MASS SPECTRA OF DERIVATIVES OF ACETYLENIC FATTY ACIDS. PART 2. ENE-YNOIC SYSTEMS
|
|
- Myles Anderson
- 5 years ago
- Views:
Transcription
1 MASS SPECTRA OF DERIVATIVES OF ACETYLEIC FATTY ACIDS. PART 2. EE-YOIC SYSTEMS As with other documents in this section, this is a subjective account of mass spectrometry of acetylenic fatty acids, detailing only those encountered during our research activities here and for which we have spectra available for illustration purposes. However, I trust that we have a wider range of spectra than are likely to be encountered elsewhere. Many have never been published formally, but references to prior publications are cited when these are known. The review by Spitzer 1997) contains much information on DMOX derivatives of natural acetylenic fatty acids. Spectra of methyl esters, 3-pyridylcarbinol ( picolinyl esters ), DMOX derivatives and pyrrolidides are described in this document when they are available. Spectra of highly unsaturated acetylenic fatty acids are rarely easy to interpret, and a common failing is to attempt to see more in a spectrum than may be justified. Another potential problem is that such fatty acids can isomerize and oxidize readily on derivatization or if handled carelessly. Part 1 of this contribution deals with mono- and diynoic acids. Methylene-Interrupted Ene-ynoic Fatty Acids Crepenynic or octadec-9-en-12-ynoic acid is a major constituent of some seed oils and is important as a biosynthetic precursor of a family of secondary metabolites. The mass spectrum of its methyl ester is As with other methyl esters, little structural information can be gleaned from the spectrum. However, it is a distinctly different fingerprint from fatty acids with the same molecular weight, e.g. the various linolenic acid isomers. The ion at = 236 (equivalent to [M-56] + ) does appear to be distinctive, although it origin in unknown. The same is true of its C homologue, methyl eicos-11- en-14-ynoate (over page) in which the last ion is now 28 amu higher at = 264 W.W. Christie lipidlibrary.aocs.org 1
2 Pyridylcarbinyl crepenynate has a more informative spectrum (Christie, 1998) [M-1] Interpretation is straightforward, as the double bond is recognized by the gap of 26 amu between = 234 and 2, as in the spectrum of 3-pyridylcarbinol oleate, for example, while the triple bond is characterized by the gap of 24 amu between = and 298, or better by the gap of 38 amu between = 2 and 298. With the C analogue, 3-pyridylcarbinyl eicos-11-en-14- ynoate, the equivalent diagnostic ions are 28 amu higher as expected W.W. Christie lipidlibrary.aocs.org 2
3 The DMOX derivative of crepenynic acid is not easy to prepare, as a cyclization reaction occurs at the high temperature normally employed, to give amongst other products an internal 6-membered ring with a conjugated double bond system. However, the derivative can be prepared by the relatively mild two-step procedure (Christie, 1998) (see our web pages on Preparation of derivatives ) giving the spectrum illustrated - O Again, interpretation of the authentic spectrum is simple, as the double bond is recognized by the gap of 12 amu between = 196 and 8, while the triple bond is characterized by the gap of amu between = 236 and 246. The pyrrolidide of crepenynate is prepared by our standard method without difficulty and has a mass spectrum with the same key ions as in that of the DMOX derivative, though lower in abundance relative to the base peak. OC W.W. Christie lipidlibrary.aocs.org 3
4 Octadeca-6,9-dien-12-ynoic acid was produced from crepenynic acid by an incubation with a 6 desaturase. Methyl octadeca-6,9-dien-12-ynoate has the next spectrum. Other than offering it as a fingerprint, little further interpretation is possible. The tropylium ion ( = ) is now the base peak, and there are abundant ions related to this (in 14 amu steps) at = 5, 119, and so forth The 3-pyridylcarbinol ester of octadeca-6,9-dien-12-ynoate has the spectrum The triple bond in position 12 is most easily recognized by the gap of 38 amu between = 258 and 296, while the double bond in position 9 is located by the gap of amu between = 218 and 258. The position of the double bond in position 6 must be inferred from the fact that it were in any other position, substantial changes to the spectrum would be expected (by comparison with other spectra). W.W. Christie lipidlibrary.aocs.org 4
