Lipid analysis isolation, separation, identification and lipidomic analysis

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Hauptverfasser: Christie, William W. (VerfasserIn), Han, Xianlin (VerfasserIn)
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Sprache:English
Veröffentlicht: Bridgwater Oily Press 2010
Ausgabe:4. ed.
Schriftenreihe:Oily Press lipid library 24
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Datensatz im Suchindex

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adam_text Contents Preface List of Abbreviations PARTI Introducing Lipids and their Analysis 1. Lipids: their structures and occurrence 3 A. Introduction 3 B. Definitions 4 С Fatty acids 5 1. Saturated fatty acids 2. Monoenoic fatty acids 3. Polyunsaturated fatty acids 4. Branched-chain fatty acids 5. Oxygenated and cyclic fatty acids D. Principal simple lipids and complex glycerohpids of animal and 11 plant tissues 1. Triacylglycerols and related compounds 2. Other simple lipids 3. Glycerophospholipids 4. Glyceroglycolipids 5. Ether lipids E. Sphingolipids 16 1. Long-chain bases 2. Ceramides 3. Sphingomyelin and other sphingophospholipids 4. Neutral glycosylceramides 5. Gangliosides 2. Chromatographie analysis of lipids: general principles 21 A. A statement of the problem 21 B. The theory of chromatography 21 C. Modes of separation in chromatography 23 1. Introduction V1U CONTENTS 2. Adsorption and normal-phase liquid-partition chromatography 3. Gas-liquid partition chromatography 4. Reversed-phase liquid partition chromatography 5. Ion-exchange chromatography 6. Silver ion chromatography 7. Size-exclusion chromatography 8. Chiral-phase chromatography D. Gas chromatography 29 1. The column and stationary phase 2. Injection systems 3. Detectors for gas chromatography 4. High-temperature gas chromatography 5. Quantitative Analysis E. High-performance liquid chromatography 34 1. Detectors for high-performance liquid chromatography (HPLC) 2. Injection systems 3. Solvent pumping systems 4 Columns and fittings 5. Mobile phases and solvent selectivity 6. Some practical aspects F. Thin-layer chromatography 47 1. Procedures 2. Quantification 3. The Iatroscan™ analyser G. Supercritical fluid chromatography 50 H. Mass spectrometry 51 1. Gas chromatography-mass spectrometry (GC-MS) 2. Liquid chromatography-mass spectrometry (LC-MS) I. Quality control 52 3. Lipid extraction, storage and sample handling 55 A. Introduction 55 B. Some practical considerations 55 1. Storage of tissues and preliminary treatments prior to extraction 2. Minimizing autoxidation 3. Storage of lipid extracts 4. Contaminants and artefacts in extraction procedures 5. Hazards С The principles of solvent extraction procedures 60 D. Recommended procedures 63 CONTENTS IX 1. Method of Folch, Lees and Stanley 2. Method of Bligh and Dyer 3. Extraction of plant tissues 4. Extraction methods for lipidomic analysis 5. Special cases PART 2 Chromatographie Separation and Analysis of Individual Lipid Classes 4. Analysis of simple lipid classes 69 A. Preliminary fractionation of lipid extracts 69 B. Low-pressure column chromatography 70 C. Thin-layer chromatography 71 D. High-performance liquid chromatography 73 E. Determination of lipid profiles by gas chromatography 76 F. Analysis of specific simple lipid classes 78 1. Cholesterol and plant sterols 2. Free (unesterified) fatty acids 3. Diacylglycerols 4. Alkyldiacylglycerols and neutral plasmalogens 5. Wax esters and other wax components 6. Fatty alcohols G. Oxidized fats and oils 87 1. Determination of degree of oxidation 2. Chromatographie analysis of oxidized triacylglycerols 5. Chromatographie analysis of phospholipids and 91 glycosyldiacylglycerols A. Introduction 91 B. Separation by low-pressure column chromatography 92 1. Preparative-scale ion-exchange chromatography 2. Solid-phase extraction chromatography C. Thin-layer chromatography 94 1. Introduction 2. One-dimensional thin-layer chromatography systems 3. Two-dimensional thin-layer chromatography systems 4. Location and identification of complex lipids on TLC plates 5. Quantification D. High-performance liquid chromatography 103 X CONTENTS 1. General comments 2. Elution procedures with UV detection 3. Elution procedures with evaporative light-scattering detection 