OligoTech - Human milk oligosaccharides - HMOs

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1 ligotech - Human milk oligosaccharides - HMs Elicityl is developing a unique offer of HMs available at quantities and cost not seen before. Human milk oligosaccharides (HMs) are recognized as natural molecules with high potential for nutritional and biomedical applications. Multiple biological activities are attributed to HMs. They have been described for their prebiotic effects, to act as receptors analogs to inhibit the adhesion of pathogens on epithelial surface and to interact directly with immune system. HMs may also play a role in postnatal brain development. 17 HMs are offered in prepacks of 5 mg, 25 mg, 100 mg, 1 g and 5 g. Bulk quantities also available upon request such as 100 s g scale. Each oligosaccharide results from a specific biological process of production developed by Elicityl Compounds available in Reagent Grade (purity >95%) or Technical Grade Neutral human milk oligosaccharides GLY '-FL 2 Fucosyllactose (Blood group /H antigen triaose type 5) GLY060 3-FL 3 Fucosyllactose GLY066 DF-L Lactodifucotetraose / Difucosyllactose GLY010 LNT Lacto-N-tetraose (Core structure type 1) GLY021 LNnT / neolnt Lacto-N-neotetraose (Core structure type 2) GLY033-1 LNFP I Lacto-N-fucopentaose I (Blood group H antigen pentaose type 1) GLY055 LNDFH II Lacto-N-difucohexaose II (Lewis a hexaose) GLY051 LNnDFH II Lacto-N-neodifucohexaose II (Lewis X hexaose/ LNDFH III) GLY022 Para-LNnH Para-Lacto-N-neohexaose GLY023 LNn Lacto-N-neooctaose GLY062 LNFP V Lacto-N-fucopentaose V GLY061 LNnFP V Lacto-N-neofucopentaose V Acidic human milk oligosaccharides GLY063 F-SL 3 sialyl-3fucosyllactose GLY081 LSTa LS-Tetrasaccharide a / Sialyl-lacto-N-tetraose a GLY090 3'-SL 3'Sialyllactose (GM3 ganglioside oligosaccharide) Minor human milk oligosaccharides GLY035-3 P I Blood group A antigen tetraose type 5 GLY037-1 P II Blood group A antigen hexaose type 1 Quality control All of the HMs are analyzed by Nuclear Mass Spectrometry (NMR) and High Performance Anion Exchange Chromatography (HPAEC) for structure validation and determination of their level of purity. April 2013 V6 1

2 Neutral human milk oligosaccharides GLY FL / 2 Fucosyllactose Fucα1-2Galβ1-4Glc Blood group () H triaose antigen type 5 H H H C 18 H FW CAS [ ] GLY060 3-FL / 3 Fucosyllactose Galβ1-4(Fucα1-3)Glc H H H C 18 H FW CAS [ ] GLY066 Difucosyllactose / DF-L Fucα1-2Galβ1-4(Fucα1-3)Glc Lactodifucotetraose (LD) C 24 H H H H FW CAS [ ] GLY010 LNT / Lacto-N-tetraose Galβ1-3GlcNAcβ1-3Galβ1-4Glc Core structure type 1 C 26 H 45 N 21 H H H FW CAS [ ] GLY021 LNnT/ neo-lnt / Lacto-N-neotetraose Galβ1-4GlcNAcβ1-3Galβ1-4Glc Core structure type 2 H H H C 26 H 45 N 21 FW CAS [ ] April 2013 V6 2

3 GLY033-1 LNFP I / Lacto-N-fucopentaose I Fucα1-2Galβ1-3GlcNAcβ1-3Galβ1-4Glc Blood group (H) antigen pentaose type 1 H H H H C 32 H 55 N 25 CAS [ ] GLY055 LNDFH II / Lacto-N-difucohexaose II Galβ1-3(Fucα1-4)GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc Lewis a (Le a ) hexaose H H H C 38 H 65 N 29 FW CAS [ ] GLY051 LNnDFH / Lacto-N-neodifucohexaose Galβ1-4(Fucα1-3)GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc H H H Lewis X (Le X ) hexaose /LNDFH III C 38 H 65 N 29 FW Reference: Perret S et al., 2005 GLY022 H Para-LNnH / Para-Lacto-N-neohexaose Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc H H H C 40 H 68 N 2 31 FW CAS [ ] Reference: Boehm G et al GLY023 LNn / Lacto-N-neooctaose Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc H H H H H H H C 54 H 91 N 3 41 FW April 2013 V6 3