5 Conjugated Ene-ynoic Fatty Acids Octadeca-9-yn-11-trans-enoic (ximenynic or santalbic) acid is a component of certain seed oils. The methyl ester has the following mass spectrum The molecular ion is not very abundant, but the tropylium ion at = does stand out. However, the really distinctive feature is the ion at = 1, normally considered to be characteristic of fatty acids of the (n-6) family. It is presumably formed from the terminal end of the molecule by cleavage between carbons 7 and 8, since it is also prominent in the mass spectrum of the homologous methyl eicos-11-yn-13-trans-enoate (not published elsewhere) W.W. Christie lipidlibrary.aocs.org 5
6 The 3-pyridylcarbinol ester of ximenynic acid has the mass spectrum It is evident from this that the unsaturation (loss of 6 H) must be somewhere between carbons 8 and 13 ( = 2 and 298), but other than this it would not be easy to locate the double and triple bonds more specifically, possibly because complex rearrangements occur, either during preparation of the derivative, at the high temperature required for gas chromatography, or as part of the electron-impact ionization. The spectrum is best considered as a fingerprint, therefore. The spectrum of the homologous 3-pyridylcarbinyl eicos-11-yn-13-trans-enoate exhibits many comparable features, but shifted 28 amu upwards The DMOX derivative of ximenynic acid has been published elsewhere (Liu et al., 1996)) and follows W.W. Christie lipidlibrary.aocs.org 6
7 O Again faced with a compound of unknown structure, I am doubtful if the spectrum could be interpreted other than that the unsaturation (loss of 6 H) must be between carbons 8 and 12 ( = 182 to 246), but at least it is a useful fingerprint when a standard spectrum is required for comparison. The spectrum of the DMOX derivative of the C homologue, eicos-11-yn-13-transenoate, has comparable features, but shifted 28 amu upwards - 2 O As might be expected, the mass spectrum of the pyrrolidide derivative of ximenynate resembles that of the DMOX derivative, in that essentially the same ions are seen if in somewhat lower abundance OC W.W. Christie lipidlibrary.aocs.org 7
8 The ion at =, presumably representing the pyrrolidine ring, appears to be relatively prominent in spectra of pyrrolidides of acetylenic esters, and in that of the pyrrolidide of docosa- 13-yn-trans-15-enoate from the seed oil of Ximenia americana (Christie, W.W., unpublished), it has become the base peak. OC With the mass spectrum of 3-pyridylcarbinyl octadeca-8,-dien-12-ynoate, from the seed oil of Tanacetum corymbosum, the picture is even more complicated It was only possible to identify the location of the double and triple bonds by isolating the fatty acid and performing deuteration prior to mass spectrometry of the 3-pyridylcarbinol ester (Tsevegsuren et al., 1988). W.W. Christie lipidlibrary.aocs.org 8
9 The same was true of the DMOX derivative of octadeca-8,-dien-12-ynoate - O Further mass spectra of acetylenic fatty acids in the form of the various derivatives are available, but without interpretation, in the Archive Sections of these web pages. References o o o o Christie, W.W. Mass spectrometry of fatty acids with methylene-interrupted ene-yne systems. Chem. Phys. Lipids, 94, (1998). Liu, Y.D., Longmore, R.B. and Fox, J.E.D. Separation and identification of ximenynic acid isomers in the seed oil of Santalum spicatum RBr as their 4,4-dimethyloxazoline derivatives. J. Am. Oil Chem. Soc., 73, (1996) Spitzer, V. Structure analysis of fatty acids by gas chromatography - low resolution electron impact mass spectrometry of their 4,4-dimethyloxazoline derivatives - a review. Prog. Lipid Res., 35, (1997). Tsevegsuren,., Christie, W.W. and Lösel, D. Tanacetum (Chrysanthemum) corymbosum seed oil: a rich source of a novel conjugated acetylenic acid. Lipids, 33, (1998). William W. Christie James Hutton Institute (and Mylnefield Lipid Analysis), Invergowrie, Dundee (DD2 5DA), Scotland Last updated: March th, 14 W.W. Christie lipidlibrary.aocs.org 9
MASS SPECTRA OF HALOGENATED FATTY ACIDS
MASS SPECTRA OF HALOGEATED FATTY ACIDS As with my other documents on mass spectrometry, this is a subjective account that details only those fatty acids relevant to this topic which have been encountered
More informationPart 2. Monoenoic Fatty Acids
MASS SPECTRA OF 3-PYRIDYLCARBIOL ESTERS Part 2. Monoenoic Fatty Acids Straight-Chain Monoenoic Fatty Acids The mass spectra of 3-pyridylcarbinol esters of monoenoic fatty acids are distinctive and permit
More informationPart 4. Polyunsaturated Fatty Acids
MASS SPECTRA OF PYRROLIDIE DERIVATIVES Part 4. Polyunsaturated Fatty Acids As was described for dienes, the interpretation of mass spectra of pyrrolidides is similar to that for monoenes in that it is