4. Preparative-scale separations of phospholipids Б. Quantification of complex lipids separated by chromatography 117 1. Gas Chromatographie analysis of the fatty acid constituents with an internal standard 2. Phosphorus determination F. Phosphorus nuclear magnetic resonance spectroscopy 118 G. Some specific problems in the analysis of complex glycerolipids 119 1. Alkyl- and alkeny 1-ether forms (and derived aldehydes) 2. Platelet-activating factor 3. Phosphatidylinositol and polyphosphoinositides 4. Sphingomyelin 6. Chromatographie analysis of sphingolipids 125 A. Introduction 125 B. Preparation of sphingolipid-rich extracts 125 C. Separation of neutral glycosphingolipid classes 127 1. Low-pressure column chromatography 2. Thin-layer chromatography 3. High-performance liquid chromatography D. Separation of gangliosides 133 1. Extraction 2. Thin-layer chromatography 3. High-performance liquid chromatography E. Analysis of hydrolysis products of glycosphingolipids 136 1. Long-chain bases 2. Fatty acids of sphingolipids 3. Carbohydrate and sialic acid moieties F. Some miscellaneous glycolipids 141 1. Glycolipid sulfates 2. Sphingosine 1 -phosphate PART3 Analysis of Fatty Acids 7. Preparation of derivatives of fatty acids 145 A. Introduction 145 B. Hydrolysis (saponification) of lipids 145 CONTENTS Xl C. Preparation of methyl and other esters of fatty acids 146 1. Acid-catalysed esterification and transesterification 2. Base-catalysed transesterification 3. Diazomethane 4. Phenacyl and related esters 5. Special cases 6. Clean-up of methyl esters D. Preparation of derivatives for mass spectrometry 152 1. Pyrrolidides 2. Picolinyl esters 3. 4,4-Dimethyloxazoline (DMOX) derivatives E. Derivatives of double bonds 154 1. Dimethyl disulphide addition 2. Hydrogénation 3. Deuteration F. Derivatives of hydroxyl groups 156 1. Acetylation and benzoylation 2. Trimethylsilyl ethers and related derivatives 3. Nicotinates 8. Gas Chromatographie analysis of fatty acid derivatives 159 A. Introduction 159 B. Columns and liquid phases 159 C. Provisional identification using standards or retention time relationships 161 D. Separation of the common fatty acids of plants and animals 165 E. Positional and geometric isomers of unsaturated fatty acids 167 1. Cis- and trans-mono- and dienoic fatty acids 2. Polyenoic fatty acids F. Some applications to less common fatty acids 175 1. Short-chain fatty acids 2. Fatty acids of longer than usual chain length 3. Branched-chain fatty acids 4. Oxygenated fatty acids 5. Other fatty acids G. Quantitative estimation of fatty acid compositions 178 9. Isolation of fatty acids and identification by spectroscopie 181 and related techniques A. Introduction 181 B. Simple concentration techniques 181 XU CONTENTS 1. Urea adduct formation 2. Partition in the form of metal ion complexes 3. Solid-phase extraction methods C. Silver ion chromatography 183 1. Thin-layer chromatography 2. High-performance liquid chromatography 3. Solid-phase extraction and related column procedures D. Reversed-phase high-performance liquid chromatography 189 1. Introduction 2. Free fatty acids and methyl esters 3. Derivatives suitable for UV and fluorescence detection 4. Derivatives suitable for mass spectrometry E. Adsorption chromatography 194 F. Identification of fatty acids by chemical degradative procedures 194 1. Chain-length determination 2. Location of double bonds in fatty acid chains 3. Detection and location of other functional groups in fatty acids G. Spectroscopy of fatty acids 197 1. Infrared spectroscopy 2. Ultraviolet spectroscopy 3. Nuclear magnetic resonance spectroscopy H. Mass spectrometry 202 1. Introduction 2. Saturated straight-chain fatty acids 3. Monoenoic fatty acids 4. Di- and polyenoic fatty acids 5. Branched-chain and cyclic fatty acids 6. Oxygenated fatty acids PART 4 Chromatographie Analysis of Molecular Species of Lipids 10. Molecular species of triacylglycerols, diacylglycerols derived 215 from complex lipids, and related lipids A. The nature of the problem 215 B. Separation of triacylglycerol species 216 1. Introduction and general approach 2. Adsorption chromatography 3. Silver ion thin-layer chromatography 4. Silver ion high-performance liquid chromatography 5. Reversed-phase high-performance liquid chromatography CONTENTS