Conjugation deconjugation reactions in drug metabolism and toxicity: [with 34 tables]
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Berlin [u.a.]
Springer
1994
|
| Schriftenreihe: | Handbook of experimental pharmacology
112 |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | Literaturangaben |
| Beschreibung: | XXIV, 530 S. Ill., graph. Darst. |
| ISBN: | 3540571221 0387571221 |
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| 245 | 1 | 0 | |a Conjugation deconjugation reactions in drug metabolism and toxicity |b [with 34 tables] |c contributors K. W. Bock ... Ed. Frederick C. Kauffman |
| 246 | 1 | 3 | |a Conjugation-deconjugation reactions in drug metabolism and toxicity |
| 264 | 1 | |a Berlin [u.a.] |b Springer |c 1994 | |
| 300 | |a XXIV, 530 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 1 | |a Handbook of experimental pharmacology |v 112 | |
| 500 | |a Literaturangaben | ||
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| 650 | 7 | |a Metabolic Detoxification |2 cabt | |
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| 650 | 4 | |a Metabolic Detoxication, Drug | |
| 650 | 4 | |a Metabolic conjugation | |
| 650 | 4 | |a Pharmaceutical Preparations |x metabolism | |
| 650 | 4 | |a Xenobiotics |x Metabolic detoxification | |
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Datensatz im Suchindex
| _version_ | 1804123738447282176 |
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| adam_text | CONJUGATION-DECONJUGATION REACTIONS IN DRUG METABOLISM AND TOXICITY
CONTRIBUTORS K.W. BOCK, B. BURCHELL, M. CHIBA, D.J. CLARKE, C.R.
CREVELING C. FENSELAU, F.C. KAUFFMAN, G.Y. KWEI, S.S. LAU, W. LILIENBLUM
A.Y.H. LU, J.A. MILLER, T.J. MONKS, E.K. NOVAK, D. OTTERNESS K.S. PANG,
C.B. PICKETT, L.A. REINKE, T.H. RUSHMORE, Y.-J. SURH R.T. SWANK, D.R.
THAKKER, R.G. THURMAN, K.P. VATSIS, M. VORE C.Y. WANG, W.W. WEBER, R.
WEINSHILBOUM, J. ZALESKI, L. ZHEN EDITOR FREDERICK C. KAUFFMAN
SPRINGER-VERLAG BERLIN HEIDELBERG NEW YORK LONDON PARIS TOKYO HONG KONG
BARCELONA BUDAPEST CONTENTS SECTION I: TRANSFERASES AND HYDROLASES
INVOLVED IN PHASE II CONJUGATION-DECONJUGATION REACTIONS, GENETIC
POLYMORPHISM AND REGULATION OF EXPRESSION CHAPTER 1 THE URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE MULTIGENE FAMILY: FUNCTION AND
REGULATION D.J. CLARKE AND B. BURCHELL. WITH 7 FIGURES 3 A. INTRODUCTION
3 B. THE PHYSIOLOGICAL ROLES OF URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASES 3 I. ENDOGENOUS COMPOUND METABOLISM 3 II. DRUG
AND XENOBIOTIC CONJUGATION 4 III. ROLE OF GLUCURONIDATION IN OLFACTION
AND.GLYCOLIPID BIOSYNTHESIS 7 C. LOCALISATION OF URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASES... 8 I. TISSUE DISTRIBUTION 8 II. TOPOLOGY OF
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASES IN THE ENDOPLASMIC
RETICULUM... 9 D. THE URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE
MULTIGENE FAMILY 10 I. ELUCIDATION OF URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASE HETEROGENEITY 10 II. PRIMARY STRUCTURE AND
POST-TRANSLATIONAL PROCESSING OF URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASES 16 III. SUBSTRATE SPECIFICITY OF URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE ISOFORMS 19 1. RAT URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE ISOFORMS 19 2. HUMAN URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE ISOFORMS 20 IV. STRUCTURE AND
MAPPING OF URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE GENE LOCI 22 XII
CONTENTS E. FACTORS AFFECTING URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASE EXPRESSION 24 I. ONTOGENY 24 II. INDUCTION BY
XENOBIOTICS 25 III. GENETIC DEFICIENCIES 26 1. DEFICIENCY OF
ANDROSTERONE URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 26 2. THE GUNN
RAT 27 3. CRIGLER-NAJJAR SYNDROME 27 4. GILBERT SYNDROME 28 F.
