabeled) DLM-9787 CLM Cortisol (2,3,4- C Androstanediol glucuronide, sodium salt 3 (16,16,17-D 3 CP 97% DLM-2615 Cortisol (1,2-D 2 DLM Androsten-11b,17b-diol-3-one (9,11,12,12-D 4 DLM-2057 Cortisol (9,12,12-D 3 CP 95% DLM-2218 Cortisol (9,11,12,12-D 4 DLM Androsten-11b-ol-3,17-dione (9,11,12,12-D 4 ULM-9141* Cortisol (unlabeled) DLM Androsten-11b-ol-3,17-dione (2,2,4,6,6,16,16-D 7 CLM Cortisone (2,3,4- C 3 CP 97% DLM Androsten-3b,17b-diol (16,16,17-D 3 CP 95% DLM-8863 Cortisone (1,2-D 2 CP 95% CLM-95* 4-Androstene-3,17-dione (2,3,4- C 3 DLM-9142* Cortisone (2,2,4,6,6,12,12-D 7 ) DLM Androstene-3,17-dione (2,2,4,6,6-D 5 DLM-9976 Cortisone (2,2,4,6,6,9,12,12-D 8 DLM Androstene-3,17-dione (2,2,4,6,6,16,16-D 7 ULM-9202* Cortisone (unlabeled) ULM-8472* 4-Androstene-3,17-dione (unlabeled) CLM Cortisone 21-sulfate, sodium salt (2,3,4- C 3 DLM Androstene-6b,17b-diol-3-one (16,16,17-D 3 CP 95% DLM-7937 Androsterone (5a-androstan-3a-ol-17-one) DLM b-Hydroxycortisol (9,11,12,12-D 4 ) CP 95% (16,16-D 2 DLM Dehydrocholesterol (25,26,26,26,27,27,27-D 7 DLM Androsterone (5a-androstan-3a-ol-17-one) DLM Ketocholesterol (25,26,26,26,27,27,27-D 7 (2,2,4,4-D 4 CP 95% CLM-10549* Dehydroepiandrosterone (DHEA) (2,3,4- C 3 ULM-10403* Androsterone (5a-androstan-3a-ol-17-one) (unlabeled) DLM-7714 Dehydroepiandrosterone (DHEA) (16,16-D 2 DLM-97 Androsterone glucuronide, sodium salt (2,2,4,4-D 4 DLM-8049 Dehydroepiandrosterone (DHEA) ULM-98 Androsterone glucuronide, sodium salt (unlabeled) (2,2,3,4,4,6-D 6, 97- CP 97% DLM-4700 Cholestane (3,3-D 2 ULM-9143* Dehydroepiandrosterone (DHEA) (unlabeled) DLM-8276 Cholestenone (2,2,4,6,6-D 5 15

17 Stable Isotope-Labeled Products for Metabolomics Steroids and Hormones (continued) DLM-8701 CDLM-9154* DLM-8337* ULM-9144* Dehydroepiandrosterone sulfate, sodium salt (DHEAS) (16,16-D 2 Dehydroepiandrosterone sulfate, sodium salt (DHEAS) (2,2,3,4,4,6-D 6, 95%) Dehydroepiandrosterone sulfate, sodium salt (DHEAS) (unlabeled) CLM-10384* 11-Deoxycortisol (2,3,4- C 3 CP 97% DLM Deoxycortisol (21,21-D 2, 96%) DLM-8336* 11-Deoxycortisol (2,2,4,6,6-D 5 ULM-9145* 11-Deoxycortisol (unlabeled) DLM Deoxycortisol (2,2,4,6,6,21,21,21-D 8 ULM-9987* 21-Deoxycortisol (unlabeled) DLM-170* Diethylstilbestrol (cis/trans mix) (ring-3,3,5,5 -diethyl-1,1,1,1 -D 8 CLM-9146* 5a-Dihydrotestosterone (2,3,4- C 3 CP 97% DLM a-Dihydrotestosterone (2,2,4,4-D 4 CP 95% ULM-8364* 5a-Dihydrotestosterone (unlabeled) DLM-3023 Dihydrotestosterone (16,16,17-D 3 CLM-9222 L-3,3 -Diiodothyronine (T2) (phenoxy- C 6 CP 97% ULM-9223 L-3,3 -Diiodothyronine (T2) (unlabeled) CLM-7401 L-Dopa (1- C CLM-1007 L-Dopa (ring- C 6 CLM-7824 L-Dopa (1- ring- C 6 DLM-2084 L-Dopa (ring-d 3 CLM-2232 L-Dopa (2,3- C 2, 97%; 4-hydroxy- 18, 95%) CLM-7768 Epicholesterol (3,4- C 2 DLM-9088 DL-Epinephrine (ring-d 3,1,2,2-D 3 CNLM-7889 DL-Epinephrine (1,2- C 2, 99%; 15 N CLM-803* Estradiol (3,4- C 2 DLM-3694 Estradiol (16,16,17-D 3 CP 95% DLM-2487 Estradiol (2,4,16,16-D 4, 95-97%) ULM-7449* Estradiol (unlabeled) CLM-9147* Estriol (16a-hydroxyestradiol) (2,3,4- C 3 CP 97% DLM-8586 Estriol (2,4,16-D 3 DLM-8343 Estriol (2,4,17-D 3 CP 96% CLM-673 Estrone (3,4- C 2 CLM-9148* Estrone (2,3,4- C 3 DLM-3976 Estrone (2,4,16,16-D 4 CLM-8033 DL-Estrone 3-methyl ether (,14,15,16,17,18- C 6 DLM a-Ethynylestradiol (2,4,16,16-D 4 ULM a-Hydroxycholesterol (unlabeled) DLM b-Hydroxycholesterol (25,26,26,26,27,27,27-D 7 CP 97% ULM b-Hydroxycholesterol (unlabeled) DLM Hydroxycorticosterone (9,11,12,12-D 4 CP 95% ULM-9151* 18-Hydroxycorticosterone (unlabeled) CP 95% CLM-8012 DL-2-Hydroxyestradiol (,14,15,16,17,18- C 6 CLM-8016 DL-2-Hydroxyestrone-3-methyl ether (,14,15,16,17,18- C 6 CLM-9153* 16a-Hydroxyestrone (2,3,4- C 3 ULM-9152* 16a-Hydroxyestrone (unlabeled) CLM-80 DL-4-Hydroxyestrone (,14,15,16,17,18- C 6 DLM a-Hydroxypregnenolone (21,21,21-D 3 17a-Hydroxypregnenolone (20,21- C 2, 98%; 16,16-D 2 ULM-9155* 17a-Hydroxypregnenolone (unlabeled) CLM-9157* 17a-Hydroxyprogesterone (2,3,4- C 3 DLM a-Hydroxyprogesterone (2,2,4,6,6,21,21,21-D 8 ULM-9156* 17a-Hydroxyprogesterone (unlabeled) DLM Ketotestosterone (16,16,17-D 3 CP 95% DLM-7101 Melatonin (acetyl-d 3 CLM-8015 DL-2-Methoxyestradiol (,14,15,16,17,18- C 6 CLM-8014 DL-2-Methoxyestrone (,14,15,16,17,18- C 6 CLM-8017 DL-4-Methoxyestrone (,14,15,16,17,18- C 6 DLM Methoxytryptamine HCl (a,a,b,b-d 4 CLM-2468 Norethindrone (ethynyl- C 2 DLM-3979* 19-Nortestosterone (16,16,17-D 3 DLM a-Pregnan-3a-ol-20-one (17,21,21,21-D 4 CP 95% DLM a-Pregnan-3b-ol-20-one (17a,21,21,21-D 4, 97%+) CP 96% ULM a-Pregnan-3b-ol-20-one (unlabeled) DLM b-Pregnan-3a-ol-20-one (17,21,21,21-D 4 DLM b-Pregnan-3a,11b,17a,21-tetrol-20-one (9,11a,12-D 3, 95%) DLM b-Pregnan-3a,17a, 20-triol (20,21,21,21-D 4 mix 20a and 20b DLM a-Pregnane-3a,21-diol-20-one (17,21,21-D 3, 95%) DLM a-Pregnane-3,20-dione (1,2,4,5,6,7-D 6, 95%) ULM a-Pregnane-3a,21-diol-20-one (unlabeled) DLM b-Pregnane-3,20-dione (2,2,4,4,17a,21,21,21-D 8 CP 97% CLM b-Pregnane-3a,20a-diol (2,3,4,20,21- C 5 CP 95% DLM-104 5b-Pregnane-3a,20a-diol (2,2,3,4,4-D 5 CLM b-Pregnane-3a,20a-diol glucuronide, sodium salt (2,3,4,20,21- C 5 CP 95% CLM-10010* 4-Pregnen-21-ol-3,20-dione (2,3,4- C 3 DLM Pregnen-21-ol-3,20-dione (2,2,4,6,6,17,21,21-D 8, 96%) CP 97% ULM-10011* 4-Pregnen-21-ol-3,20-dione (unlabeled) CDLM-9158* Pregnenolone (20,21- C 2, 98%;16,16-D 2 DLM-6896 Pregnenolone (17,21,21,21-D 4 ULM-9159* Pregnenolone (unlabeled) CDLM-9160 Pregnenolone sulfate, sodium salt (20,21- C 2, 99%; 16,16-D 2 ULM-9161 Pregnenolone sulfate, sodium salt (unlabeled) CLM-457 Progesterone (3,4- C 2, 90%) CLM-9162* Progesterone (2,3,4- C 3 CLM Progesterone (2,3,4,20,21- C 5 DLM-7953* Progesterone (2,2,4,6,6,17a,21,21,21-D 9 DLM-3627 Prostaglandin A2 (3,3,4,4-D 4 DLM-3728 Prostaglandin E1 (3,3,4,4-D 4 DLM-3628 Prostaglandin E2 (3,3,4,4-D 4 DLM-3558 Prostaglandin-F2a (3,3,4,4-D 4 DLM a,11a-Prostaglandin F2 (3,3,4,4 -D 4 * Compounds available in dry and solution forms. Compounds available in solution only. Compounds available in dry and solution forms; chemical purity varies 95-98%. Continued 16

18 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Steroids and Hormones (continued) DLM-7457 Sodium 17b-estradiol 3-sulfate (2,4,16,16-D 4 stabilized with 50% w/w tris DLM-9503 Stigmastanol (2,2,3,4,4-D 5 CLM-159 Testosterone (3,4- C 2 CLM-9164* Testosterone (2,3,4- C 3 DLM-683 Testosterone (1,2-D 2 DLM-6224* Testosterone (16,16,17-D 3 DLM-8085* Testosterone (2,2,4,6,6-D 5 DLM-8265 Testosterone diacetate (testosterone-d 4, acetate methyl-d 6 ULM a,5b-Tetrahydroaldosterone (unlabeled) CLM-6725 L-Thyroxine (tyrosine-ring- C 6 CP 90% CLM-8931 L-Thyroxine (ring- C 12 CP 97% ULM-8184 L-Thyroxine (unlabeled) CLM-7185* 3,3,5-Triiodo-L-thyronine HCl (ring- C 6 CP >95% DLM-6989 Tryptamine HCl (a,a,b,b-d 4 Vitamins and Metabolites CLM-3085 L-Ascorbic (1- C CLM-320 Retinal (10- C CLM-7283 L-Ascorbic C 6 CLM-325 Retinal (11- C CLM-6126 b-carotene (10,10,11,11 - C 4 CLM-326 Retinal (14- C CLM-9641 b-carotene CLM-327 Retinal (15- C (12,12,,,14,14,15,15,20,20 - C 10 CP >97% DLM-7719 Retinal (D 6, 96%+) DLM-3829 b-carotene (19,19,19,19,19,19 -D 6 CLM-331 Retinoic (10- C DLM-2439 b-carotene (10,10,19,19,19,19,19,19 -D 8 CLM-328 Retinoic (11- C ULM-9106* 1,25-Dihydroxyvitamin D2 (unlabeled) CP 95% CLM-329 Retinoic (14- C ULM-9109* 24,25-Dihydroxyvitamin D2 (unlabeled) CLM-330 Retinoic (15- C DLM-9107* 1,25-Dihydroxyvitamin D3 (6,19,19-D 3 CP 95% CLM-4343 Retinoic (10,11,14,15- C 4 ULM-9108* 1,25-Dihydroxyvitamin D3 (unlabeled) CP 95% DLM-7720 Retinoic (D 6, 96%+) DLM R,25-Dihydroxyvitamin D3 DLM-9305 Retinol (10,19,19,19-D 4, 96%) (26,26,26,27,27,27-D 6 CP 97% DLM-81 Retinol (19,19,19,20,20,20-D 6, 96%+) DLM-9114* 25-Hydroxyvitamin D2 (6,19,19-D 3 DLM-9306 Retinol (10,14,19,19,19,20,20,20-D 8, 90%) CP 96% ULM-9115* 25-Hydroxyvitamin D2 (unlabeled) DLM-4902 Retinyl palmitate (10,19,19,19-D 4, 96%) (50 ppm BHT) DLM epi-25-Hydroxyvitamin D2 (6,19,19-D 3 all trans, <4% cis ULM-9110* 3-epi-25-Hydroxyvitamin D2 (unlabeled) CLM-76 trans-lycopene CLM-10025* 25-Hydroxyvitamin D3 (23,24,25,26,27- C 5 (8,8,9,9,10,10,11,11,19,19 - C 10 CP 95% CLM-8870 Vitamin A acetate (12,,14,20- C 4 DLM-9116* 25-Hydroxyvitamin D3 (6,19,19-D 3 CLM-4831 Vitamin A acetate (8,9,10,12,,14,19,20- C 8 ULM-9117* 25-Hydroxyvitamin D3 (unlabeled) CLM-7277 Vitamin A acetate CLM epi-25-Hydroxyvitamin D3 (23,24,25,26,27- C 5 (8,9,10,11,12,,14,15,19,20- C 10 DLM-9111* 3-epi-25-Hydroxyvitamin D3 (6,19,19-D 3 DLM-2244 Vitamin A acetate (10,19,19,19-D 4, 96%) 3-4% cis ULM-9112* 3-epi-25-Hydroxyvitamin D3 (unlabeled) DLM-3828 Vitamin A acetate (19,19,19,20,20,20-D 6, 96%) 3-4% cis DLM-7708* 25-Hydroxyvitamin D3 monohydrate (26,26,26,27,27,27-D 6 CP 97% DLM-4203 Vitamin A acetate (10,14,19,19,19,20,20,20-D 8, 90%) 3-4% cis CLM Methyltetrahydrolic (glutamic - C 5 CP 95% CLM-7667 Vitamin B 1 hydrochloride (thiamine hydrochloride) (4,5,4-methyl- C 3 CP 97% CLM-7321-N 5-Methyltetrahydrolic, calcium salt (glutamic - C 5 CP 95% ULM Vitamin B 1 hydrochloride (thiamine hydrochloride) (unlabeled) CLM-7321 (6S)-5-Methyltetrahydrolic, calcium salt (glutamic - C 5, 90%) contains ~10% H 2 DLM-8741 Vitamin B 1 pyrophosphate (thiamine pyrophosphate) (thiazole-methyl-d 3, 95%) CNLM-9757 Nicotinamide (2,6,carbonyl- C 3, 99%; ring-1-15 N CNLM-8851 Vitamin B 2 (riblavin) ( C 4, 99%; 15 N 2 CP >97% DLM-9793-N Pyridoxal phosphate (mix 5-,3-isomers) ULM-9123 Vitamin B 2 (riblavin) (unlabeled) CP 97% (methyl-d 3 CLM-9925 Vitamin B 3 (nicotinamide ( C 6 CLM-7563 Pyridoxine HCl (4,5-bis(hydroxymethyl)- C 4 DLM-6883 Vitamin B 3 (nicotinamide) (D 4 DLM-8754 Pyridoxine HCl (5-hydroxymethyl-D 2 CNLM-9512 Vitamin B 3 (nicotinic ) (2,6,carboxyl- C 3, 99%; 15 N CP 97% 17