More informationIdentification of Aromatic Fatty Acid Ethyl Esters
Chapter 3.2 Identification of Aromatic Fatty Acid Ethyl Esters The only use of gas chromatography is not sufficient to determine which compounds are eluting from the catalytic bed. At the beginning of
More informationNon-Conjugated Double Bonds
1 H-NMR Spectroscopy of Fatty Acids and Their Derivatives Non-Conjugated Double Bonds The introduction of one double bond gives rise to several peaks in the NMR spectrum compared to the saturated chains
More informationCHM 424L Organic Laboratory, Dr. Laurie S. Starkey Introduction to Mass Spectrometry
CM 424L rganic Laboratory, Dr. Laurie S. Starkey Introduction to Mass Spectrometry Mass spectrometry is used to determine a sample's molecular mass and molecular formula. Some structural information can
More informationStructural Characterization of Saturated Branched Chain Fatty Acid Methyl Esters by
Structural Characterization of Saturated Branched Chain Fatty Acid Methyl Esters by Collisional Dissociation of Molecular Ions Generated by Electron Ionization Rinat R. Ran-Ressler 1, Peter Lawrence 1,
More informationLecture 10: MS Interpretation Part 4 Postulation of Molecular Structures
Lecture 10: MS Interpretation Part 4 Postulation of Molecular Structures CU- Boulder CHEM 5181 Mass Spectrometry & Chromatography Prof. Jose-Luis Jimenez Postulation of Molecular Structures There are several
More informationPart 3. Dienoic Fatty Acids
MASS SPECTRA OF 3-PYRIDYLCARBIOL ESTERS Part 3. Dienic Fatty Acids This sectin describes mass spectra f 3-pyridylcarbinl ester derivatives under the headings Methylene-interrupted dienic fatty acids Cnjugated
More informationLabomtory of Mars Spectmnetry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 319 Yueyang Road, Shanghai , China
Combined in-beam electron impact-b/e-linked scan mass spectrometry of oxazoline derivatives for the structure determination of long-chain unsaturated fatty acids' Y. M. Yang, J. Y. Zhang, and Z. H. Huang'
More informationGas chromatographic behavior of fatty acid derivatives for mass spectrometry on low-polarity capillary columns
Please note that this is an author-produced PDF of an article accepted for publication following peer review. The definitive publisher-authenticated version is available on the publisher Web site European
More informationLipids Analysis. Lipids
Lipids Analysis Stephen Barnes 3 5 15 Lipids Lipids are mostly very hydrophobic Most are conjugates of fatty acids of a variety of chain lengths, which have different degrees of unsaturation, cis trans
More informationDetermination of New Isomer of Palmitoleic Acid in Mucuna Pruriens Seed Oil
Determination of New Isomer of Palmitoleic Acid in Mucuna Pruriens Seed Oil A.Rastogi (Corresponding author) Department of Chemistry, National Institute of Technology, Raipur-492001 INDIA arti.rastogi20@gmail.com
More informationANSC/NUTR 618 LIPIDS & LIPID METABOLISM. Fatty Acid Elongation and Desaturation
ANSC/NUTR 618 LIPIDS & LIPID METABOLISM I. Fatty acid elongation A. General 1. At least 60% of fatty acids in triacylglycerols are C18. 2. Free palmitic acid (16:0) synthesized in cytoplasm is elongated
More informationMASS SPECTRA OF DERIVATIVES OF CYCLOPROPYL AND CYCLOPROPENYL FATTY ACIDS
MASS SPECTRA OF DERIVATIVES OF CYCLOPROPYL AD CYCLOPROPEYL FATTY ACIDS The dcument des nt aim t be a cmplete accunt f mass spectrmetry f cyclprpyl and cyclprpenyl fatty acids, but rather is a persnal accunt
More informationCharacterizing fatty acids with advanced multinuclear NMR methods
Characterizing fatty acids with advanced multinuclear NMR methods Fatty acids consist of long carbon chains ending with a carboxylic acid on one side and a methyl group on the other. Most naturally occurring
More informationGC MS Characterization of Degutted White Grubs Fatty Acids Composition
ChemSearch Journal 4(1): 51 56, June, 2013 Publication of Chemical Society of Nigeria, Kano Chapter CHEMICAL SOCIETY OF NIGERIA Received: 12/04/2013 Accepted: 16/06/2013 C.S.N GC MS Characterization of
More informationLipid Analysis ISOLATION, SEPARATION, IDENTIFICATION AND. Bridgwater, England LIPIDOMIC ANALYSIS. Fourth Edition. Invergowrie, Dundee, Scotland
Lipid Analysis ISOLATION, SEPARATION, IDENTIFICATION AND LIPIDOMIC ANALYSIS Fourth Edition WILLIAM W.CHRISTIE MRS Lipid Analysis Unit, Scottish Crop Research Institute, Dundee, Scotland Invergowrie, and
More informationLipids are broadly classified in to simple, complex and derived, which are further subdivided into different groups.