CONCLUDING REMARKS 28 REFERENCES 29 CHAPTER 2 SULFOTRANSFERASE ENZYMES
R. WEINSHILBOUM AND D. OTTERNESS. WITH 6 FIGURES 45 A. INTRODUCTION 45
B. CLASSIFICATION OF SULFOTRANSFERASE ENZYMES 48 I. INTRODUCTION 48 II.
HUMAN SULFOTRANSFERASE ENZYME CLASSIFICATION 49 III. RAT
SULFOTRANSFERASE ENZYME CLASSIFICATION 50 IV. MOLECULAR CLASSIFICATION
OF SULFOTRANSFERASE ENZYMES 51 C. ASSAYS FOR SULFOTRANSFERASE ENZYMES 56
D. PURIFICATION OF SULFOTRANSFERASE ENZYMES 57 E. MOLECULAR CLONING OF
SULFOTRANSFERASE ENZYME CDNAS 58 I. INTRODUCTION 58 II. PHENOL
SULFOTRANSFERASE CDNAS 59 III. ESTROGEN SULFOTRANSFERASE CDNAS 62 IV.
HYDROXYSTEROID SULFOTRANSFERASE CDNAS 62 V. FLAVONOL SULFOTRANSFERASE
CDNAS 63 VI. CONCLUSIONS 63 F. PROPERTIES OF SULFOTRANSFERASE ENZYMES 64
I. INTRODUCTION 64 II. PHENOL SULFOTRANSFERASE PROPERTIES 64 1. HUMAN
PHENOL SULFOTRANSFERASE PROPERTIES 64 2. RAT PHENOL SULFOTRANSFERASE
PROPERTIES 65 3. PROPERTIES OF PHENOL SULFOTRANSFERASE IN OTHER SPECIES
66 III. ESTROGEN SULFOTRANSFERASE PROPERTIES 66 IV. HYDROXYSTEROID
SULFOTRANSFERASE PROPERTIES 67 V. FLAVONOL SULFOTRANSFERASE PROPERTIES
68 CONTENTS XIII G. REGULATION OF SULFOTRANSFERASE ENZYMES 68 I.
INTRODUCTION 68 II. SULFOTRANSFERASE ENZYME PHARMACOGENETICS 69 III.
HUMORAL REGULATION OF SULFOTRANSFERASE ENZYMES 70 H. CONCLUSION 71
REFERENCES 72 CHAPTER 3 REGULATION OF EXPRESSION OF RAT LIVER
GLUTATHIONE S-TRANSFERASES: XENOBIOTIC AND ANTIOXIDANT INDUCTION OF THE
YA SUBUNIT GEN E T.H. RUSHMORE, C.B. PICKETT, AND A.Y.H. LU. WITH 6
FIGURES 79 A. PERSPECTIVES 79 B. OCCURRENCE AND STRUCTURE 80 C.
NOMENCLATURE 80 D. CDNA AND GENOMIC CLONES OF RAT GLUTATHIONE
S-TRANSFERASES .. 81 I. CDNA CLONES OF THE ALPHA GENE FAMILY (SUBUNITS
YAL, YA2, AND YC) 81 II. CDNA CLONES OF THE MU GENE FAMILY (SUBUNITS
YBL, YB2, YB3, AND YB4) 83 III. CDNA CLONES OF THE PI GENE FAMILY
(SUBUNIT YP) 84 IV. CDNA CLONES OF THE THETA GENE FAMILY (SUBUNIT YRS)
84 V. CDNA CLONES OF THE MICROSOMAL GENE FAMILY 85 E. STRUCTURE OF
GLUTATHIONE S-TRANSFERASE GENES 85 I. GLUTATHIONE S-TRANSFERASE ALPHA
CLASS FAMILY 85 II. GLUTATHIONE S-TRANSFERASE MU CLASS FAMILY 86 III.