19 Stable Isotope-Labeled Products for Metabolomics Vitamins and Metabolites (continued) CNLM-7694 Vitamin B 5, calcium salt H 2 (calcium pantothenate H 2 ) (b-alanyl- C 3, 99%; 15 N ULM Vitamin B 5, calcium salt H 2 (calcium pantothenate H 2 ) (unlabeled) DLM-9069 Vitamin B 6 (pyridoxal) (methyl-d 3 ULM-9118 Vitamin B 6 (pyridoxal HCl) (unlabeled) DLM-9119 Vitamin B 6 (pyridoxamine 2HCl) (methyl-d 3 ULM-9120 Vitamin B 6 (pyridoxamine 2HCl) (unlabeled) DLM-9121 Vitamin B 6 (pyridoxine HCl) (methyl-d 3 CP 96% ULM-9122 Vitamin B 6 (pyridoxine HCl) (unlabeled) CP 96% DLM-8806 Vitamin B 7 (biotin) (ring-6,6-d 2 CP 97% DLM-9751 Vitamin B 7 (biotin) (3,3,4,4 -D 4 CP 95% ULM-9129 Vitamin B 7 (biotin) (unlabeled) CLM-7861 Vitamin B 9 (folic ) (glutamic - C 5, 95%+) contains ~10% H 2 CLM-7861-N Vitamin B 9 (folic ) (glutamic - C 5 CP 95% CNLM-9564 Vitamin B 9 (folic ) (glutamic - C 5, 99%; 15 N CP 95% CLM-9770 Vitamin B 12 (cyanocobalamin) ( C 7 CP 95% ULM Vitamin B 12 (cyanocobalamin) (unlabeled) DLM-8985* Vitamin D 2 (ergocalciferol) (6,19,19-D 3 ULM-9124* Vitamin D 2 (ergocalciferol) (unlabeled) DLM Vitamin D 2 sulfate, sodium salt (6,19,19-D 3 CP 97% ULM Vitamin D 2 sulfate, sodium salt (unlabeled) CP 97% CLM-7850 Vitamin D 3 (cholecalciferol) (23,24-C 2 90% CP CLM Vitamin D 3 (cholecalciferol) (23,24,25,26,26- C 5 CP 97% DLM-8853 Vitamin D 3 (cholecalciferol) (6,19,19-D 3 CP 97% ULM-9125* DLM Vitamin D 3 (cholecalciferol) (unlabeled) Vitamin D 3 sulfate, sodium salt (26,26,26,27,27,27-D 6 CP 97% DLM Vitamin D 3 sulfate, sodium salt (6,19,19-D 3 CP 97% ULM Vitamin D 3 sulfate, sodium salt (unlabeled) CP 97% CLM Vitamin E (a-tocopherol) ( C 3 CP 96% CLM Vitamin E (a-tocopherol) ( C 6 CP 96% CLM Vitamin E (a-tocopherol) ( C 9 CP 96% CLM Vitamin E ((+/-)-a-tocopherol) (all rac) ( C 3 CP 96% DLM-9126 Vitamin E (a-tocopherol) (5-methyl-D 3, 7-methyl-D 3 ULM-9127 Vitamin E (a-tocopherol) (unlabeled) CP 96% DLM-8847 Vitamin E acetate (tocopherol acetate) (acetyl-d 3 CLM-9566 Vitamin K 1 (phylloquinone) (4a,5,6,7,8,8a- C 6 DLM-7702 Vitamin K 1 (phylloquinone) (ring-d 4 DLM-90 Vitamin K 1 (phylloquinone) (D 7 CP 97% ULM-91 Vitamin K 1 (phylloquinone) (unlabeled) CP 97% DLM-92 Vitamin K 3 (menadione) (D 8 CP 97% ULM-93 Vitamin K 3 (menadione) (unlabeled) CP 97% * Compounds available in dry and solution forms. Compounds available in solution only. Compounds available in dry and solution forms; chemical purity varies 95-98%. Continued 18

20 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics ther Compounds CLM-173 Acetaldehyde (1,2- C 2 CLM-2291 Ethanolamine ( C 2 DLM-112 Acetaldehyde (D 4 DLM-552 Ethanolamine (1,1,2,2-D 4 CLM-1220 N-Acetylglucosamine (N-acetyl-1- C NLM-8722 Ethanolamine ( 15 N CLM-1827 N-Acetylglucosamine ( C 6 CLM-3911 Ethanolamine HCl (1- C NLM-8810 N-Acetylglucosamine ( 15 N CLM-274 Ethanolamine HCl (1,2- C 2 DLM-9262 N -bis(3-aminopropyl)-1,4-butanediamine 4HCl NLM-6723 Guanidine HBr ( 15 N 3 (1,1,2,2,3,3,4,4-D 8 CP 95% CLM Hydroxy-3-methoxycinnamic (ferulic ) ULM N -bis(3-aminopropyl)-1,4-butanediamine 4HCl (1,2,3 - C 3 (unlabeled) CP 95% CNLM DL-3-Hydroxykynurenine CLM-9435 N-(3-Aminopropyl) butane-1,4-diamine 3HCl (1,2,3- C 3, 98%; a-- 15 N CP 95% (spermidine 3HCl) ( C 4 CP 95% DLM-7842 L-Kynurenine sulfate (ring-d 4, 3,3-D 2, 97%+) CP 95% DLM-9261 N-(3-Aminopropyl) butane-1,4-diamine 3HCl CLM-359 Methanol ( C (1,1,2,2,3,3,4,4-D 8 CP 95% DLM-1211 Methanol (D ULM N-(3-Aminopropyl) butane-1,4-diamine (unlabeled) DLM-1209 Methanol (D CP 95% 2 CDLM-1035 Methanol ( 99%; D NLM-467 Ammonium chloride ( 15 N 3 DLM-651 Methyl formate (formyl-d NLM-390 Ammonium nitrate ( 15 N 2 CLM Porphobilinogen (propanoic-1,2- C NLM Ammonium nitrate ( 15 N 2, 10%) 2 CP 95% NLM-765 Potassium nitrate ( 15 N NLM Ammonium nitrate ( 15 N 2, 5%) NLM Potassium nitrate ( 15 10%) NLM-711 Ammonium nitrate (ammonium- 15 N CLM-222 Potassium thiocyanate ( 95- CP 95%+ NLM Ammonium nitrate (ammonium %) CNLM-3952 Potassium thiocyanate ( 99%; 15 N NLM-712 Ammonium nitrate (nitrate- 15 N DLM-3579 Serotonin creatinine sulfate complex (a,a,b,b-d NLM Ammonium nitrate (nitrate %) 4 CLM-441 Sodium bicarbonate ( C DLM-1100 Ammonium sulfate (D 8 CLM-9676 Sodium isopropyl carbonate (carbonyl- C NLM-7 Ammonium sulfate ( 15 N 2 NLM-157 Sodium nitrate ( 15 N NLM-7-10 Ammonium sulfate ( 15 N 2, 10%) CLM-3780 Sodium dichloroacetate ( C NLM-7-5 Ammonium sulfate ( 15 N 2, 5%) 2 CLM Toxlavin (3,4a,5,8a- C CLM-8141 Arsenobetaine bromide (carboxymethyl- C 2 4 CP 95% CNLM ,2,4-Triazole (3,5- C CNLM Azacytosine (4,6- C 2, 98%; 15 N 4 2, 99%; 1,2,4-15 N 3 DLM-4779 Trimethylamine N-oxide (D NLM-499 Calcium nitrate ( 15 N 2 9 CLM-311 Urea ( C NLM Calcium nitrate ( 15 N 2, 10%) DLM-1269 Urea (D DLM-9786 p-cresol sulfate, potassium salt (D 7 CP 97% 4 NLM-233 Urea ( 15 N DLM-4 Deuterium oxide (D, 99.9%) 2 NLM Urea ( 15 N DLM Deuterium oxide (D, 99.8%) 2, 10%) NLM Urea ( 15 N DLM-4-99 Deuterium oxide (D 2, 5%) LM-655 Urea ( 18, 95%) CLM ,3-Dibenzene ( C 6 CP 95% CNLM-234 Urea ( 99%; 15 N CLM-344 Ethanol (1- C <6% H 2 2 CLM-4861 Urea ( 99%; 18 CLM-0 Ethanol (2- C <6% H 2 CNLM-8871 Urea ( 99%; 15 N CLM-551 Ethanol (1,2- C 2 <6% H 2 2, 99%; 18 * Compounds available in dry and solution forms. Compounds available in solution only. 19

