Part 2. Monoenoic Fatty Acids
|
|
- Clarence Howard
- 5 years ago
- Views:
Transcription
1 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 facile location of the double bond. The widely used term 'picolinyl ester' is inaccurate and should now be avoided (see our webpage on the saturated derivatives). As the first example, the mass spectrum of 3-pyridylcarbinyl 9-octadecenoate (oleate) is illustrated below (Harvey, 1982) As before in the low molecular weight region of the spectrum, there are prominent ions at =, 8, and, which are all fragments about the pyridine ring. Then, the principle of interpretation is the same as that for saturated fatty acids (see the pages dealing with Mass spectra of 3-pyridylcarbinol esters saturated and branched-chain fatty acids), in that the simplest approach is to start with the molecular ion and progress downwards, as if one were unzipping the molecule one methylene group at a time. Thus, from the molecular ion ( = ), there is loss of a methyl group to =, followed by a series of ions 14 amu apart for loss of successive methylene groups, i.e. =, 3, and so forth. a When a double bond is reached, there is a gap of 26 amu (between = 234 and 2. This gap can sometimes be difficult to locate precisely, and a fragmentation at the adjacent methylene group on the carboxyl side giving a gap of amu between = 2 and 2 in this instance is often easier to locate, especially with polyenes. W.W. Christie lipidlibrary.aocs.org 1
2 A further distinctive feature of clear diagnostic value is a doublet of abundant ions 14 amu apart, representing cleavage on the distal side of the double bond at = and in this example. In practice, these or the equivalent two ions in other isomers can be picked out for identification purposes even when isomeric fatty acid derivatives are imperfectly resolved by gas chromatography. Formation of the ions has been rationalized mechanistically as an initial abstraction of allylic hydrogen atoms on each side of the double bond with the production of conjugated diene systems, which form relatively stable ions. Please note that diagrams showing the fragmentation points over-simplify the processes that occur, but suffice for many practical purposes. The geometry of the double bond makes no readily discernible difference, and the mass spectrum of 3-pyridylcarbinyl elaidate is identical to that of oleate. Similar series of ions are seen in spectra from 3-pyridylcarbinol esters of most monoenes, but it is advantageous to have access to spectra of authentic standards when the double bond is close to either end of the molecule to avoid any confusion. Also, when interpreting the mass spectra of 3-pyridylcarbinyl esters of polyenoic fatty acids, the position of the first double bond is usually hardest to locate from first principles, and a comparison with spectra of standard monoenes can again be useful. Details of the spectra of the complete series of isomeric octadecenoates have been published (Christie, Brechany and Holman, 1987), but only a few of the spectra were depicted in the paper for practical reasons. All are now illustrated below with the minimum of discussion, but please consult the original reference for detailed interpretation. Spectra of other homologous fatty acid isomers displaying the same diagnostic features may have been described elsewhere in some instances. 3-Pyridylcarbinyl 2-octadecenoate (2-18:1) In this, fragments corresponding to cleavage at the double bonds (gaps of 26 amu) are not seen, probably because the double bond forms a stable resonance structure with the carboxyl group. The ion at = is relatively small, and that at =, which is usually abundant, is now of low intensity. However, the prominent doublet at = 177 and 1 provides a distinctive fingerprint for identification purposes. The ions regularly spaced 14 amu apart further down the chain confirm that there cannot be a double bond anywhere else in the molecule. Similarly with the next few isomers, the gap of 26 amu for the double bond is not seen but other features can be used for identification. W.W. Christie lipidlibrary.aocs.org 2