GLUTATHIONE S-TRANSFERASE PI CLASS FAMILY 87 F. STRUCTURE-FUNCTION
ANALYSIS OF GLUTATHIONE S-TRANSFERASES 87 I. SITE-DIRECTED MUTAGENESIS
87 II. CRYSTALLOGRAPHIC SOLUTION OF GLUTATHIONE S-TRANSFERASES ... 88 G.
TRANSCRIPTIONAL REGULATION OF GLUTATHIONE S-TRANSFERASE GENE EXPRESSION
90 I. PI GENE (SUBUNIT YP) 90 II. ALPHA GENE (SUBUNIT YAL) 90 1.
IDENTIFICATION OF REGULATORY ELEMENTS 91 2. SEQUENCE REQUIREMENTS OF THE
ANTIOXIDANT-RESPONSIVE ELEMENT FOR BASAL AND XENOBIOTICALLY INDUCIBLE
ACTIVITY ; 92 3. INDUCTION OF THE YA SUBUNIT GENE BY PHENOLIC
ANTIOXIDANTS THROUGH THE ANTIOXIDANT- RESPONSIVE ELEMENT 93 4. DNA
BINDING STUDIES 95 XIV CONTENTS H. TRANSCRIPTIONAL ACTIVATION THROUGH
THE ANTIOXIDANT- AND XENOBIOTIC-RESPONSIVE ELEMENT: A STUDY OF MODEL
COMPOUNDS 98 I. MECHANISMS OF INDUCTION OF GLUTATHIONE S-TRANSFERASE YAL
SUBUNIT GENE 100 REFERENCES 102 CHAPTER 4 HUMAN N-ACETYLTRANSFERASES
K.P. VATSIS AND W.W. WEBER. WITH 3 FIGURES 109 A. INTRODUCTION 109 B.
BIOCHEMICAL AND IMMUNOCHEMICAL STUDIES ON LIVER CYTOSOLIC
IV-ACETYLTRANSFERASES 110 C. MOLECULAR GENETICS OF N- ACETYLTRANSFERASES
ILL I. IDENTIFICATION OF N- ACE TYLTRANSFERASE GENES ILL 1. CLONING AND
CHROMOSOMAL MAPPING ILL 2. HETEROLOGOUS EXPRESSION 112 II. PROPERTIES OF
HEPATIC AND RECOMBINANT N-ACETYLTRANSFERASES 113 1. SUBSTRATE
SELECTIVITY 113 2. STABILITY 115 D. THE NAT2 LOCUS 115 I. STRUCTURAL
HETEROGENEITY 115 1. CODING REGION MUTATIONS 115 2. FAR DOWNSTREAM
MUTATIONS 115 3. ALLELIC AND GENOTYPIC FREQUENCIES 117 II.
CHARACTERIZATION OF MUTANTS 119 1. MRNA AND PROTEIN CONTENT IN
GENOTYPICALLY DENNED LIVER TISSUE 119 2. TRANSFECTION OF MAMMALIAN CELLS
WITH NAT 2 ALLELES AND CHIMERIC GENE CONSTRUCTS 120 E. THE NAT1 LOCUS
121 I. STRUCTURAL HETEROGENEITY 121 1. ALLELIC VARIANTS OF CAUCASIAN
NAT1 121 2. ETHNIC DIFFERENCES IN WILD-TYPE NAT1 123 II. FUNCTIONAL
ASPECTS OF ALLELIC HETEROGENEITY * 123 1. INDIVIDUAL VARIATION IN
N-ACETYLATION OF NAT1 SUBSTRATES IN VIVO 125 2. INDIVIDUAL VARIATION IN
,/V-ACETYLATION OF NAT1 SUBSTRATES IN VITRO 126 F. INDEPENDENT
EXPRESSION OF NA TL AND NA T 2 127 REFERENCES 128 CONTENTS XV CHAPTER 5
GENETIC REGULATION OF THE SUBCELLULAR LOCALIZATION AND EXPRESSION OF
GLUCURONIDASE R.T. SWANK, E.K. NOVAK, AND L. ZHEN. WITH 5 FIGURES 131 A.
INTRODUCTION 131 B. ENDOPLASMIC RETICULUM GLUCURONIDASE 131 I.