21 Stable Isotope-Labeled Products for Metabolomics Sets, Mixtures, and Kits Sets Table 1. Standard products for MS/MS screening or tuning. Catalog No. NSK-A NSK-A1 NSK-B NSK-B-G1 NSK-AB NSK-A-TS NSK-B-TS NSK-AB-TS NSK-A-US NSK-B-US NSK-B-G1-US NSK-S-CAH NSK-T NSK-P-1 NSK-FA-1 NSK-GA-1 NSK-KR-1 NSK-MP-1 NSK-NI-1 Description Labeled Amino Acid Standards Set A Labeled Amino Acid Standards Set A1 Labeled Carnitine Standards Set B Labeled Carnitine Standards Supplement to NSK-B Labeled Standards Sets A & B Labeled Amino Acid Tuning Standards Set A Labeled Carnitine Tuning Standards Set B Labeled Tuning Standards Sets A & B Unlabeled Amino Acid Standards Set A Unlabeled Carnitine Standards Set B Unlabeled Carnitine Standards Supplement to NSK-B Labeled Steroid CAH Set S Labeled Succinylacetone Standard Set T Lysosomal a-glucosidase Substrate and Internal Standard a-galactosidase Substrate and Internal Standard Glucocerebrosidase Substrate and Internal Standard Galactocerebrosidase Substrate and Internal Standard a-l-iduronidase Substrate and Internal Standard Acid Spingomyelinase Substrate and Internal Standard Table 2. Composition details NSK-A, -B and -B-G1. Please refer to isotope.com for additional information for other mixes. NSK-A Components Conc. (mm) Glycine (2-99%; 15 N 2500 L-Alanine (2,3,3,3-D L-Valine (D L-Leucine (5,5,5-D L-Methionine (methyl-d L-Phenylalanine (ring- C L-Tyrosine (ring- C L-Aspartatic (2,3,3-D DL-Glutamatic (2,4,4-D L-rnithine HCl (5,5-D L-Citruline (5,5-D L-Arginine HCl (5-99%; 4,4,5,5-D 4, 95%) 500 NSK-B Components Conc. (mm) L-Carnitine (trimethyl-d Acetyl-L-carnitine HCl (N-methyl-D Propionyl-L-carnitine HCl (N-methyl-D Butyryl-L-carnitine HCl (N-methyl-D 3 CP 97% 7.6 -Isovaleryl-L-carnitine HCl (N-trimethyl-D ctanoyl-l-carnitine HCl (N-methyl-D Myristoyl-L-carnitine HCl (N-trimethyl-D Palmitoyl-L-carnitine HCl (N-methyl-D NSK-B-G1 Components Conc. (mm) -Glutaryl-L-carnitine CL 4 (N-methyl-D 3 CP 97% Hydroxyisovaleryl-L-carnitine CL 4 (N-methyl-D Dodecanoyl-L-carnitine HCl (N-Trimethyl-D ctadecanoyl-l-carnitine HCl (N-methyl-D DL-Hydroxypalmitoyl-L-carnitine CL (N-methyl-D 3 Note: The concentration tolerances are ±20% (exception: -Glutaryl-Lcarnitine CL 4 at ±40%). Also, NSK-A1 is equivalent in composition to NSK-A, with the exception the rn labeling (i.e., 3,3,4,4,5,5,-D 6 in NSK-A1 vs. 5,5-D 2 in NSK-A. Custom mixes can be formulated according to user specifications. Please inquire for details. Example References Rodríguez-Colman, M.J.; Schewe, M.; Meerlo, M.; et al Interplay between metabolic identities in the intestinal crypt supports stem cell function. Nature, 543(7645), Huang, T.; Cao, Y.; Zeng, J.; et al Tandem mass spectrometry-based newborn screening strategy could be used to facilitate rapid and sensitive lung cancer diagnosis. nco Targets Ther, 9, Wang, Q.; Sun, T.; Cao, Y A dried blood spot mass spectrometry metabolomic approach for rapid breast cancer detection. nco Targets Ther, 9, CIL Application Note 41 NSK-A-TS and NSK-B-TS Instructions for Use Table 3. Sets uniformly labeled dntps and rntps. Catalog No. Description Conc. (mm) NLM-7512-SL Set 4 2 -deoxyribonucleoside 5 -triphosphates 15 N (Li salts/in soln) CP >90% 55 for datp, dctp, and TTP; 50 for dgtp DLM-7511-SL CNLM-75-SL NLM-7519-CA CNLM-7503-CA DLM-7518-CA Set 4 2 -deoxyribonucleoside 5 -triphosphates D (Li salts/in soln) CP >90% Set 4 2 -deoxyribonucleoside 5 -triphosphates 98%; U %) (Li salts/in soln) CP >90% Set 4 2 -ribonucleoside 5 -triphosphates 15 N; 98%) (NH 4 salts/in soln) CP >90% Set 4 2 -ribonucleoside 5 -triphosphates U- 15 N; 98- (NH 4 salts/in soln) CP >90% Set 4 ribonucleoside 5 -triphosphates D (NH 4 salts/in soln) CP >90% 50 for datp, 60 for dctp, 58 for dgtp, and 66 for TTP 100 for datp, dctp, dgtp, and TTP 100 for ATP, CTP, GTP, and UTP 100 for ATP, CTP, GTP, and UTP 100 for ATP, CTP, GTP, and UTP Example Reference Song, Y.; Marmion, R.A.; Park, J..; et al Dynamic control dntp synthesis in early embryos. Dev Cell, 42(3), Continued 20

22 Cambridge Cambridge Isotope Isotope Laboratories, Laboratories, Inc. Inc. Stable Stable Isotope-Labeled Isotope-Labeled Products Products for for Metabolomics Metabolomics Mixtures Table 4. Algae-derived mixtures and whole cells. Catalog Catalog No. No. Description Description CLM-1548 CLM-1548 mixture mixture NLM-2161 NLM-2161 mixture mixture 98%) 98%) DLM-2082 DLM-2082 mixture mixture D, D, 98%) 98%) CNLM-452 CNLM-452 mixture mixture 97-99%; 97-99%; U- U DNLM-819 DNLM-819 mixture mixture D, D, 98%; 98%; U- U- 98%) 98%) CDNLM-2496 CDNLM-2496 mixture mixture 97-99%; 97-99%; U-D, U-D, 97-99%; 97-99%; U- U ULM-2314 ULM-2314 mixture mixture (unlabeled) (unlabeled) CLM-2065 CLM-2065 lyophilized lyophilized cells cells 98%+) 98%+) NLM-2162 NLM-2162 lyophilized lyophilized cells cells DLM-2066 DLM-2066 lyophilized lyophilized cells cells D, D, 98%) 98%) CNLM-455 CNLM-455 lyophilized lyophilized cells cells 98%+; 98%+; U- U CDLM-3441 CDLM-3441 lyophilized lyophilized cells cells 98%+; 98%+; U-D, U-D, 98%+) 98%+) DNLM-839 DNLM-839 lyophilized lyophilized cells cells D, D, 98%; 