3 With 3-pyridylcarbinyl 3-octadecenoate (3-18:1) (Christie et al.,1987), the diagnostic doublet has moved by 14 amu to = 1 and 4 CH 2OOC Pyridylcarbinyl 4-octadecenoate (4-18:1). In this instance the double bond in position 4 appears to assist the formation of the ion at =, which is the base peak for this isomer only Pyridylcarbinyl 5-octadecenoate (5-18:1). Although the gap of 26 amu for the double bond is not easy to locate, that of amu between = and 4 serves instead. Only the second ion of the doublet, at =, stands out with this isomer, but this feature also appears to be a diagnostic characteristic W.W. Christie lipidlibrary.aocs.org 3
4 3-Pyridylcarbinyl 6-octadecenoate or petroselinate (6-18:1). This spectrum is similar to that of the 5-isomer, except that all the important diagnostic ions are found 14 amu higher Pyridylcarbinyl 7-octadecenoate (7-18:1). From this until the 13-18:1 isomer, the typical pattern for monoenes is observed, i.e. with the gap of 26 amu being clearly apparent, together with the pronounced doublet of ions at higher mass. For the 7-isomer, it is between = 6 and, for the 8-isomer, between 2 and, and so on. However, the gap of amu is often easier to locate unequivocally Pyridylcarbinyl 8-octadecenoate (8-18:1) W.W. Christie lipidlibrary.aocs.org 4
5 3-Pyridylcarbinyl 9-octadecenoate (oleate or 9-18:1) - see the first spectrum of this document. ote that with the later isomers the ion doublets after the double bond become more distinctive until the 14-isomer is reached. 3-Pyridylcarbinyl -octadecenoate (-18:1) (Christie et al.,1987) Pyridylcarbinyl 11-octadecenoate (cis-vaccenate or 11-18:1) (Harvey, 1982) M Pyridylcarbinyl 12-octadecenoate (12-18:1) W.W. Christie lipidlibrary.aocs.org 5
6 3-Pyridylcarbinyl 13-octadecenoate (13-18:1) Pyridylcarbinyl 14-octadecenoate (14-18:1). As the double bond nears the terminal end of the molecule, the gaps of 26 or amu that locate the double bond are still easy to find, but only the first ion of the expected doublet ( = ) is now distinctive Pyridylcarbinyl 15-octadecenoate (15-18:1). Again the ions characteristic of the double bond are easy to locate, but now the distinctive doublet at higher mass is gone W.W. Christie lipidlibrary.aocs.org 6
7 3-Pyridylcarbinyl 16-octadecenoate (16-18:1) (Christie et al., 1987). With this and the 17-isomer that follows, it is not difficult to recognize that the double bond must be close to the terminal methyl group, but it helps to have the model spectra available to be sure of the exact position. Double bonds near the terminal position are a problem with all types of nitrogen-containing derivative Pyridylcarbinyl 17-octadecenoate (17-18:1) Of course, if the 17-double bond is located more centrally in the chain, there is no difficulty with interpretation as with the spectrum of 3-pyridylcarbinyl 17-tetracosenoate (17-24:1) - 8 CH 2OOC W.W. Christie lipidlibrary.aocs.org 7
8 The double bond can be located by the gap of 26 amu between = 346 and 372, or the gap of amu between = 332 and 372, with the doublet of ions at = 386 and 0 providing valuable supporting evidence. Mass spectra of 3-pyridylcarbinol esters of many more monoenoic fatty acids are illustrated in our Archive Section (but without interpretation). Only a few of these have been formally published elsewhere. Branched-Chain Monoenoic Fatty Acids Monomethyl-branched-chain monoenoic fatty acids are not very common in nature, but we have mass spectra of 3-pyridylcarbinol esters of a few fatty acids of this type from marine sources. Interpretation is usually straight forward. Positions of double bonds are confirmed as described above and those for methyl branches by gaps of 28 amu for loss of the carbon carrying the methyl branch (see Mass spectra of 3-pyridylcarbinol esters saturated and branched-chain fatty acids). one of these spectra have been published formally elsewhere to my knowledge. 3-Pyridylcarbinol 14-methyl-hexadec-6-enoate (anteiso-methyl-6-16:1) The methyl branch is located by the gap of 28 amu between = 2 and 3, and the double bond in position 6 is most easily recognized by the ions around that at = (see the spectrum of 3-pyridylcarbinyl petroselinate above). 3-Pyridylcarbinol 15-methyl-hexadec-6-enoate (iso-methyl-6-16:1) W.W. Christie lipidlibrary.aocs.org 8