Paper No. 01 Paper Title: Food Chemistry Module -9: Classification of lipids Lipids are organic substances which are insoluble in water and soluble in organic solvents. Lipids are not polymers and exist
More informationPart 1. Saturated and Branched-Chain Fatty Acids
Mass spectra f DMX derivatives. Part 1. Saturated and branched-chain fatty acids MASS SPECTRA F DMX DERIVATIVES Part 1. Saturated and Branched-Chain Fatty Acids a 4,4-Dimethylxazline (DMX) derivatives
More informationFatty acid profile analysis: Grape Seed Oil Sample Set Two ( )
Fatty acid profile analysis: Grape Seed Oil Sample Set Two (1-21-2014) Overview: Samples were provided of oil pressed from grape seeds and analysis of fatty acid content requested. Fatty acid profiles
More informationCharacterization of Fatty Acid Isomers in Dehydrated Castor Oil by Gas Chromatography and Gas Chromatography Mass Spectrometry Techniques
Characterization of Fatty Acid Isomers in Dehydrated Castor Oil by Gas Chromatography and Gas Chromatography Mass Spectrometry Techniques ABSTRACT: Fatty acid isomers present in dehydrated castor oil were
More informationShort Communication: Rearrangement of Rumenic Acid in Ruminant Fats: A Marker of Thermal Treatment
J. Dairy Sci. 88:1631 1635 American Dairy Science Association, 2005. Short Communication: Rearrangement of Rumenic Acid in Ruminant Fats: A Marker of Thermal Treatment F. Destaillats, 1, * C. Japiot, 1
More informationInterpretation of chromatographic and mass spectrometric data from analyses of fatty acid methyl esters
Interpretation of chromatographic and mass spectrometric data from analyses of fatty acid methyl esters Application of multivariate methods. Svein Are Mjøs Dissertation for the degree philosophiae doctor
More informationThe use of mass spectrometry in lipidomics. Outlines
The use of mass spectrometry in lipidomics Jeevan Prasain jprasain@uab.edu 6-2612 utlines Brief introduction to lipidomics Analytical methodology: MS/MS structure elucidation of phospholipids Phospholipid
More informationmethods Electrospray mass spectrometry of human hair wax esters Mark Fitzgerald and Robert C. Murphy 1
Electrospray mass spectrometry of human hair wax esters methods Mark Fitzgerald and Robert C. Murphy 1 Department of Pharmacology, University of Colorado at Denver and Health Sciences Center, Aurora, CO
More informationCHAPTER 2 Non-Volatile Floral Oils of Diascia spp. (Scrophulariaceae)*
CHAPTER 2 (Scrophulariaceae)* Summary The floral oils of Diascia purpurea, D. vigilis, D. cordata, D. megathura, and D. integerrima (Scrophulariaceae) have been selectively collected from trichome elaiophores.
More informationEssential Lipidomics Experiments using the LTQ Orbitrap Hybrid Mass Spectrometer
Application Note: 367 Essential Lipidomics Experiments using the LTQ rbitrap Hybrid Mass Spectrometer Thomas Moehring 1, Michaela Scigelova 2, Christer S. Ejsing 3, Dominik Schwudke 3, Andrej Shevchenko
More informationJournal of Chemical and Pharmaceutical Research, 2018, 10(8): Research Article
Available online www.jocpr.com Journal of Chemical and Pharmaceutical Research, 2018, 10(8): 17-24 Research Article ISSN : 0975-7384 CODEN(USA) : JCPRC5 Effect of UV Irradiation on Conjugated Linoleic
More informationChemistry 14C Spring 2018 Second Midterm Exam Page 1
Chemistry 14C Spring 2018 Second Midterm Exam Page 1 Begin this exam by gently removing the last two pages. Nothing on these pages will be graded. These pages will be discarded prior to grading. Please
More informationIon fragmentation of small molecules in mass spectrometry
Ion fragmentation of small molecules in mass spectrometry Jeevan Prasain jprasain@uab.edu 6-2612 Nomenclature: the main names and acronyms used in mass spectrometry Molecular ion: Ion formed by addition
More information(Received April 28, 2003; revised September 17, 2003) INTRODUCTION
, 59-65. ISSN 1011-3924 Printed in Ethiopia 2004 Chemical Society of Ethiopia HIGH FIELD 13 C NMR SPECTROSCOPIC ANALYSIS OF THE TRIACYLGLYCEROLS OF JATROPHA CURCAS OIL E.T. Akintayo 1*, E.I. Adeyeye 2,
More informationDET REPORT NO. 69 JUNE 2015
1.) THINKING BEYOND THE NPD BOX - INEXPENSIVE CONVERSION OF NPD EQUIPMENT TO MULTIPLE MODES OF SELECTIVE GC DETECTION. 2.) GC-CCID DIFFERENTIATION BETWEEN SATURATE VS. UNSATURATE AND MONO-UNSATURATE VS.