98%; U- U CDNLM-3677 CDNLM-3677 lyophilized lyophilized cells cells 98%+; 98%+; U-D, U-D, 98%; 98%; U- U ULM-2177 ULM-2177 lyophilized lyophilized cells cells (unlabeled) (unlabeled) Note: Note: The The algal algal strain strain is is Agmenelum Agmenelum quadriplicatum. quadriplicatum. Also, Also, the the ph ph the the mixture mixture may may require require adjustment adjustment after after dissolution dissolution before before its its intended intended research research use. use. Example References Example Example References References Wei, X.; Lorkiewicz, P.K.; Shi, B.; et al Analysis stable isotope Wei, Wei, X.; X.; Lorkiewicz, Lorkiewicz, P.K.; P.K.; Shi, Shi, B.; B.; et et al. al Analysis Analysis stable stable isotope isotope assisted metabolomics data acquired by high resolution mass spectrometry. assisted assisted metabolomics metabolomics data data acquired acquired by by high high resolution resolution mass mass spectrometry. spectrometry. Anal Methods, 9(15), Anal Anal Methods, Methods, 9(15), 9(15), Wei, X.; Shi, B.; Koo, I.; et al Analysis stable isotope assisted Wei, Wei, X.; X.; Shi, Shi, B.; B.; Koo, Koo, I.; I.; et et al. al Analysis Analysis stable stable isotope isotope assisted assisted metabolomics data acquired by GC-MS. Anal Chim Acta, 980, metabolomics metabolomics data data acquired acquired by by GC-MS. GC-MS. Anal Anal Chim Chim Acta, Acta, 980, 980, Millard, P.; Cahoreau, E.; Heuillet, M.; et al N-NMR-based approach Millard, Millard, P.; P.; Cahoreau, Cahoreau, E.; E.; Heuillet, Heuillet, M.; M.; et et al. al N-NMR-based N-NMR-based approach approach for s-based C-metabolic flux analysis metabolism. Anal Chem, for for s-based s-based C-metabolic C-metabolic flux flux analysis analysis 89(3), metabolism. metabolism. Anal Anal Chem, Chem, 89(3), 89(3), Table 5. Uniform stable-isotope-labeled fatty mixtures. Table Catalog 5. No. Uniform Description stable-isotope-labeled fatty mixtures. CLM-8455 Mixed fatty s C Catalog Catalog No. No. Description Description CLM-8455 CLM-8455 Mixed Mixed fatty fatty s s 98%+) 98%+) DLM-8572 Mixed fatty s D DLM-8572 DLM-8572 Mixed Mixed fatty fatty s s D, D, 96-98%) 96-98%) CDLM-8376 Mixed fatty s 98%+; U-D, 97%+) CDLM-8376 CDLM-8376 Mixed Mixed fatty fatty s s 98%+; 98%+; U-D, U-D, 97%+) 97%+) CLM-8381 Mixed fatty methyl esters C (terminal ester unlabeled) CP 95%+ CLM-8381 CLM-8381 Mixed Mixed fatty fatty methyl methyl esters esters 98%+) 98%+) (terminal (terminal ester ester unlabeled) unlabeled) CP CP 95%+ 95%+ DLM-2497 Mixed fatty methyl esters D DLM-2497 DLM-2497 Mixed Mixed fatty fatty methyl methyl esters esters D, D, 96-98%) 96-98%) Example Example References References Schoors, Schoors, S.; S.; Bruning, Bruning, U.; U.; Missiaen, Missiaen, R.; R.; et et al. al Fatty Fatty carbon carbon is is essential essential Example References for for dntp dntp synthesis synthesis in in endothelial endothelial cells. cells. Nature, Nature, 520(7546), 520(7546), Schoors, S.; Bruning, U.; Missiaen, R.; al Fatty carbon is essential Sharma, Sharma, S.C.; S.C.; Klinman, Klinman, J.P. J.P Kinetic Kinetic detection detection orthogonal orthogonal protein protein for dntp synthesis endothelial cells. Nature, 520(7546), and and chemical chemical coordinates coordinates in in enzyme enzyme catalysis: catalysis: double double mutants mutants soybean soybean lipoxygenase. lipoxygenase. Sharma, S.C.; Biochem, Biochem, Klinman, J.P. 54(35), 54(35), Kinetic detection orthogonal protein and chemical coordinates in enzyme catalysis: double mutants soybean lipoxygenase. Biochem, 54(35), Chemical Chemical purity purity (CP) (CP) is is 98% 98% or or greater, greater, unless unless otherwise otherwise indicated. indicated Table 6. Composition details the metabolomics mix standard (MSK-A2-1.2). Description Description Conc. Conc. (mm) (mm) L-Alanine L-Alanine ( C 3, 99%; 99%; 15 L-Arginine HCl L-Arginine HCl ( C 6, 99%; 99%; 15 N 4, L-Aspartic L-Aspartic ( C 4, 99%; 99%; 15 L-Cystine L-Cystine ( C 6, 99%; 99%; 15 N 2, L-Glutamic L-Glutamic ( C 5, 99%; 99%; 15 Glycine Glycine ( C 2, 99%; 99%; 15 L-Histidine HCl H L-Histidine HCl H 2 ( C 6, 97-99%; 97-99%; 15 N 3, L-Isoleucine L-Isoleucine ( C 6, 99%; 99%; 15 L-Leucine L-Leucine ( C 6, 99%; 99%; 15 L-Lysine 2HCl L-Lysine 2HCl ( C 6, 99%; 99%; 15 N 2, L-Methionine L-Methionine ( C 5, 99%; 99%; 15 L-Phenylalanine L-Phenylalanine ( C 9, 99%; 99%; 15 L-Proline L-Proline ( C 5, 99%; 99%; 15 L-Serine L-Serine ( C 3, 99%; 99%; 15 L-Threonine L-Threonine ( C 4, 99%; 99%; 15 L-Tyrosine L-Tyrosine ( C 9, 99%; 99%; 15 L-Valine L-Valine ( C 5, 99%; 99%; 15 Note: Note: The The analogous analogous unlabeled unlabeled standard standard mix mix (MSK-A2-US-1.2) (MSK-A2-US-1.2) is is also also available. available. These These ml ml mixtures mixtures are are prepared prepared in in M HCl. HCl. The The concentration concentration tolerances tolerances are are ±10%. ±10%. % Total Protein Amino Acid Pool Normal Pancreas Tissue Normal Pancreas Tissue Pancreatic Tumor Pancreatic Tumor