ХШ 6. High-temperature gas chromatography 7. Supercritical fluid chromatography 8. Oxidized triacylglycerols C. Molecular species of mono-and diacylglycerols 232 1. Introduction 2. Generation of diacylglycerols and equivalent ether lipids from complex lipids 3. High-temperature gas chromatography 4. Silver ion chromatography 5. Reversed-phase high-performance liquid chromatography 6. Mass spectrometry D. Other simple lipids 243 11. Chromatographie analysis of molecular species of intact 245 phospholipids and glycolipids A. Introduction 245 B. High-performance liquid chromatography separation of intact 246 phospholipids 1. Phosphatidylcholine and related lipids 2. Phosphatidylethanolamine and other common phosphoglycerides 3. Sphingomyelin 4. Oxidized phospholipids С Glycoglycerolipids 251 1. Reversed-phase high-performance liquid chromatography 2. Mass spectrometry D. Glycosphingolipids 253 1. Ceramides (including those derived from complex sphingolipids) 2. Glycosphingolipids in underivatized form 3. Glycosphingolipids in derivatized form 12. Positional distributions of fatty acids in glycerolipids 261 A. Introduction 261 B. Positional distribution of fatty acids in triacyl-sn-glycerols 261 1. Pancreatic lipase hydrolysis 2. Lipase of Rhizopus arrhizus 3. Chemical methods 4. Nuclear magnetic resonance (NMR) spectroscopy 5. Stereospecific analysis C. Enzymatic hydrolysis of complex lipids 271 1. Phospholipase Кг hydrolysis of phospholipids 2. Glycosyldiacylglycerols XIV CONTENTS PARTS Mass Spectrometric Analysis of Lipids in Lipidomícs 13. Introduction to mass spectrometric analysis of lipids in 277 lipidomics A. Lipidomics 277 B . Brief history of mass spectrometry for lipid analysis 279 1. Electron-impact and chemical ionization 2. Atmospheric pressure chemical ionization (APCI) 3. Fast-atom bombardment (FAB) 4. Thermospray ionization, field ionization, field desorption, plasma desorption, and laser desorption C. Modern developments in mass spectrometry for lipid analysis 284 1. Matrix-assisted laser desorption/ionization (MALDI) 2. Atmospheric pressure photoionization 3. Electrospray ionization (ESI) D. Tandem mass spectrometry modes useful for lipid analyses in lipidomics 2% 1. Product-ion scan 2. Precursor-ion scan 3. Neutral loss scan 4. Selected reaction monitoring E. Impact of recent developments related to mass spectrometric analyses 299 of lipids in lipidomics 1. Microfluidics for automated sample introduction into mass spectrometers for lipidomics 2 Off-axis ion inlets for atmospheric pressure ionization 3. Ion mobility mass spectrometry 4. Time-of-flight secondary ion mass spectrometry 5. Desorption electrospray ionization 14. Characterization of lipids by electrospray ionization mass 305 spectrometry A. Introduction 305 B. Characterization of individual classes of phospholipids 307 1. Phosphatidylcholines and related lipids 2. Phosphatidylethanolamines and related lipids 3. Anionie glycerophospholipids 4. Cardiolipin С Characterization of individual classes of sphingolipids 322 1. Sphingomyelin CONTENTS XV 2. Sulfatide 3. Cerebroside and psychosine 4. Inositol phosphoceramide 5. Ceramide 6. Sphingoid bases and sphingoid base-1-phosphates 7. Oligoglycosylceramides and gangliosides D. Characterization of simple glycerolipids and glycosyldiacylglycerols 334 1. Triacylglycerols 2. Di- and monoacylglycerols 3. Glycoglycerolipids 15. Practical identification of individuai lipid species in lipid 339 extracts of biological samples A. Introduction 339 1. Instrument selection 2. Sample size and sampling 3. Lipid extraction for identification and quantification 4. Sample inlets 5. Instrument settings B. LC-MS based identification of individual molecular species of lipid 34S classes C. Identification of individual molecular species of lipid classes by shotgun 349 lipidomics 1. Introduction 2. Multi-dimensional mass spectrometry 3. Identification of individual species of selected lipids using multi¬ dimensional MS-based shotgun lipidomics 4. Profiling individual species of lipids using a specific tandem mass spectrometric analysis 5. Identification of the altered lipid species of a cellular lipidome through differential lipid profiling D. Location of double bonds in individual lipid species 363 16. Quantification of lipid molecular