More informationStructures of the ester-linked mono- and diunsaturated fatty acids of pig brain
Structures of the ester-linked mono- and diunsaturated fatty acids of pig brain YASUO KISHIMOTO and NORMAN S. RADIN Mental Health Research Institute, University of Michigan, Ann Arbor, Michigan SUMMARY
More informationANSC 689 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIDS General Chemistry of Fatty Acids and Triacylglycerols
ANSC 689 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIDS General Chemistry of Fatty Acids and Triacylglycerols I. Common Saturated Fatty Acids NO. OF CARBONS COMMON NAME GENEVA NAME STRUCTURE 4 Butyric Tetranoic
More informationCharacterization of sixty alkenes in a cat-cracked gasoline naphtha by gas chromatography
REFINERY OLEFINES HEXENES ISOMERS ANALYSIS PETROL PROPORTIONS HEPTENES SEPARATION GC-MS Open access accepted manuscript version of Chromatographia 38 (1994) 222-226 Link to publisher Characterization of
More informationBiosynthesis of Triacylglycerides (TG) in liver. Mobilization of stored fat and oxidation of fatty acids
Biosynthesis of Triacylglycerides (TG) in liver Mobilization of stored fat and oxidation of fatty acids Activation of hormone sensitive lipase This enzyme is activated when phosphorylated (3,5 cyclic AMPdependent
More informationSupporting Information
Supporting Information Zheng, Y. et al, Lipoxygenases mediate the effect of essential fatty acid in skin barrier formation: A proposed role in releasing omega-hydroxyceramide for construction of the corneocyte
More informationIdentification of novel endophenaside antibiotics produced by Kitasatospora sp. MBT66
SUPPORTING INFORMATION belonging to the manuscript: Identification of novel endophenaside antibiotics produced by Kitasatospora sp. MBT66 by Changsheng Wu 1, 2, Gilles P. van Wezel 1, *, and Young Hae
More informationMass Spectrometry Introduction
Mass Spectrometry Introduction Chem 744 Spring 2013 What MS is and is not MS is NOT a spectroscopic method. Molecules are not absorbing EM radiation MS is the generation, separation and characterization
More informationUNTIL 1940 ONLY A LIMITED NUMBER of saturated and
Isolation of 1 1 -cyclohexylundecanoic acid from butter J. C. M. SCHOGT and P. HAVERKAMP BEGEMANN Unilever Research Laboratory, Vlaardingen, The Netherlands SUMMARY After fractionation using fractional
More informationANSC 619 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIES. Lipid Chemistry NO. OF CARBONS COMMON NAME GENEVA NAME STRUCTURE
ANSC 619 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIES I. Common Saturated Fatty Acids NO. OF CARBONS COMMON NAME GENEVA NAME STRUCTURE 4 Butyric Tetranoic CH 3 (CH 2 ) 2 COOH 6 Caproic Hexanoic CH 3 (CH
More informationANSC/NUTR 618 Lipids & Lipid Metabolism
I. Overall concepts A. Definitions ANC/NUTR 618 Lipids & Lipid Metabolism 1. De novo synthesis = synthesis from non-fatty acid precursors a. Carbohydrate precursors (glucose, lactate, and pyruvate) b.
More informationLOOKING FOR LIPID PEROXIDATION IN VITRO AND IN VIVO: IS SEEING BELIEVING? Vanderbilt University School of Medicine Jason D.
LOOKING FOR LIPID PEROXIDATION IN VITRO AND IN VIVO: IS SEEING BELIEVING? Vanderbilt University School of Medicine Jason D. Morrow MD Which of the following assays of lipid peroxidation may be useful and
More informationThermal induction of 9t12t linoleic acid: A new pathway for the formation of Conjugated Linoleic Acids
Thermal induction of 9t12t linoleic acid: A new pathway for the formation of Conjugated Linoleic Acids Alfred A. Christy, Department of Science, Faculty of Engineering and science, University of Agder,
More informationTime (min) Supplementary Figure 1: Gas decomposition products of irradiated DMC.
200000 C 2 CH 3 CH 3 DMC 180000 160000 140000 Intensity 120000 100000 80000 60000 40000 C 2 H 6 CH 3 CH 2 CH 3 CH 3 CCH 3 EMC DEC 20000 C 3 H 8 HCCH 3 5 10 15 20 25 Time (min) Supplementary Figure 1: Gas
More informationCELLULAR METABOLISM. Metabolic pathways can be linear, branched, cyclic or spiral
CHM333 LECTURE 24 & 25: 3/27 29/13 SPRING 2013 Professor Christine Hrycyna CELLULAR METABOLISM What is metabolism? - How cells acquire, transform, store and use energy - Study reactions in a cell and how
More informationAutomated Sample Preparation for Profiling Fatty Acids in Blood and Plasma using the Agilent 7693 ALS
Automated Sample Preparation for Profiling Fatty Acids in Blood and Plasma using the Agilent 7693 ALS Application Note Clinical Research Authors Frank David and Bart Tienpont, Research Institute for Chromatography,
More informationChemical Basis For Life Open Ended Questions:
Chemical Basis For Life Open Ended Questions: Answer the following questions to the best of your ability: Make sure you read each question carefully and provide answers to all of the parts of the question.