9 Here, the methyl branch is located by the gap shifted to between = and, but the double bond is in the same position as the previous example. 3-Pyridylcarbinol 15-methyl-hexadec-9-enoate (isomethyl-9-16:1) The methyl branch is located as in the previous spectrum, but the double bond in recognized by the characteristic group of peaks in the range = 2 to (see the spectrum of oleate above). Mass spectra of 3-pyridylcarbinol esters of more branched-chain monoenoic fatty acids are illustrated in our Archive Section (but without interpretation). Only a few of these may have been published elsewhere. References o o Christie, W.W., Brechany, E.Y. and Holman, R.T. Mass spectra of the picolinyl esters of isomeric monoand dienoic fatty acids. Lipids, 22, (1987). Harvey, D.J. Picolinyl esters as derivatives for the structural determination of long chain branched and unsaturated fatty acids. Biomed. Mass Spectrom., 9, (1982). William W. Christie James Hutton Institute (and Mylnefield Lipid Analysis), Invergowrie, Dundee (DD2 5DA), Scotland Last updated: August 5 th, 13 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 informationMASS SPECTRA OF DERIVATIVES OF ACETYLENIC FATTY ACIDS. PART 2. ENE-YNOIC SYSTEMS
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
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 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 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 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 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 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 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 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 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 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 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 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 informationMass Spectra of Dodecadienic Compoundswith a Conjugated Double Bond, Lepidopterous Sex Pheromones
Agric. Biol. Chem., 49 (2), 413-421, 1985 413 Mass Spectra of Dodecadienic Compoundswith a Conjugated Double Bond, Lepidopterous Sex Pheromones Tetsu Ando, Yoshio Katagiri and Masaaki Uchiyama Department
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 informationFATTY ACID PROFILING BY GAS CHROMATOGRAPHY FOR THE SHERLOCK MIS
FATTY ACID PROFILING BY GAS CHROMATOGRAPHY FOR THE SHERLOCK MIS Traditional gas chromatography of complex mixtures of compounds requires precision on the part of the chromatography equipment and considerable
More informationCompounds of Life Biological Molecules
Compounds of Life Biological Molecules By Joseph A. Castellano, Ph.D. RESEED Silicon Valley Reference: Focus on Physical Science, Glencoe/McGraw-Hill, Columbus, Ohio, 2007, Pages 438-442. This textbook
More informationChapter Three (Biochemistry)
Chapter Three (Biochemistry) 1 SECTION ONE: CARBON COMPOUNDS CARBON BONDING All compounds can be classified in two broad categories: organic compounds and inorganic compounds. Organic compounds are made
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 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 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 informationChapter 18. Carboxylic Acids and Their Derivatives. Nucleophilic Addition-Elimination at the Acyl Carbon
Chapter 18 Carboxylic Acids and Their Derivatives. Nucleophilic Addition-Elimination at the Acyl Carbon Carboxylic Acids Organic compounds characterized by their acidity Contains COOH group (must be at
More informationWhy Carbon? What does a carbon atom look like?
Biomolecules Organic Chemistry In the 1800 s it was believed to be impossible to recreate molecules in a lab Thus, the study of organic chemistry was originally the study of molecules in living organisms
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 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 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 informationPyridine-Containing Schiff Base Derivatives for. Aldehydes by Gas Chromatography Combined with Mass Spectrometry
Pyridine-Containing Schiff Base Derivatives for J,:L e SL_~~~~ l T"\~Le~': L':...-...c T...ng r1._':_ L.li L..IU~LU.ldJ. LJt:L.I.l.l...I.1idU.U.l.l U.I. LU.l -'-.lld.l.l.l Aldehydes by Gas Chromatography
More informationChapter 2 Part 3: Organic and Inorganic Compounds
Chapter 2 Part 3: Organic and Inorganic Compounds Objectives: 1) List the major groups of inorganic chemicals common in cells. 2) Describe the functions of various types of inorganic chemicals in cells.