Ala Arg Asp+ Glu+ Al rg Asp+ Asn Glu+ Gln Gly Gl H is is Ile Il Leu eu Lys Lys Met Met Phe Ph Pro ro Se r Se Thr hr Tyr Ty Val al Asn Gln Figure 1. Amino composition normal pancreas tissues compared to pancreatic tumors (details in Mayers JR et al. PMID: ). Relative measurements were facilitated by MSK-A2-1.2 mix as internal standards during the LC-MS analysis. Data are presented as mean ± standard error mean, with n = 7 controls and n = 5 tumors. Example Example References References Chen, Chen, W.W.; W.W.; Freinkman, Freinkman, E.; E.; Sabatini, Sabatini, D.M. D.M Rapid Rapid immunopurification immunopurification mitochondria mitochondria for for metabolite metabolite priling priling and and absolute absolute quantification quantification matrix matrix metabolites. metabolites. Nat Nat Protoc, Protoc, 12(10), 12(10), Havelund, Havelund, J.F.; J.F.; Andersen, Andersen, A.D.; A.D.; Binzer, Binzer, M.; M.; et et al. al Changes Changes in in kynurenine kynurenine pathway pathway metabolism metabolism in in Parkinson Parkinson patients patients with with L-DPA-induced L-DPA-induced dyskinesia. dyskinesia. J Neurochem, Neurochem, 142(5), 142(5), Mayers, Mayers, J.R.; J.R.; Torrence, Torrence, M.E.; M.E.; Danai, Danai, L.V.; L.V.; et et al. al Tissue Tissue origin origin dictates dictates branched-chain branched-chain metabolism metabolism in in mutant mutant Kras-driven Kras-driven cancers. cancers. Science, Science, 353(6304), 353(6304),

23 Stable Isotope-Labeled Products for Metabolomics Kits The kits described below are all accompanied by user manuals that outline general procedures and processing examples for user reference. Additionally provided are troubleshooting notes and alternate method suggestions, as well as instructions and guides for data analysis. Metabolomics QC Kit Quality control (QC) methods and processes is an essential factor toward the generation reliable LC-MS data that can be reproduced by independent laboratories using untargeted or targeted MS technologies. Toward that, CIL fers a metabolomics QC kit (MSK-QC-KIT) for performance assessment analytical workflows. a) Catalog No. MSK-QC-KIT METABLMICS QC KIT Table 7. Analyte composition MSK-QC-KIT. Rehydrating each mix in 1 ml solvent (e.g., 0.1% FA/5% ACN in water) yields the concentrations noted. Components Conc. (µg/ml) Vial L-Alanine ( C L-Leucine ( C L-Phenylalanine (ring- C L-Tryptophan ( C L-Tyrosine (ring- C D-Glucose C D-Sucrose (glucose- C Caffeine (trimethyl- C Stearic, sodium salt C 18 CP 97% Sodium octanoate ( C Sodium propionate ( C Sodium benzoate (ring- C Sodium citrate (1,5,6-carboxy- C Succinic, disodium salt ( C Custom mixes can be formulated according to user specifications. Please inquire for details. b) Figure 2. Representative XICs a subset kit metabolites vial 1 in a) and vial 2 in b) measured in human plasma by RP-LC-MS (negative ESI, Q Exactive). Procedurally, aliquots the reconstituted vials were mixed then prepared/processed according to the user manual. Note that all isotopically labeled metabolites in the mixes co-eluted with their endogenous analytes in the plasma analyses and their m/z were predominantly [M-H] -. Continued 22

24 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Kits (continued) Metabolite Yeast Extract In partnership with IStopic Solutions, CIL is pleased to fer an unlabeled and C-labeled metabolite yeast extract for use as an internal or external standard in LC-/GC-MS studies. The unlabeled extract is designed for QC assessment and the isotopically enriched extract for quantitation 100s metabolites in a variety samples (e.g., plasma, cells). Catalog No. Description IS1 Metabolite Yeast Extract C 210,000 IS1-UNL Metabolite Yeast Extract (unlabeled) 150,000 Dry extract ~ Pichia pastoris cells (~15 mg dry cell weight). Table 8. Reproducibly measured metabolites in IS1 and IS1-UNL by HILIC-MS. Identifications were verified by comparison to authentic standards. Note: ther metabolites have been identified with alternate methods and analysis techniques. Amino Acids and Derivatives (L enantiomer where applicable) (+/-)-3-Methyl-2-oxovaleric Glutamate Phenylalanine -Aminoadipic Glutamine Proline -Ketoisovalerate Glycine S-Adenosyl-homocysteine Alanine Guanidineacetic Sarcosine Arginine Histidine Serine Argininosuccinic Homoserine Threonine Asparagine Isoleucine Tryptophan Aspartate Kynurenine Tyrosine Betaine Leucine Valine Citrulline Lysine Cystathionine Methionine Dihydroxyisovalerate rnithine rganic Acids DL-2-Hydroxyglutarate Fumerate Malate -Ketoglutarate Gluconate Pyruvate cis-aconitate Isocitrate Succinate Citrate Lactate Nucleobases, Nucleosides, and Nucleotides 5'-Deoxy-5'-methylthioadenosine Cyclic guanosine monophosphate Guanosine triphosphate 5-Methyluridine Cytidine monophosphate Inosine Adenine Cytidine triphosphate Inosine monophosphate Adenosine Deoxyadenosine monophosphate Pseudouridine Adenosine diphosphate Guanine Uridine Adenosine monophosphate Guanosine Uridine diphosphate Adenosine triphosphate Guanosine diphosphate Uridine monophosphate Cyclic adenosine monophosphate Guanosine monophosphate Uridine triphosphate Sugar and Sugar Phosphates (D enantiomer where applicable) 2-Phosphoglycerate Fructose-6-phosphate Mannose-6-phosphate 6-Phosphogluconate Galactose Ribose Dihydroxyacetone phosphate Glucose-6-phosphate Ribose-5-phosphate Erythritol Mannitol Sedoheptulose-7-phosphate Fructose Mannose Trehalose Fructose-1,6-bisphosphate Vitamins and Coenzymes Biotin* Nicotinamide Nicotinamide adenine dinucleotide, reduced Choline Nicotinamide adenine dinucleotide, oxidized Nicotinamide adenine dinucleotide phosphate, oxidized ther Small Molecules Glutathione, oxidized Glutamylcysteine Mevalonic Glutathione, reduced * Identified in IS1-UNL only. 23