More informationCHEM 242 UV-VIS SPECTROSCOPY, IR SPECTROSCOPY, CHAP 13A ASSIGN AND MASS SPECTROMETRY C 8 H 17 A B C
CEM 242 UV-VIS SPECTRSCPY, IR SPECTRSCPY, CAP 13A ASSIGN AND MASS SPECTRMETRY 1. Which choice matches the max of each steroid in the order given? C 8 17 C 8 17 C 8 17 A B C A. 209 nm 241 nm 284 nm B. 241
More information: Overview of EFA metabolism
Figure 1 gives an overview of the metabolic fate of the EFAs when consumed in the diet. The n-6 and n-3 PUFAs when consumed in the form of dietary triglyceride from various food sources undergoes digestion
More informationChapter 11: Lipids. Voet & Voet: Pages
Chapter 11: Lipids Voet & Voet: Pages 380-394 Slide 1 Lipids Lipids are distinguished by their high solubility in non polar solvents and low solubility in H2O Diverse group of compounds including Fats,
More informationGlycerolipid Analysis. LC/MS/MS Analytical Services
Glycerolipid Analysis LC/MS/MS Analytical Services Molecular Characterization and Quantitation of Glycerophospholipids in Commercial Lecithins by High Performance Liquid Chromatography with Mass Spectrometric
More informationOrganic Chemistry Diversity of Carbon Compounds
Organic Chemistry Diversity of Carbon Compounds Hydrocarbons The Alkanes The Alkenes The Alkynes Naming Hydrocarbons Cyclic Hydrocarbons Alkyl Groups Aromatic Hydrocarbons Naming Complex Hydrocarbons Chemical
More informationADVANCES in NATURAL and APPLIED SCIENCES
ADVANCES in NATURAL and APPLIED SCIENCES ISSN: 1995-0772 Published BYAENSI Publication EISSN: 1998-1090 http://www.aensiweb.com/anas 2017 June 11(8): pages 604-612 Open Access Journal Determination Of
More informationPart 3. Monoenoic Fatty Acids
MASS SPECTRA OF METHYL ESTERS OF FATTY ACIDS Part 3. Mnenic Fatty Acids As cautined in the Intrductin t these dcuments, the mass spectra f methyl esters btained with electrn-impact inizatin ften affrd
More informationAmmonia chemical ionization mass spectrometry of intact diacyl phosphatidylcholine
Ammonia chemical ionization mass spectrometry of intact diacyl phosphatidylcholine C. G. Crawford and R. D. Plattner Northern Regional Research Center, Agricultural Research Service, United States Department
More informationChromatography Vacuum Ultraviolet Spectroscopy
Application Note Differentiation and Determination Differentiation and Determination of Fatty Acid Methyl of Fatty Esters Acid by Gas Methyl Chromatography Esters by Vacuum Gas Ultraviolet Spectroscopy
More informationLipids fatty, oily, or waxy hydrophobic organic compounds.
Lipids Lipids Lipids fatty, oily, or waxy hydrophobic organic compounds. u long hydrocarbon chain u composed of CHO Diverse group u fats u oils u waxes u steroids Do not form polymers u big molecules made
More informationHigh-Resolution Analysis of Intact Triglycerides by Reversed Phase HPLC Using the Agilent 1290 Infinity LC UHPLC System
High-Resolution Analysis of Intact Triglycerides by Reversed Phase HPLC Using the Agilent 1290 Infinity LC UHPLC System Application Note Food, Hydrocarbon Processing Authors Michael Woodman Agilent Technologies,
More information3150:112 SAMPLE TEST 2. Print out a copy Answer the questions on your own. Check the answers at GOBC Ans.pdf. Good Luck!
SAMPLE TEST 2 3150:112 Print out a copy Answer the questions on your own. Check the answers at GOBC Ans.pdf. Good Luck! QUESTIONS 1-3 REFER TO TE FOLLOWING: A. C 2 O O B. C 2 O O O C 2 O C. O C 2 O 1.
More informationChem 5 PAL Worksheet Lipids Smith text Chapter 15
Chem 5 PAL Worksheet Lipids Smith text Chapter 15 Principle: Fatty acids are carboxylic acids with long (usually > 14) carbon chains which can be saturated (no carbon-carbon double bonds) are unsaturated
More informationSupporting information
Supporting information Figure legends Supplementary Table 1. Specific product ions obtained from fragmentation of lithium adducts in the positive ion mode comparing the different positional isomers of
More informationMASS SPECTROMETRY BASED METABOLOMICS. Pavel Aronov. ABRF2010 Metabolomics Research Group March 21, 2010
MASS SPECTROMETRY BASED METABOLOMICS Pavel Aronov ABRF2010 Metabolomics Research Group March 21, 2010 Types of Experiments in Metabolomics targeted non targeted Number of analyzed metabolites is limited
More informationMetabolomic fingerprinting of serum samples by direct infusion mass spectrometry
Metabolomic fingerprinting of serum samples by direct infusion mass spectrometry Raúl González-Domínguez * Department of Chemistry, Faculty of Experimental Sciences. University of Huelva, Spain. * Corresponding
More informationLecture: 26 OXIDATION OF FATTY ACIDS
Lecture: 26 OXIDATION OF FATTY ACIDS Fatty acids obtained by hydrolysis of fats undergo different oxidative pathways designated as alpha ( ), beta ( ) and omega ( ) pathways. -oxidation -Oxidation of fatty
More informationMetabolite identification in metabolomics: Database and interpretation of MSMS spectra
Metabolite identification in metabolomics: Database and interpretation of MSMS spectra Jeevan K. Prasain, PhD Department of Pharmacology and Toxicology, UAB jprasain@uab.edu utline Introduction Putative
More informationNEW! 200 m GC Columns for Detailed Analysis of cis/trans FAME Isomers
Order: 00--00 (U.S.) -- (Global) NEW! 00 m GC Columns for Detailed Analysis of cis/trans FAME Isomers Leonard M. Sidisky, R&D Manager; and Michael D. Buchanan, Product Manager mike.buchanan@sial.com Over
More informationCharacterization of Triglycerides Isolated from Jojoba Oil
Characterization of Triglycerides Isolated from Jojoba Oil M. Van Boven a, *, R.A. Holser b, M. Cokelaere c, E. Decuypere d, C. Govaerts e, and J. Lemey a a Laboratory of Toxicology and Food Chemistry,
More informationMALDI Activity 4 MALDI-TOF Mass Spectrometry: Data Analysis
MALDI Activity 4 MALDI-TOF Mass Spectrometry: Data Analysis Model 1: Introduction to Triacylglycerides (TAGs) In MALDI Activity 3 you learned how to open your raw mass spectrum data and use the MMass program
More informationGenetic Analysis of Fatty Acid Composition of Milk: Basis for Improvement of the Healthfulness of the U.S. Milk Supply
Animal Industry Report AS 654 ASL R2299 2008 Genetic Analysis of Fatty Acid Composition of Milk: Basis for Improvement of the Healthfulness of the U.S. Milk Supply Jon P. Schoonmaker Rafael A. Nafikov
More informationMass Spectrometry based metabolomics
Mass Spectrometry based metabolomics Metabolomics- A realm of small molecules (
More informationChapter 12: Mass Spectrometry: molecular weight of the sample
Structure Determination: hapter 12: Mass Spectrometry- molecular weight of the sample; formula hapter 12: Infrared Spectroscopy- indicated which functional groups are present hapter 13: Nuclear Magnetic
More informationYou must answer FOUR of the SIX questions. Use a SEPARATE answer book for EACH question.