BACKGROUND 131 II. SPECIES DISTRIBUTION OF LIVER ENDOPLASMIC RETICULUM
GLUCURONIDASE 132 III. ORGAN AND CELLULAR DISTRIBUTION OF THE
ENDOPLASMIC RETICULUM GLUCURONIDASE-EGASYN COMPLEX 133 IV. SUBCELLULAR
DISTRIBUTION OF THE COMPLEX 133 1. BACKGROUND 133 2. GLUCURONIDASE IS
LOCATED WITHIN THE LUMEN OF THE ENDOPLASMIC RETICULUM 134 V. LYSOSOMAL
GLUCURONIDASE WAS ASSOCIATED WITH EGASYN DURING SUBCELLULAR TRANSIT 134
VI. EGASYN IS AN ESTERASE 135 1. BACKGROUND 135 2. IDENTITY OF EGASYN
ESTERASE 136 VII. THE EGASYN-GLUCURONIDASE INTERACTION IS HIGHLY
SPECIFIC 136 VIII. THE ESTERASE-ACTIVE SITE OF EGASYN IS INVOLVED IN
COMPLEX FORMATION 137 IX. THE PROPEPTIDE PORTION OF THE GLUCURONIDASE
PRECURSOR IS INVOLVED IN COMPLEX FORMATION 137 X. SEQUENCE SIMILARITY OF
THE GLUCURONIDASE PROPEPTIDE WITH PORTIONS OF THE REACTIVE SITE REGION
OF THE SERPIN SUPERFAMILY 140 XI. ENDOPLASMIC RETICULUM RETENTION SIGNAL
OF EGASYN 142 XII. ENDOPLASMIC RETICULUM RETENTION SIGNALS OF OTHER
ESTERASES 143 XIII. IS COMPLEXATION WITH OTHER PROTEINS A GENERAL
FUNCTION OF ENDOPLASMIC RETICULUM ESTERASES? 144 XIV. PHYSIOLOGICAL ROLE
OF ENDOPLASMIC RETICULUM GLUCURONIDASE 146 XV. PHYSIOLOGICAL ROLE OF
ENDOPLASMIC RETICULUM ESTERASES 147 XVI. ABNORMAL SUBCELLULAR
DISTRIBUTION OF GLUCURONIDASE IN THE GUS N MOUSE 148 C. REGULATION OF
EXPRESSION OF GLUCURONIDASE :.... 148 I. ANDROGEN-REGULATED GENETIC
ELEMENTS 148 II. ESTROGEN-SPECIFIC {GUS-E) GENETIC ELEMENTS 150 XVI
CONTENTS III. TISSUE-SPECIFIC (GUS-U) AND TEMPORAL (GUS-T) GENETIC
ELEMENTS 151 D. AN EXOGLUCURONIDASE ACTING ON NONSULFATED
GLYCOSAMINOGLYCANS 152 E. INHERITED /?-GLUCURONIDASE DEFICIENCY STATES
153 I. MUCOPOLYSACCHARIDOSIS VII IN HUMANS 153 II. ANIMAL MODELS OF
MUCOPOLYSACCHARIDOSIS VII 154 REFERENCES 156 CHAPTER 6 MICROSOMAL
AMIDASES AND CARBOXYLESTERASES C.Y. WANG. WITH 5 FIGURES 161 A.
INTRODUCTION 161 B. DISTRIBUTION OF MICROSOMAL
AMIDASES/CARBOXYLESTERASES 162 C. PURIFICATION OF MICROSOMAL
AMIDASES/CARBOXYLESTERASES FROM DIFFERENT SPECIES 165 I. RABBIT 165 II.
RAT , 165 III. MOUSE 171 IV. HAMSTER 171 V. GUINEA PIG 172 VI. DOG 173
VII. HUMAN 174 VIII. MONKEY 174 IX. PIG . 175 X. COW 175 D. PHYSICAL
AND CHEMICAL CHARACTERISTICS OF AMIDASES/ CARBOXYLESTERASES 175 I..