More informationI. ROLE OF CARBON IN ORGANISMS: Organic compounds = compounds that contain carbon Ex: Carbohydrates, lipids, proteins
I. ROLE OF CARBON IN ORGANISMS: Organic compounds = compounds that contain carbon Ex: Carbohydrates, lipids, proteins Inorganic compounds = compounds that DO NOT contain carbon Ex: Vitamins, minerals,
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 informationsmall molecules that make up larger molecules organic compound made up of sugar molecules sugar that contains one sugar unit
organic molecule carbon based compound inorganic molecule hydrocarbon functional group hydrophilic NON-carbon based compound organic molecule made of only carbon and hydrogen group of atoms bonded to a
More informationGeneral Chemistry. Ch. 10
General Chemistry Ch. 10 Essentials of Organic Chemistry Most biological important molecules are composed of organic compounds. These are mostly produced by biological systems. Organic molecules contain
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 informationWHAT IS A LIPID? OBJECTIVE The objective of this worksheet is to understand the structure and function of lipids
WHAT IS A LIPID? OBJECTIVE The objective of this worksheet is to understand the structure and function of lipids PART A: Understanding Lipids Lipids are more commonly known as fats and include triglycerides,
More informationName: Per. HONORS: Molecules of Life
Name: Per. HONORS: Molecules of Life Carbohydrates, proteins, and fats are classes of organic molecules that are essential to the life processes of all living things. All three classes of molecules are
More informationThe Structure and Function of Biomolecules
The Structure and Function of Biomolecules The student is expected to: 9A compare the structures and functions of different types of biomolecules, including carbohydrates, lipids, proteins, and nucleic
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 informationThe. Crash Course. Basically, almost all living things are made up of these 4 Elements: - Carbon (C) - Nitrogen (N) - Hydrogen (H) - Oxygen (O)
The Biochemistry Crash Course Basically, almost all living things are made up of these 4 Elements: - Carbon (C) - Nitrogen (N) - Hydrogen (H) - Oxygen (O) This exercise is designed to familiarize you with
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 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 informationActivity: Biologically Important Molecules
Activity: Biologically Important Molecules AP Biology Introduction We have already seen in our study of biochemistry that the molecules that comprise living things are carbon-based, and that they are thought
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 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 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 informationMesophilic, and Psychrophilic Clostridia
JOURNAL OF BACTERIOLOGY, June 1971, p. 876-881 Copyright 1971 American Society for Microbiology Vol. 106, No. 3 Printed in U.S.A. Fatty Acid Composition of Thermophilic, Mesophilic, and Psychrophilic Clostridia
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 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 information2.3 Carbon-Based Molecules. KEY CONCEPT Carbon-based molecules are the foundation of life.
KEY CONCEPT Carbon-based molecules are the foundation of life. Carbon atoms have unique bonding properties. Carbon forms covalent bonds with up to four other atoms, including other carbon atoms. Carbon-based
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 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 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 information2.3 Carbon-Based Molecules CARBON BASED MOLECULES
CARBON BASED MOLECULES KEY CONCEPTS Carbon-based molecules are the foundation of life. Lipids are one class of organic molecules. This group includes fats, oils, waxes, and steroids. Lipids are made of
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 informationOrganic Chemistry 3540
rganic Chemistry 3540 December 8, 2004 (8 Pages, 13 Parts) ame 1. (8%) Many organic compounds found in living systems are complex molecules which can be characterized, in part, by simply listing the chemical
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 informationPrelab 6: Carboxylic Acids
The Structure of Carboxylic Acids Prelab 6: Carboxylic Acids Carboxylic acids contain a carboxyl functional group attached to a hydrocarbon (alkyl group) part. Carboxyl groups contain both a carbonyl group,
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 informationFATTY ACID COMPONENT OF BLUBBER OIL OF AMAZON RIVER DOLPHIN
FATTY ACID COMPONENT OF BLUBBER OIL OF AMAZON RIVER DOLPHIN HIDEO TSUYUKI AND SHINGO ITOH Department of Food Engineering, College ef Agriculture & Veterinary Medicine, Nihon University, Tokyo. ABSTRACT
More informationChemistry of Carbon. All living things rely on one particular type of molecule: carbon
Ach Chemistry of Carbon All living things rely on one particular type of molecule: carbon Carbon atom with an outer shell of four electrons can form covalent bonds with four atoms. In organic molecules,
More information3.1.3 Lipids. Source: AQA Spec
alevelbiology.co.uk SPECIFICATION Triglycerides and phospholipids are two groups of lipid. Triglycerides are formed by the condensation of one molecule of glycerol and three molecules of fatty acid. A
More informationwhere R doesn t have to equal R or R
hem 263 Nov 24, 2016 arboxylic Acids and Derivatives arboxylic acids are very important compounds in nature and serve as building blocks for preparing related derivatives such as esters and amides. The
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 informationGood Luck and Happy Studying!!