UNIVERSITY OF EAST ANGLIA School of Pharmacy Main Series UG Examination 2016-17 DRUG DESIGN AND MECHANISMS OF DRUG ACTION PHA-5001Y Time allowed: 2 hours You must answer FOUR of the SIX questions. Use
More informationPart 1. Nicotinate Derivatives
Mass spectra f fatty alchls. Part 1. ictinate derivatives. MASS SPECTRA OF FATTY ALCOHOLS Part 1. ictinate Derivatives Fatty alchls can be characterized by GC-MS mst readily as the nictinate derivatives,
More informationSupporting Information
Supporting Information Campholenic aldehyde ozonolysis: A possible mechanism for the formation of specific biogenic secondary organic aerosol constituents Ariane Kahnt 1,2, Yoshiteru Iinuma 1, Anke Mutzel
More informationFATTY ACID COMPONENTS OF BLACK RIGHT WHALE OIL BY GAS CHROMATOGRAPHY HIDEO TSUYUKI* AND SHINGO ITOH* INTRODUCTION
FATTY ACID COMPONENTS OF BLACK RIGHT WHALE OIL BY GAS CHROMATOGRAPHY HIDEO TSUYUKI* AND SHINGO ITOH* INTRODUCTION There have been a number of studies on whale oil. However, there are a few studies on black
More informationUNSATURATED HYDROCARBONS
hemistry 52 hapter 20 UNSATURATED YDROARBONS The unsaturated hydrocarbons consist of three families of homologous compounds that contain multiple bonds between carbon atoms. Alkenes contain carbon carbon
More informationNuclear Magnetic Resonance (NMR) Application Note Spectroscopy applied to the analysis of Pulsar 002 Unsaturated Fat content in Seed Oils
Nuclear Magnetic Resonance () Application Note Spectroscopy applied to the analysis of Pulsar 002 Unsaturated Fat content in Seed ils Background The constituents of plant derived oil fall under the general
More informationChemistry 324W Fall 2010 Experiment 3 GC-MS Analysis of Commercial Product Fragrances E. S. (student)
Chemistry 324W Fall 2010 Experiment 3 GC-MS Analysis of Commercial Product Fragrances E. S. (student) Introduction In this work we analyzed the common fragrance compounds in shampoo.it is assumed that
More informationMCQS ON LIPIDS. Dr. RUCHIKA YADU
MCQS ON LIPIDS Dr. RUCHIKA YADU Q1. THE FATS AND OILS ARE RESPECTIVELY RICH IN a) Unsaturated fatty acids b) Saturated fatty acids c) Saturated and unsaturated fatty acids d) None of these Q2. ESSENTIAL
More informationDirect determination of MCPD esters and glycidyl esters by LC-TOFMS
1 AOCS Meeting May 16-19, Phoenix, AZ Direct determination of MCPD esters and glycidyl esters by LC-TOFMS Mark W. Collison, Ph. D., Director, Analytical Chemistry, Troy Haines, Analytical Laboratory Manager,
More informationOrganic Chemistry Laboratory Fall Lecture 3 Gas Chromatography and Mass Spectrometry June
344 Organic Chemistry Laboratory Fall 2013 Lecture 3 Gas Chromatography and Mass Spectrometry June 19 2013 Chromatography Chromatography separation of a mixture into individual components Paper, Column,
More informationGas Chromatography/ Mass Spectrometry
Gas Chromatography/ Mass Spectrometry Edited by H.F. Linskens and J.F. Jackson Contributors R.S. Bandurski G. Combaut A.Ehmann P.Hedden B.Janistyn H.Kameoka H.Kodama D.V.Lynch J.K.MacLeod H.Nyberg L.M.S.Palni
More informationChromatographic and Mass Spectral Studies on Methoxymethcathinones Related to 3,4-Methylenedioxymethamphetamine
Chromatographic and Mass Spectral Studies on Methoxymethcathinones Related to 3,4-Methylenedioxymethamphetamine Tamer Awad, C. Randall Clark*, and Jack DeRuiter Department of Pharmacal Sciences, School
More informationTopic 6 Structure Determination Revision Notes
1) Introduction Topic 6 Structure Determination Revision Notes Mass spectrometry, infrared spectroscopy and NMR spectroscopy can be used to determine the structure of unknown compounds 2) Mass spectrometry
More informationA Very Unusual Doubly Charged Ion in the Mass Spectrum of a Phosphate (James Little*, T. Huret, Bob Hale)
A Very Unusual Doubly Charged Ion in the Mass Spectrum of a Phosphate (James Little*, T. Huret, Bob Hale) Doubly charge ions are often noted in the electron impact mass spectra of many polynuclear aromatics.