AMINO ACID COMPOSITIONS AND AMINO ACID SEQUENCES 175 II. GLYCOSYLATION
SITES 176 III. ACTIVE SITES 176 IV. ANTIGENICITIES 177 E. CATALYTIC
PROPERTIES 177 I. CATALYTIC ACTIVITIES 177 II. REACTION MECHANISMS 178
III. ENZYME INHIBITION 179 1. SUBSTRATE INHIBITION 179 2. INACTIVATION
OF ACTIVE SITES 179 F. REGULATION OF EXPRESSION OF
AMIDASES/CARBOXYLESTERASES 180 I. REGULATION BY AMIDASE/CARBOXYLESTERASE
GENES 180 II. REGULATION BY HORMONES 181 CONTENTS XVII 1. REGULATION BY
SEX HORMONES 181 2. REGULATION BY PITUITARY HORMONES 181 3. REGULATION
BY PANCREATIC HORMONES 181 III. ENZYME INDUCTION ; 181 G. ROLE OF
AMIDASE/CARBOXYLESTERASE IN ARYLACETAMIDE TOXICITIES AND
CARCINOGENICITIES 182 I. TOXICITY OF PHENACETIN AND ACETAMINOPHEN 182
II. CARCINOGENICITY OF ARYLAMINES 182 REFERENCES 183 CHAPTER 7 O-, N-,
AND S-METHYLTRANSFERASES C.R. CREVELING AND D.R. THAKKER. WITH 2 FIGURES
189 A. INTRODUCTION 189 B. THE METHYL TRANSFER REACTION 189 C.
5-ADENOSYL-L-METHIONINE 191 D. O-METHYLATION 193 I. OVERVIEW 193 II.
CATECHOL O-METHYLTRANSFERASE 195 1. ENZYMOLOGY 195 2. INHIBITORS 195 3.
ROLE OF CATECHOL O-METHYLTRANSFERASE IN THE THERAPY OF PARKINSON S
DISEASE 197 4. MOLECULAR AND STRUCTURAL BIOLOGY 198 III. HYDROXYINDOLE
O-METHYLTRANSFERASE 200 1. ENZYMOLOGY 200 2. MOLECULAR AND STRUCTURAL
BIOLOGY 200 E. N-METHYLATION 201 I. OVERVIEW 201 II. PHENETHANOLAMINE
N-METHYLTRANSFERASE 203 1. ENZYMOLOGY 203 2. MOLECULAR AND STRUCTURAL
BIOLOGY 203 III. HISTAMINE AF-METHYLTRANSFERASE 204 1. ENZYMOLOGY 204 2.
MOLECULAR AND STRUCTURAL BIOLOGY 205 F. S-METHYLATION 205 I. OVERVIEW
205 II. 5-METHYLTRANSFERASES 205 G. PHARMACOGENETICS OF
METHYLTRANSFERASES , 206 H. CONCLUSION 207 REFERENCES 207 XVIII CONTENTS
SECTION II: REGULATION OF PHASE II CONJUGATION: DECONJUGATION REACTIONS
IN INTACT CELLS AND TISSUES CHAPTER 8 COFACTOR SUPPLY AS A RATE-LIMITING
DETERMINANT OF HEPATIC CONJUGATION REACTIONS L.A. REINKE, F.C. KAUFFMAN,
AND R.G. THURMAN. WITH 5 FIGURES 219 A. INTRODUCTION 219 I. ENERGY
REQUIREMENTS FOR CONJUGATION 219 II. METABOLIC BURDEN OF CONJUGATION 220
III. DRUG SUBSTRATE CONCENTRATION AS A RATE-DETERMINING FACTOR FOR
CONJUGATION REACTIONS 220 B. MODELS USED TO STUDY REGULATION OF
CONJUGATION 222 C. GLUCURONIDATION 223 I. URIDINE DIPHOSPHATE GLUCURONIC
ACID METABOLISM . 223 II. CARBOHYDRATE SUPPLIES 224 1. GLYCOGEN LEVELS
224 2. ENDOCRINE DISORDERS AND GLUCURONIDATION 225 III. CELLULAR
ENERGETICS AND GLUCURONIDATION 225 1. HYPOXIA 226 2. METABOLIC
INHIBITORS 226 IV. THE CELLULAR OXIDATION-REDUCTION STATE AND
GLUCURONIDATION 227 V. OTHER FACTORS INFLUENCING GLUCURONIDATION 228
1. VOLATILE ANESTHETICS 228 2. EFFECTS OF DRUGS AND OTHER CHEMICALS 228
VI. INTRACELLULAR TRANSPORT OF URIDINE DIPHOSPHATE GLUCURONIC ACID 229
D. SULFATE CONJUGATION 229 I. 3 -PHOSPHOADENOSINE-5 -PHOSPHOSULFATE
METABOLISM 229 II. AVAILABILITY OF INORGANIC SULFATE AND RATES OF
HEPATIC SULFATION 231 III. RATE-LIMITING FACTORS FOR SULFATE CONJUGATION
232 IV. CELLULAR ENERGETICS AND SULFATION 233 V. OTHER METABOLIC FACTORS
AFFECTING 3 -PHOSPHOADENOSINE- 5 -PHOSPHOSULFATE LEVELS 233 VI. FUTILE
CYCLING OF SULFATE CONJUGATES 234 E. GLUTATHIONE 234 I. GLUTATHIONE
SYNTHESIS AND METABOLISM 234 II. MECHANISMS OF DEPLETION OF HEPATIC
GLUTATHIONE 235 1. CONJUGATION OF ELECTROPHILIC COMPOUNDS 236 2.
