Content: Conjugation mechanisms of xenobiotic metabolism : mammalian aspects / John Caldwell --
Xenobiotic conjugation in fish and other aquatic species / Margaret O. James --
Xenobiotic conjugation in insects / C.F. Wilkinson --
Xenobiotic conjugation in higher plants / G.L. Lamoureux and D.G. Rusness --
Isolation of xenobiotic conjugates / W. Muecke --
Synthesis of xenobiotic conjugates / Åke Bergman --
Glucuronic acid, sulfate ester, and glutathione xenobiotic conjugates : analysis by mass spectrometry / Catherine Fenselau and Lauren Yellet --
Identification of xenobiotic conjugates by nuclear magnetic resonance spectrometry / V.J. Feil --
Lipophilic xenobiotic conjugates / Gary B. Quistad and David H. Hutson --
Acylation of xenobiotic alcohols: a metabolic pathway for drug retention / M.J.W. Chang, E.G. Leighty, G.C. Haggerty, and A.F. Fentiman, Jr. --
Novel polar xenobiotic conjugates / Gary B. Quistad --
Hidden xenobiotic conjugates / H. Wyman Dorough and John D. Webb --
A novel lipophilic cholesterol ester conjugate from fenvalerate : its formation and toxicological significance / Junshi Miyamoto, Hideo Kaneko, and Yasuyoshi Okuno --
Bioactivation of xenobiotics by conjugation / Gerard J. Mulder, John H.N. Meerman, and Ans M. van den Goorbergh --
Catabolism of glutathione conjugates / J.E. Bakke --
The disposition of plant xenobiotic conjugates in animals / Valerie T. Edwards and David H. Hutson.
Author(s): Gaylord D. Paulson, John Caldwell, David H. Hutson, and Julius J. Menn (Eds.)
Series: ACS Symposium Series 299
Publisher: American Chemical Society
Year: 1986
Language: English
Pages: 360
City: Washington, D.C
Title Page......Page 1
Half Title Page......Page 3
Copyright......Page 4
ACS Symposium Series......Page 5
FOREWORD......Page 6
PdftkEmptyString......Page 0
PREFACE......Page 7
1 Conjugation Mechanisms of Xenobiotic Metabolism: Mammalian Aspects......Page 9
Historical perspective......Page 11
The major conjugation reactions......Page 14
Glucuronic acid conjugation......Page 15
Sulfate conjugation......Page 18
Acetylation......Page 20
Glutathione Conjugation......Page 22
Epoxide hydration......Page 23
Nature of interspecies differences in xenobiotic conjugation......Page 24
Biological significance of the metabolic conjugation reactions......Page 26
Concluding remarks......Page 29
Literature Cited......Page 30
2 Xenobiotic Conjugation in Fish and Other Aquatic Species......Page 36
Glycoside Conjugation......Page 37
Glutathione Conjugation And Mercapturic Acid Biosynthesis......Page 41
Amino Acid Conjugation.......Page 47
Acknowledgments......Page 51
Literature Cited......Page 52
3 Xenobiotic Conjugation in Insects......Page 55
Glycoside formation......Page 56
Sulfate conjugation......Page 57
Phosphate conjugation......Page 59
Amino acid conjugation......Page 61
Glutathione conjugation......Page 62
Literature cited......Page 66
4 Xenobiotic Conjugation in Higher Plants......Page 69
O-Glucosides......Page 74
N-Glucosides......Page 79
Glucose ester conjugates......Page 81
N-O-Glucosides......Page 83
S-GLUCOSIDES......Page 84
Complex Glucose Conjugates......Page 85
Glutathione conjugation......Page 88
N-Malonyl and O-malonyl conjugates......Page 93
Amino acid conjugation......Page 96
Lipophilic Conjugates......Page 98
Bound residues......Page 100
Conclusions......Page 104
Literature Cited......Page 105
5 Isolation of Xenobiotic Conjugates......Page 113
Enrichment Methods......Page 114
Liquid Column Chromatography......Page 116
High Performance Liquid Chromatography......Page 120
The Ultimate Purification......Page 124
Literature Cited......Page 126
6 Synthesis of Xenobiotic Conjugates......Page 129
Synthesis of Glucuronic acid conjugates......Page 130
Synthesis of Glucose conjugates......Page 135
Synthesis of Sulfate conjugates......Page 137
Synthesis of Glutathione, Cysteinylglycine, Cysteine and N-Acetyl-Cysteine conjugates......Page 141
Synthesis of Methyl Sulfide, Sulfoxide and Sulfone Metabolites of Xenobiotics......Page 149
Synthesis of Amino acid conjugates......Page 151
Literature Cited......Page 154
7 Glucuronic Acid, Sulfate Ester, and Glutathione Xenobiotic Conjugates Analysis by Mass Spectrometry......Page 164
Glucuronic Acid Conjugate Desorption......Page 165
Glutathione Desorption......Page 168
Ion Evaporation and LCMS......Page 170
FAB Analysis of Glucuronides of Carbinolamines and Oximes.......Page 172
Literature Cited......Page 179
Techniques......Page 182
Shift Reagents......Page 183
Other Nuclei......Page 184
Amino acid conjugates......Page 185
Sulfates......Page 192
Carbohydrate Conjugates......Page 195
Miscellaneous Conjugates......Page 200
Literature Cited......Page 203
9 Lipophilic Xenobiotic Conjugates......Page 208
Glycerides......Page 209
Cholesterol Esters......Page 210
Fatty Acid Derivatives......Page 212
The Significance of Xenobiotic Lipid Conjugates......Page 214
Literature Cited......Page 216
10 Acylation of Xenobiotic Alcohols: A Metabolic Pathway for Drug Retention......Page 218
The Biochemical Mechanism of Formation......Page 219
Studies on the Biological Effects of Some Persistent Fatty Acid Conjugates......Page 221
Literature Cited......Page 223
Animals......Page 225
Plants......Page 237
Literature Cited......Page 240
12 Hidden Xenobiotic Conjugates......Page 246
Analytical Problems......Page 247
Further Metabolism of Conjugates......Page 248
Deconjugation and Further Metabolism......Page 259
Conjugate Alteration During Storage and Handling......Page 266
Literature Cited......Page 268
13 A Novel Lipophilic Cholesterol Ester Conjugate from Fenvalerate Its Formation and Toxicological Significance......Page 270
Literature Cited......Page 282
14 Bioactivation of Xenobiotics by Conjugation......Page 284
Toxification by sulfation......Page 285
Glucuronidation......Page 294
Glutathione conjugation......Page 296
Conclusion......Page 299
Literature Cited......Page 300
15 Catabolism of Glutathione Conjugates......Page 303
Interorgan Translocation of MAP and PreMAP Metabolites......Page 304
Biotransformations Occurring with Glutathione Conjugates (Table I)......Page 306
Literature Cited......Page 320
16 The Disposition of Plant Xenobiotic Conjugates in Animals......Page 324
Plant Conjugates......Page 326
Sugar Conjugates......Page 328
Malonates......Page 332
Amino acid conjugates......Page 334
Glutathione Conjugates and Derivatives......Page 335
Polymeric Conjugates......Page 337
Conclusions......Page 340
Literature Cited......Page 341
Author Index......Page 343
A......Page 344
B......Page 345
C......Page 346
E......Page 348
F......Page 349
G......Page 350
H......Page 351
K......Page 352
M......Page 353
N......Page 354
P......Page 355
S......Page 357
T......Page 358
X......Page 359