25 Amount Ranges Amount range example metabolites supplied per tube as determined by LC-MS analysis various batches the IS1 yeast extract. Metabolite Class Amount Range per Tube (nmol) 5-Methyluridine Nucleoside AcCoA Cactor 1-5 Adenine Nucleobase AKG rganic Acid Alanine Amino Acid Arginine Amino Acid Asparagine Amino Acid Aspartic Amino Acid Citrate rganic Acid CoA Cactor Glutamic Amino Acid Glutamine Amino Acid Glycine Amino Acid Guanine Nucleobase Guanosine Nucleoside Histidine Amino Acid Inosine Nucleoside Iso-Citrate rganic Acid Isoleucine Amino Acid Leucine Amino Acid Lysine Amino Acid Methionine Amino Acid 5-50 Phenylalanine Amino Acid 5-50 Proline Amino Acid Serine Amino Acid Succinate rganic Acid Threonine Amino Acid Thymidine Nucleoside Tryptophan Amino Acid Tyrosine Amino Acid 5-50 Uridine Nucleoside Valine Amino Acid Stability Stability example metabolites as determined by longitudinal LC-MS analysis the U- C yeast extract over 12 months.! Stable (<10%) Semi stable (<30%) Unstable (>30%) Iso-Citrate Threonine Tryptophan Hypoxanthine -Ketoglutaric Glutamic Glycine Thymine Citrate Proline Adenine 5-Methyluridine Succinate Valine Guanine CoA Methionine AcCoA Tyrosine Lysine Isoleucine Histidine Leucine Arginine Phenylalanine Serine Cytidine Asparagine Guanosine Aspartic Inosine Alanine Thymidine Glutamine Continued 24

26 Isotopic Enrichment Isotopologue distribution plots and determined isotopic enrichment for an example set metabolites. Plots were generated from high resolution/accurate mass (HR/AM) full-scan spectra on a Q Exactive HF. Background information on isotopic enrichment and the binomial theorem used for its calculation are described on the Cambridge Isotope Laboratories, Inc. (CIL) website (see isotope.com; Newsletters The Standard April 2011 Understanding Isotopic Enrichment). Metabolite Class Isotopologue Distribution Plots Determined Isotopic Enrichment (%) Alanine Amino Acid Phenylalanine Amino Acid Glutamate Amino Acid Cis-aconitate rganic Acid Adenine Nucleobase

27 Stable Isotope-Labeled Products for Metabolomics Kits (continued) Figure 3. Mixed extract IS1 and IS1-UNL measured by LC-MS on a Q Exactive HF. Procedurally, both IS1 and IS1-UNL were reconstituted in 2 ml water before aliquot addition (100 µl each) to solvent (500 µl ACN and 300 µl water) and HILIC-MS measurement. Shown here is the MS1 spectrum NAD + (C 21 H 27 N 7 14 P 2 ; m/z for unlabeled and for U- C), with its matching chromatogram in inset. Example References Hermann, G.; Schwaiger, M.; Volejnik, P.; et al C-labelled yeast as internal standard for LC-MS/MS and LC high resolution MS based quantification in human plasma. J Pharm Biomed Anal, 155, Guijas, C.; Montenegro-Burke, J.R.; Domingo-Almenara, X.; et al METLIN: a technology platform for identifying knowns and unknowns. Anal Chem, 90(5), Si-Hung, L.; Causon, T.J.; Hann, S Comparison fully wettable RPLC stationary phases for LC-MS-based cellular metabolomics. Electrophoresis, 38(18), Schwaiger, M.; Rampler, E.; Hermann, G.; et al Anion-exchange chromatography coupled to high-resolution mass spectrometry: a powerful tool for merging targeted and non-targeted metabolomics. Anal Chem, 89(14), rtmayr, K.; Hann, S.; Koellensperger, G Complementing reversed-phase selectivity with porous graphitized carbon to increase the metabolome coverage in an on-line two-dimensional LC-MS setup for metabolomics. Analyst, 140(10), Neubauer, S.; Chu, D.B.; Marx, H.; et al LC-MS/MS-based analysis coenzyme A and short-chain acyl-coenzyme A thioesters. Anal Bioanal Chem, 407(22), Continued 26