Honors Biology: Interactive Study Guide: Biochemistry (PowerPoint notes, lab activities, articles, discussions and chapter 3 text reference) Good Luck and Happy Studying!! Intro to Biochemistry Organic
More informationMacromolecule stations. 6 stations
Macromolecule stations 6 stations 1. Sugar and protein paper pieces to build (with waters) 2. Fatty acid and nucleic acid paper pieces to build with (and water) 3. DNA model with several pieces removed
More informationChapter 2 The Chemistry of Life Part 2
Chapter 2 The Chemistry of Life Part 2 Carbohydrates are Polymers of Monosaccharides Three different ways to represent a monosaccharide Carbohydrates Carbohydrates are sugars and starches and provide
More informationBiological Macromolecules
Biological Macromolecules Carbon! Very abundant (15th most on the planet!) tetravalent! Can create an absurd amount of isomers! Macromolecules Carbohydrates- Sugars: short-term energy storage and structural
More information1. Draw a standard line bond structure for compounds of the following molecular formulas:
TF ame: LS1a Fall 06 Problem Set #1 Due Friday 9/29 at noon in your TF s drop box on the 2 nd floor of Science Center all questions including extra ones should be turned in 1. Draw a standard line bond
More informationMangrove ecology: application of fatty acid biomarkers as trophic tracers in the ecosystem
Kaiho Super Science High School Mangrove ecology: application of fatty acid biomarkers as trophic tracers in the ecosystem Prosper Mfilinge Advisor: Prof. Makoto Tsuchiya JSPS Self Introduction What are
More informationorganic papers Elaidic acid (trans-9-octadecenoic acid)
organic papers Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Elaidic acid (trans-9-octadecenoic acid) John Nicolson Low, a * Charlie Scrimgeour b and Peter Horton c a Department
More informationB07 Alcohols, Corboxylic Acids & Esters.notebook. November 19, Alcohols
Alcohols There is more to alcohol than just beverages. In fact, most alcohols are poisonous. THis is what makes them effective as disinfectants and cleaners. 1 What makes an alcohol and alcohol? If a hydrocarbon
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 informationAPPLICATIONS OF PROTON MAGNETIC RESONANCE SPECTRA IN FATTY ACID CHEMISTRY1
APPLCATONS OF PROTON MAGNETC RESONANCE SPECTRA N FATTY ACD CHEMSTRY1 ABSTRACT An introductory study has been made of the proton magnetic resonance spectra of fatty acids, fatty acid esters, and natural
More informationIsomerization of stable isotopically labeled elaidic acid to cis and trans monoenes by ruminal microbes
Isomerization of stable isotopically labeled elaidic acid to cis and trans monoenes by ruminal microbes Julie M. Proell, 1, * Erin E. Mosley, 2, * Gary L. Powell, and Thomas C. Jenkins 3, * Department
More informationRapid differentiation of isomeric lipids by photodissociation mass spectrometry of fatty acid derivatives
University of Wollongong Research Online Faculty of Science, Medicine and Health - Papers Faculty of Science, Medicine and Health 2013 Rapid differentiation of isomeric lipids by photodissociation mass
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 informationChem 60 Takehome Test 2 Student Section
Multiple choice: 1 point each. Mark only one answer for each question. 1. are composed primarily of carbon and hydrogen, but may also include oxygen, nitrogen, sulfur, phosphorus, and a few other elements.