4 GLY062 LNFP V / Lacto-N-fucopentaose V Galβ1-3GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc H H H H C 32 H 55 N 25 CAS [ ] GLY061 LNnFP V / Lacto-N-neofucopentaose V Galβ1-4GlcNAcβ1-3Galβ1-4(Fucα1-3)Glc H H H H C 32 H 55 N 25 Reference: Perret S et al., 2005 Acidic human milk oligosaccharides GLY063 3 Sialyl-3Fucosyllactose/ F-SL Sodium salt Neu5Acα2-3Galβ1-4(Fucα1-3)Glc H H Na + HC - H C 29 H 48 N 23 Na FW Reference: Boehm G et al GLY SL / 3'Sialyllactose Sodium salt Neu5Acα2-3Galβ1-4Glc GM3 ganglioside oligosaccharide C 23 H 38 N 19 Na Na + - HC H FW H H CAS [ ] 100 mg, 1 g, 5 g GLY081 LSTa / LS-Tetrasaccharide a / Sialyllacto-N-tetraose a Sodium salt H H Neu5Acα2-3Galβ1-3GlcNAcβ1-3Galβ1-4Glc Na + HC - H H C 37 H 61 N 2 29 Na FW CAS [ ] April 2013 V6 4

5 Minor human milk oligosaccharides GLY035-3 P I / Blood group A antigen tetraose type 5 GalNAcα1-3(Fucα1-2)Galβ1-4Glc C 26 H 45 N 20 H H H FW CAS [ ] Minor HM of blood group A secretor individuals Reference: Kobata A GLY037-1 P II / Blood group A antigen hexaose type 1 H GalNAcα1-3(Fucα1-2)Galβ1-3GlcNAcβ1-3Galβ1-4Glc C 40 H 68 N 2 30 H H H FW Minor HM of blood group A secretor individuals Reference: Kobata A Milk oligosaccharides from other mammalian species Code ligosaccharide name(s) Formula ther milks GLY010 LNT Lacto-N-tetraose Galβ1-3GlcNAcβ1-3Galβ1-4Glc Cow milk (6) GLY031-3 GLY060 GLY090 GLY021 GLY070 GLY049 GLY091 References 2'-FL 2 Fucosyllactose 3-FL 3 Fucosyllactose 3'-SL 3'-Sialyllactose LNnT/ neolnt Lacto-N-neotetraose igb3 3'-Galactosyl-lactose/ Isoglobotriaose Le X Lewis X triaose / 3-Fucosyl N- acetyl-lactosamine DS-L Disialyl lactose Fucα1-2Galβ1-4Glc Cow, goat colostrum (2) Galβ1-4(Fucα1-3)Glc Horse colostrum (2) Neu5Acα2-3Galβ1-4Glc Cow, goat, sheep colostrum (2,6) Galβ1-4GlcNAcβ1-3Galβ1-4Glc Horse colostrum (2) Galα1-3Galβ1-4Glc Cow, goat, sheep colostrum (2) Galβ1-4(Fucα1-3)GlcNAc Cow colostrum (2) Neu5Acα2-8Neu5Acα2-3Galβ1-4Glc Cow colostrum (2) 1. C Kunz et al. ligosaccharides in Human Milk: Structural, Functional, and Metabolic Aspects Ann. Rev. Nutr. 20, G Boehm and B Stahl. ligosaccharides In Functional dairy products. p T Mattila-Sandholm and M Saarela, Editors. Boca Raton: CRC Press. 3. S Perret et al. Structural basis for the interaction between human milk oligosaccharide and the bacterial lectin PA-IIL of Pseudomonas aeruginosa Biochem J. Jul 15;389, G Boehm and B Stahl. ligosaccharides from Milk J. Nutr. 137, 847S-849S. 5. A Kobata. Structures and application of oligosaccharides in human milk Proc. Jpn. Acad. 86, S Mills et al. Milk intelligence: Mining milk for bioactive substances associated with human health International dairy journal. 21, This selection of HMs and Mammalian oligosaccharides is extracted from the ligotech catalogue, our offer of oligosaccharides and polysaccharides. Full catalogue can be downloaded from Products sold according ligotech Sale Terms and Conditions Elicityl SA. All rights reserved. April 2013 V6 5

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