28 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Kits (continued) Credentialed E. coli Cell Extract Kits An exceeding challenge in optimizing metabolomic methods toward improved metabolome coverage has been the difficulty in comparing the number metabolites priled in each. This evaluation is challenged by artifactual (i.e., noncredentialed) features arising from sample contamination during metabolite extraction, background noise, and/or misannotation data during bioinformatic processing. To help streamline method optimization/ evaluation in untargeted metabolomics, Dr. Gary Patti and colleagues developed a credentialed platform that utilizes a simple stware algorithm for interrogating E. coli extracts (see references below). To aid broad utility, CIL is proud to fer E. coli cell extract kits that can be applied for performance comparisons 100s metabolites across different metabolomic workflows and instrument platforms. The figure below illustrates a credentialed metabolite measured in the E. coli extract. Catalog No. Description MSK-CRED-KIT Credentialed E. coli Cell Extract Kit (solution) 158,000 MSK-CRED-DD-KIT Credentialed E. coli Cell Extract Kit (dried down) 158,000 Note: Each kit contains two vials E. coli cell extracts (K12 strain MG1655), with one grown in C D-glucose C 6 and the other in natural abundance D-glucose. Procedurally, these are to be mixed (at defined ratios) prior to LC-MS analysis and bioinformatic processing. Figure 4. Credentialed extract measured by LC-MS on a Q Exactive Plus. Shown are the measured parameters and observed spectra for reduced glutathione (C 10 H 17 N 3 6 S; unlabeled CAS ). The M+0 in the MS survey scan is at m/z , while the M+U is at Example References Wang, L.; Naser, F.J.; Patt, G.J A protocol to compare methods for untargeted metabolomics. Methods Mol Biol. In press. Naser, F.J.; Mahieu, N.G.; Wang, L.; et al Two complementary reversedphase separations for comprehensive coverage the semipolar and nonpolar metabolome. Anal Bioanal Chem, 410(4), Mahieu, N.G.; Patti, G.J Systems-level annotation a metabolomics data set reduces 25,000 features to fewer than 1000 unique metabolites. Anal Chem, 89(19), Benton, H.P.; Ivanisevic, J.; Mahieu, N.G.; et al Autonomous metabolomics for rapid metabolite identification in global priling. Anal Chem, 87(2), Mahieu, N.G.; Huang, X.; Chen, Y.; et al Credentialing features: a platform to benchmark and optimize untargeted metabolomic methods. Anal Chem, 86(19),

29 Stable Isotope-Labeled Products for Metabolomics Kits (continued) IRA Biochemical Quantitation Kits By using specific isotopic balances (e.g., 95% C and 5% C D-glucose in the basic protocol for control and experimental groups), IRA s quantitative assay kits can be used to study biomarkers, systems biology, and flux in a wide variety cell populations and biological samples (see references below for general background and application examples). The reduced enrichment enables isotopic distributions to be detected by MS in a predictable and distinguishable manner. These distributions can then be used to: (i) differentiate biological signals from artifacts, (ii) calculate accurate molecular formulae, and (iii) determine relative concentrations the metabolites biological origin. Catalog No. Description Protocol IRA-100 IRA 100 for Yeast/Fungi Metabolic Basic Priling IRA-200 IRA 200 for Bacterial Metabolic Basic Priling IRA-300 IRA 300 for Mammalian Metabolic Basic Priling IRA-PHEN-95 IRA 300 for Phenotypic Metabolic Phenotypic Priling IRA-FLUX-5 IRA 300 for Fluxomic Metabolic Priling Flux Note: Unlabeled bacterial (IRA-200-UL) and mammalian (IRA-300-UL) media are also available for cell-growth testing and adaptation. Figure 5. MS spectra for L-arginine (C 6 H 14 N 4 2 ) measured by LC-MS under three types IRA protocols. Briefly, the cell populations are grown with istopically labeled D-glucose for control and experimental samples in the basic protocol, control samples only in phenotypic, and experimental samples only in fluxomic (tracers added after harvest at 99% C). Note: the control signals (at 5% C) are illustrated in blue and the experimental (at 95% C) in green. IRA s ClusterFinder stware is used for data analysis and the Assay Portal for results interpretation. Example References Viant, M.R.; Kurland, I.J.; Jones, M.R.; et al How close are we to complete annotation metabolomes? Curr pin Chem Biol, 36, Clendinen, C.S.; Stupp, G.S.; Ajredini, R.; et al An overview methods using ()C for improved compound identification in metabolomics and natural products. Front Plant Sci, 6, Edison, A.S.; Clendinen, C.S.; Ajredini, R.; et al Metabolomics and Natural-Products Strategies to Study Chemical Ecology in Nematodes. Integr Comp Biol, 55(3), Stupp, G.S.; Clendinen, C.S.; Ajredini, R.; et al. 20. Isotopic ratio outlier analysis global metabolomics Caenorhabditis elegans. Anal Chem, 17, de Jong, F.A.; Beecher, C Addressing the current bottlenecks metabolomics: Isotopic Ratio utlier Analysis, an isotopic-labeling technique for accurate biochemical priling. Bioanalysis, 4,

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32 Cambridge Isotope Laboratories, Inc. Stable Isotope-Labeled Products for Metabolomics Research products are distributed and sold worldwide via our extensive network. To request a quotation or place an order, please contact CIL Sales at cilsales@isotope.com telephone: (North America only) or visit isotope.com For our international customers Please contact CIL International Sales at intlsales@isotope.com telephone: CIL s distributor listing is available at isotope.com isotope@otsuka.jp 2018 年 7 月作成 PL_MET_RSCH_SIP (5/24/18) Supersedes all previously published literature