More informationChemistry 14C Winter 2017 Final Exam Part B Page 1
Chemistry 14C Winter 2017 Final Exam Part B Page 1 Please use the backs of the data table pages and other exam pages for scratch space. Please do not use the exam margins for this purpose. Begin this exam
More informationBIOMOLECULES. (AKA MACROMOLECULES) Name: Block:
BIOMOLECULES (AKA MACROMOLECULES) Name: Block: BIOMOLECULES POGIL All living things share the same chemical building blocks and depend on chemical processes for survival. Life without carbon (C) would
More informationSupplementary Material
Supplementary Material Mechanisms for the formation of secondary organic aerosol components from the gasphase ozonolysis of α-pinene, Yan Ma, Andrew T. Russell and George Marston*. Mass spectral data of
More informationThermal Stability of Oleic Acid and Ethyl Linoleate
Chapter 3.1 Thermal Stability of leic Acid and Ethyl Linoleate The first part of this work consisted of studying the thermal stability of oleic acid, which was initially a candidate as a starting material
More informationIB Biology BIOCHEMISTRY. Biological Macromolecules SBI3U7. Topic 3. Thursday, October 4, 2012
+ IB Biology SBI3U7 BIOCHEMISTRY Topic 3 Biological Macromolecules Essential Questions: 1.What are the 4 main types of biological macromolecules and what is their function within cells? 2.How does the
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 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 informationBIOLOGY 111. CHAPTER 2: The Chemistry of Life Biological Molecules
BIOLOGY 111 CHAPTER 2: The Chemistry of Life Biological Molecules The Chemistry of Life : Learning Outcomes 2.4) Describe the significance of carbon in forming the basis of the four classes of biological
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 informationMacromolecules Chapter 2.3
Macromolecules Chapter 2.3 E.Q. What are the 4 main macromolecues found in living things and what are their functions? Carbon-Based Molecules Why is carbon called the building block of life? Carbon atoms
More informationNOTE: For studying for the final, you only have to worry about those with an asterix (*)
NOTE: For studying for the final, you only have to worry about those with an asterix (*) (*)1. An organic compound is one that: a. contains carbon b. is slightly acidic c. forms long chains d. is soluble
More information2 3 Carbon Compounds Slide 1 of 37
1 of 37 The Chemistry of Carbon The Chemistry of Carbon Organic chemistry is the study of all compounds that contain bonds between carbon atoms. Carbon atoms have four valence electrons that can join with
More informationChapter 1-2 Review Assignment
Class: Date: Chapter 1-2 Review Assignment Multiple Choice dentify the choice that best completes the statement or answers the question. Corn seedlings A student wanted to design an investigation to see
More informationINTRODUCTION TO ORGANIC COMPOUNDS. Copyright 2009 Pearson Education, Inc.
INTRODUCTION TO ORGANIC COMPOUNDS 3.1 I can explain why carbon is unparalleled in its ability to form large, diverse molecules. Diverse molecules found in cells are composed of carbon bonded to other elements
More information2.2 Properties of Water
2.2 Properties of Water I. Water s unique properties allow life to exist on Earth. A. Life depends on hydrogen bonds in water. B. Water is a polar molecule. 1. Polar molecules have slightly charged regions
More informationAlkenes and Alkynes: Structure and Nomenclature
hapter 3 3 : Structure and Nomenclature APTER SUMMARY 3.1 Introduction to Alkenes are hydrocarbons in which there is at least one carbon-carbon double bond; alkynes have at least one carbon-carbon triple
More informationWhat is the intermolecular force present in these molecules? A) London B) dipole-dipole C) hydrogen bonding D) ion-dipole E) None. D.
REVIEW SHEET CHP 7, FRST AND DEAL 1. (7.1) Types of Attractive Forces (Intermolecular forces (IMF)). IMF s are attractive forces between molecules due to electrostatic attraction. Therefore a molecule
More informationRevision Sheet Final Exam Term
Revision Sheet Final Exam Term-1 2018-2019 Name: Subject: Chemistry Grade: 12 A, B, C Required Materials: Chapter: 22 Section: 1,2,3,4 (Textbook pg. 669-697) Chapter: 23 Section: 1,2 (Textbook pg. 707-715)
More informationTopic 3: Molecular Biology
Topic 3: Molecular Biology 3.2 Carbohydrates and Lipids Essen=al Understanding: Carbon, hydrogen and oxygen are used to supply and store energy. Carbohydrates CARBOHYDRATES CHO sugars Primarily consist
More informationIsomerization of stable isotopically labeled elaidic acid to cis and trans
JLR Papers In Press. Published on September 1, 00 as Manuscript M00-JLR00 1 1 1 1 1 1 1 1 1 0 Isomerization of stable isotopically labeled elaidic acid to cis and trans monoenes by ruminal microbes Julie
More informationChapter 7-2 Hydrocarbons
Chapter 7-1 Carbon C atom - atomic # is 6; it has 6 protons and therefore 6 electrons - is in group 14; it has 4 valence electrons - atomic mass is 12; it has 6 neutrons - shares electrons when forming
More informationThe main biological functions of the many varied types of lipids include: energy storage protection insulation regulation of physiological processes
Big Idea In the biological sciences, a dehydration synthesis (condensation reaction) is typically defined as a chemical reaction that involves the loss of water from the reacting molecules. This reaction
More information