species by electrospray 365 ionization mass spectrometry A. Introduction 365 B. Internal standards and normalization 366 С Quantification of lipids by HPLC-coupled ESI-MS and ESI-MS/MS 369 1. Quantification of lipid species by HPLC-coupled ESI-MS 2. Quantification of lipid species by HPLC-coupled ESI-MS/MS (i.e. SRM/MRM) XVI CONTENTS D. Quantification of Upids after direct infusion 374 1. Quantification of individual lipid species of a class by scanning a characteristic fragment diagnostic of the class 2. Quantification of individual lipid species by multiple or data- dependent tandem mass spectrometry 3. Quantification of individual lipid species by multi-dimensional MS-based shotgun lipidomics E. Concerns associated with quantification 381 1. Quantitative analysis in the unaggregated state at which molecular species of a polar lipid class have essentially identical ionization efficiencies 2. Ion suppression 3. Dynamic range 4. The impact of >3C isotopologues on quantification of individual lipid species 5. The effects of baseline noise on quantification of low-abundant lipid species 6. Data processing and bioinformatics F. Conclusions 392 References 393 Index 417 LIPID ANALYSIS 4th Edition William W. Christie and Xianlin Han This well-known and highly successful book was first published in 1973 and has been completely re-written in subsequent editions (published in 1982 and 2003). This new Fourth Edition has become necessary because of the pace of developments in mass spectrometry of intact lipids, which has given recognition of lipid analysis and lipidomics as a distinct science. To bring the book up to date with these developments, author William W. Christie is joined by co-author Xianlin Han. In order to include this new material it has been necessary to reduce substantially the amount of space devoted to the older Chromatographie procedures in comparison to the Third Edition. Nevertheless, Lipid Analysis remains a practical guide, in one volume, to the complexities of the analysis of lipids. As in past editions, it is designed to act as a primary source, of value at the laboratory bench rather than residing on a library shelf. The book deals with the isolation, separation, identification and structural analysis of glycerolipids, including triacylglycerols, phospholipids, sphingolipids, and the various hydrolysis products of these. The chapters follow a logical sequence from the extraction of lipids to the isolation and characterization of particular lipid classes and of molecular species of each, and to the mass spectrometric analysis of lipids in lipidomics. The new influence of mass spectrometry is due mainly to the development of electrospray ionization (ESI) and matrix-assisted laser desorption/ionization (MALDI). Most emphasis in this book is placed on ESI, which is enabling structural characterization of different lipid classes and the identification of novel lipids and their molecular species.
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series Oily Press lipid library
series2 Oily Press lipid library
spellingShingle Christie, William W.
Han, Xianlin
Lipid analysis isolation, separation, identification and lipidomic analysis
Oily Press lipid library
Lipide (DE-588)4035873-2 gnd
Analyse (DE-588)4122795-5 gnd
subject_GND (DE-588)4035873-2
(DE-588)4122795-5
title Lipid analysis isolation, separation, identification and lipidomic analysis
title_auth Lipid analysis isolation, separation, identification and lipidomic analysis
title_exact_search Lipid analysis isolation, separation, identification and lipidomic analysis
title_full Lipid analysis isolation, separation, identification and lipidomic analysis William W. Christie and Xianlin Han
title_fullStr Lipid analysis isolation, separation, identification and lipidomic analysis William W. Christie and Xianlin Han
title_full_unstemmed Lipid analysis isolation, separation, identification and lipidomic analysis William W. Christie and Xianlin Han
title_short Lipid analysis
title_sort lipid analysis isolation separation identification and lipidomic analysis
title_sub isolation, separation, identification and lipidomic analysis
topic Lipide (DE-588)4035873-2 gnd
Analyse (DE-588)4122795-5 gnd
topic_facet Lipide
Analyse
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