OXIDATIVE STRESS 236 CONTENTS XIX 3. INHIBITION OF GLUTATHIONE SYNTHESIS
237 4. FASTING AND NUTRITIONAL INFLUENCES 238 5. HEPATIC ENERGETICS 238
6. OTHER FACTORS WHICH DECREASE GLUTATHIONE 238 III. METHODS OF
INCREASING HEPATIC CONCENTRATIONS OF GLUTATHIONE 239 F. OTHER PATHWAYS
OF HEPATIC CONJUGATION 239 REFERENCES 239 CHAPTER 9 REGULATION OF DRUG
CONJUGATE PRODUCTION BY FUTILE CYCLING IN INTACT CELLS F.C. KAUFFMAN.
WITH 4 FIGURES 245 A. INTRODUCTION 245 B. PROPERTIES OF HYDROLASES AND
TRANSFERASES RELATED TO FUTILE CYCLING OF CONJUGATES 245 C. FUTILE
CYCLING OF GLUCURONIDE CONJUGATES 248 D. FUTILE CYCLING OF SULFATE
CONJUGATES 251 E. CONCLUSION 253 REFERENCES 253 CHAPTER 10
PHARMACOKINETIC MODELING OF DRUG CONJUGATES K.S. PANG AND M. CHIBA. WITH
22 FIGURES 257 A. INTRODUCTION 257 B. HEPATIC MODELING: TUBULAR FLOW
MODEL 260 I. TRANSMEMBRANE BARRIER 263 II. ZONATION OF ENZYMIC
ACTIVITIES 266 III. NONLINEAR PROTEIN BINDING 271 IV. FUTILE CYCLING 277
V. FLOW 287 VI. COSUBSTRATE 289 C. CONCLUDING REMARKS 300 REFERENCES 300
CHAPTER 11 REGULATION OF DRUG CONJUGATE PROCESSING BY HEPATOCELLULAR
TRANSPORT SYSTEMS M. VORE. WITH 1 FIGURE 311 A. INTRODUCTION 311 B.
TRANSPORT ACROSS THE BASOLATERAL DOMAIN 313 XX CONTENTS I. TRANSPORT
FROM PLASMA INTO THE HEPATOCYTE 313 1. NA + -TAUROCHOLATE CO TRANSPORT -
A MULTISPECIFIC SYSTEM 313 2. NA + -INDEPENDENT TRANSPORT SYSTEMS 315
II. TRANSPORT FROM HEPATOCYTE TO PLASMA 316 C. TRANSPORT ACROSS THE
CANALICULAR DOMAIN 317 I. TRANSPORT SYSTEMS FROM THE HEPATOCYTE INTO
BILE 317 1. P-GLYCOPROTEIN 317 2. BILE ACID TRANSPORT SYSTEMS 320 3.