More informationA New Method for the Early Detection of Edible Oil Oxidation
WHITE PAPER Early Detection of Edible Oil Oxidation A New Method for the Early Detection of Edible Oil Oxidation Edible oils are used in a wide range of culinary applications. Oils containing unsaturated
More informationOBJECTIVE. Lipids are largely hydrocarbon derivatives and thus represent
Paper 4. Biomolecules and their interactions Module 20: Saturated and unsaturated fatty acids, Nomenclature of fatty acids and Essential and non-essential fatty acids OBJECTIVE The main aim of this module
More informationDETECTION OF BEESWAX ADULTERATION WITH HYDROCARBONS USING GAS CHROMATOGRAPHY WITH MASS DETECTOR (GC-MS)
DETECTION OF BEESWAX ADULTERATION WITH HYDROCARBONS USING GAS CHROMATOGRAPHY WITH MASS DETECTOR (GC-MS) Ewa Waś,, Helena Rybak-Chmielewska, Teresa Szczęsna e-mail: ewa.was@man.pulawy.pl Research Institute
More informationAnalysis of FAMEs Using Cold EI GC/MS for Enhanced Molecular Ion Selectivity
APPLICATION NOTE Gas Chromatography/ Mass Spectrometry Author: Adam Patkin PerkinElmer, Inc. Shelton, CT Analysis of FAMEs Using GC/MS for Enhanced Molecular Ion Selectivity Introduction Characterization
More informationCatalytic decarboxylative alkylation of β-keto acids with sulfonamides via the cleavage of carbon nitrogen and carbon carbon bonds
Catalytic decarboxylative alkylation of β-keto acids with sulfonamides via the cleavage of carbon nitrogen and carbon carbon bonds Cui-Feng Yang, Jian-Yong Wang and Shi-Kai Tian* Joint Laboratory of Green
More informationCitation for published version (APA): Jonker, G. H. (1999). Hydrogenation of edible oils and fats Groningen: s.n.
University of Groningen Hydrogenation of edible oils and fats Jonker, Geert IMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite from it. Please check
More informationHighly Reproducible Detailed cis/trans FAMEs Analysis Ensured by New Optimized Rt-2560 Column Manufacturing and Application-Specific QC Test
Highly Reproducible Detailed cis/trans FAMEs Analysis Ensured by New Optimized Rt-2560 Manufacturing and Application-Specific QC Test By Kristi Sellers and Rebecca Stevens Restek s Rt-2560 GC column is
More informationChem 105X Friday, Dec. 2, Chapter 10, Kotz Organic Chemistry
our Exam 4 (Chap 9, 10, 11) will be given in this room Friday, Dec. 9. A practice exam is posted on the course website. Review for the exam will occur Wednesday, Dec. 7 in class. Chem 105X Friday, Dec.
More informationHow to Use TOF and Q-TOF Mass Spectrometers
How to Use TOF and Q-TOF Mass Spectrometers October 2011 What do TOF and Q-TOF offer? TOF Fast scanning of full spectrum High resolution full scan spectra Accurate mass measurements Q-TOF Fast scanning
More informationA New Look at Old Stuff. Molecular Heterogeneity of Polysorbates and Its Implications Studied with LC-MS.
Slide 1 A New Look at Old Stuff. Molecular Heterogeneity of Polysorbates and Its Implications Studied with LC-MS. Oleg Borisov 9th Symposium on the Practical Applications of Mass Spectrometry in the Biotechnology
More informationTrans Fat Determination in the Industrially Processed Edible Oils By Transmission FT-IR Spectroscopy By
Trans Fat Determination in the Industrially Processed Edible Oils By Transmission FT-IR Spectroscopy By Dr. Syed Tufail Hussain Sherazi E-mail: tufail_sherazi@yahoo.com National Center of Excellence in
More informationMass Spectral Fragmentation Studies of Coumarin-Type Compounds Using GC High-Resolution MS
The Open Analytical Chemistry Journal, 2011, 5, 27-36 27 Open Access Mass Spectral Fragmentation Studies of Coumarin-Type Compounds Using GC High-Resolution MS Viorica Lopez-Avila * and George Yefchak
More informationRapid, Simple Impurity Characterization with the Xevo TQ Mass Spectrometer
Robert Plumb, Michael D. Jones, and Marian Twohig Waters Corporation, Milford, MA, USA INTRODUCTION The detection and characterization of impurities and degradation products of an active pharmaceutical
More information