Lipidomics and Bioactive Lipids: Specialized Analytical Methods and Lipids in Disease

Preface......Page 3
Contributors to Volume 433......Page 5
Contents of Previous Volumes......Page 9
Liquid Chromatography Mass Spectrometry for Quantifying Plasma Lysophospholipids: Potential Biomarkers for Cancer Diagnosis......Page 35
Introduction......Page 36
Extraction of lipids......Page 40
Liquid Chromatography/Mass Spectrometry/Mass Spectrometry......Page 41
Standard curve calculation for analysis of plasma......Page 42
Discussion......Page 43
Challenges to the Development of a Clinically Applicable Screening Assay......Page 53
References......Page 55
Measurement of Eicosanoids in Cancer Tissues......Page 60
Introduction......Page 61
COX pathway......Page 62
LOX pathway......Page 63
Cytochrome P-450 pathway......Page 64
Brief Introduction of Multi-Dimensional MS-Based Shotgun Lipidomics......Page 65
Preparation of Samples......Page 66
Tissue homogenization......Page 67
Extraction using an octadecylsilyl silica column......Page 68
Chemicals and materials......Page 195
Thin-layer chromatography......Page 69
Silicic acid column chromatography......Page 70
High-pressure liquid chromatography......Page 71
Radioimmunoassay......Page 72
Enzyme immunoassay......Page 73
Gas chromatography-mass spectrometry......Page 74
Analysis of prostanoids......Page 75
Analysis of HETEs and EETs......Page 76
Liquid chromatography-mass spectrometry-mass spectrometry......Page 77
Acknowledgments......Page 239
References......Page 78
Noninvasive Assessment of the Role of Cyclooxygenases in Cardiovascular Health: A Detailed HPLC/MS/MS Method......Page 84
Introduction......Page 85
Purification of Analytes from Cell Culture Medium and Tissue......Page 86
Internal standard......Page 87
Extraction......Page 91
Chromatography......Page 92
Mass spectrometry......Page 94
Instrument operational parameters......Page 95
Liquid Chromatography-Mass Spectrometry of Cardiolipins in Total Lipid Extracts......Page 96
PGD2 (human)......Page 98
TxA2 (mouse)......Page 99
PGI2......Page 100
Concluding Remarks......Page 102
References......Page 104
Lipidomics in Diabetes and the Metabolic Syndrome......Page 106
Introduction......Page 107
Automated Interpretation of MS/MS Spectra Acquired in DDA Experiments......Page 149
Analysis of Human Heart Lipidome......Page 115
High Mass Resolution-Based Shotgun Lipidomics for the Analysis of Cardiolipin Molecular Species......Page 119
References......Page 257
References......Page 122
LC-MS-MS Analysis of Neutral Eicosanoids......Page 124
Introduction......Page 161
Equipment......Page 127
Endocannabinoids......Page 128
Endocannabinoids......Page 129
PG-Gs and PG-EAs......Page 132
Quantitation......Page 136
Endocannabinoid recovery......Page 138
PG-EA and PG-G recovery......Page 140
Linearity and Sensitivity......Page 141
Summary......Page 142
Acknowledgments......Page 143
Quantification of F2-Isoprostanes in Biological Fluids and Tissues as a Measure of Oxidant Stress......Page 146
Introduction......Page 147
Handling and Storage of Biological Fluids and Tissues for Quantification of F2-IsoPs......Page 148
Application of the Assay to Quantify F2-IsoPs in Biological Tissues and Fluids......Page 152
Alternative Methods for Measuring F2-IsoPs......Page 154
F2-Isoprostanes as an Index of Oxidant Stress In Vivo......Page 155
Summary......Page 156
References......Page 157
Measurement of Products of Docosahexaenoic Acid Peroxidation, Neuroprostanes, and Neurofurans......Page 160
Extraction and Hydrolysis of F4-Neuroprostane-Containing Phospholipids in Tissues and Biological Fluids......Page 165
Purification, Derivatization, and Quantification of F4-Neuroprostanes......Page 168
Analysis of biological samples containing low levels of F4-neuroprostanes......Page 170
Determination of the elution order......Page 171
Optimization of the F4-neuroprostane assay......Page 173
References......Page 174
Enantiomeric Separation of Hydroxy and Hydroperoxy Eicosanoids by Chiral Column Chromatography......Page 177
Introduction......Page 178
Selection of a chiral column......Page 179
Chiralpak AD and effects of the alcohol modifier......Page 180
Preparative synthesis of enantiomeric hydroperoxyeicosatetraenoic acid isomers......Page 181
Hydroxy fatty acids using HPLC with UV detection......Page 183
Saturated hydroxy-fatty acid derivatives......Page 185
Resolution of prostaglandins and isoprostanes......Page 186
Application of Chiral Columns for Separation of Diastereomers......Page 187
References......Page 188
Targeted Chiral Lipidomics Analysis by Liquid Chromatography Electron Capture Atmospheric Pressure Chemical Ionization Mass Spectrometry (LC-ECAPCI/MS)......Page 190
Introduction......Page 191
Electron-Capture Atmospheric-Pressure Chemical Ionization......Page 192
Dissociative Electron Capture......Page 193
Derivatization for LC-ECAPCI./MS......Page 194
Mass spectrometers......Page 209
Extraction of oxidized lipids in the cells or tissues......Page 196
Mass spectrometry of PFB derivatives......Page 197
Chiral liquid chromatography of PFB derivatives......Page 199
Standard curves and quantitative analysis of oxidized lipids......Page 201
Summary......Page 202
References......Page 203
Shotgun Lipidomics by Tandem Mass Spectrometry under Data-Dependent Acquisition Control......Page 206
Introduction......Page 207
Sample preparation for mass spectrometric analysis......Page 208
Data-dependent acquisition setup......Page 210
Inclusion lists for DDA-driven lipid profiling......Page 211
Boolean Scans: A Novel Scan Type Enabled by Postacquisition Data Processing......Page 214
Quantification of Cardiolipin......Page 255
Selected Reaction Monitoring in Quantification of Cholesterol and Cholesteryl Esters......Page 219
Acknowledgments......Page 220
References......Page 221
Identification of Intact Lipid Peroxides by Ag+ Coordination Ion-Spray Mass Spectrometry (CIS-MS)......Page 223
Introduction......Page 224
Ag+ Coordination Ion-Spray MS......Page 226
Generation of oxidation products from cholesterol arachidonate in vitro......Page 228
Analysis of oxidation products from cholesteryl arachidonate by Ag+ CIS-MS......Page 229
Results......Page 230
Identification of Intact Lipid Peroxides from Phospholipids by Ag+ CIS-MS......Page 234
Autoxidation of phospholipid 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC)......Page 235
Results......Page 236
Precautions of Applying Ag+ CIS-MS to Study Lipids......Page 237
Conclusions......Page 238
Quantification of Cardiolipin by Liquid Chromatography-Electrospray Ionization Mass Spectrometry......Page 242
Introduction......Page 243
Complexity of Cardiolipin Structure......Page 246
Analysis of Synthetic Cardiolipin Standards Using Liquid Chromatography-Mass Spectrometry......Page 247
Author Index......Page 260
Subject Index......Page 273