NONBILE ACID ORGANIC ANION TRANSPORT SYSTEMS 324 II. TRANSPORT FROM BILE
INTO THE HEPATOCYTE 328 REFERENCES 330 SECTION III: PHARMACOLOGY AND
TOXICOLOGY OF DRUG CONJUGATES CHAPTER 12 BIOLOGICALLY ACTIVE CONJUGATES
OF DRUGS AND TOXIC CHEMICALS F.C. KAUFFMAN, J. ZALESKI, R.G. THURMAN,
AND G.Y. KWEI. WITH 5 FIGURES 341 A. INTRODUCTION 341 B. BIOLOGICALLY
ACTIVE DRUG CONJUGATES 341 I. MORPHINE-6-GLUCURONIDE 342 II. MINOXIDIL
SULFATE 344 III. OTHER DRUG CONJUGATES 346 1. RETINOID GLUCURONIDES 346
2. FATTY ACID CONJUGATES 347 3. ACYL-LINKED GLUCURONIDES 349 4. BILE
ACID CONJUGATES 349 5. POLYMERIC CONJUGATES 351 C. STEROIDS 352 I.
GLUCURONIDES 352 II. SULFATES 352 1. PREGNENOLONE SULFATE 352 2.
DEHYDROEPIANDROSTERONE SULFATE 354 D. TOXIC CONJUGATES FORMED AND
RELEASED FROM LIVER 355 I. POLYCYCLIC AROMATIC HYDROCARBONS 355 II.
GLUTATHIONE CONJUGATES 358 E. ACTIVATION OF DRUG CONJUGATES BY TARGETED
ENZYMES 359 F. CONCLUSIONS 360 REFERENCES 361 CONTENTS XXI CHAPTER 13
ACYL GLUCURONIDES AS CHEMICALLY REACTIVE INTERMEDIATES C. FENSELAU. WITH
10 FIGURES 367 A. ACYL GLUCURONIDES AS CHEMICALLY REACTIVE INTERMEDIATES
367 B. INTRAMOLECULAR REARRANGEMENTS 371 C. NUCLEOPHILIC DISPLACEMENT
374 D. COVALENT BONDING TO BIOPOLYMERS 375 I. ALBUMIN AS NUCLEOPHILE 378
II. FOUR REAGENTS AND THREE MECHANISMS 380 III. PRODUCT STABILITIES 383
E. IMPLICATIONS 384 REFERENCES 385 CHAPTER 14 ROLES OF URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASES IN CHEMICAL CARCINOGENESIS K.W.
BOCK AND W. LILIENBLUM. WITH 9 FIGURES 391 A. INTRODUCTION 391 I.
CONTROL OF NUCLEOPHILIC METABOLITES BY GLUCURONIDATION PREVENTING THEIR
CONVERSION TO ELECTROPHILIC, REACTIVE METABOLITES 391 II. INITIATION OF
CARCINOGENESIS BY REACTIVE METABOLITES 392 III. TUMOR PROMOTION AND
REACTIVE METABOLITES 393 B. GLUCURONIDES AS TRANSPORT FORMS OF
CARCINOGENS 394 I. BLADDER CARCINOGENESIS 394 II. COLON CARCINOGENESIS
397 C. ROLE OF GLUCURONIDATION IN DETOXICATION OF CARCINOGENS 399 I.
AROMATIC HYDROCARBONS 399 1. BENZO(A)PYRENE 399 2. BENZENE 400 3.
2-HYDROXYBIPHENYL 401 II. AROMATIC AMINES 401 1. 2-ACETYLAMINOFLUORENE
401 2. OTHERS 402 D. METABOLISM OF CARCINOGENS BY ISOZYMES OF THE
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE ENZYME SUPERFAMILY 403 I.
FACTORS CONTROLLING GLUCURONIDE FORMATION IN THE INTACT CELL 403 1. THE
URIDINE DIPHOSPHATE GLUCURONIC ACID LEVEL 403 2. LOCALIZATION OF URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE: LATENCY 403 3. INTERACTION OF
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASES WITH PHOSPHOLIPIDS 405 XXII
CONTENTS 4. SEQUESTRATION OF SUBSTRATES IN THE MICROSOMAL MEMBRANE 405
II. FUNCTIONS OF URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE ISOZYMES
406 1. URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE ENZYME SUPERFAMILY
406 2. SUBSTRATE SPECIFICITY OF PHENOL URIDINE DIPHOSPHATE
GLUCURONOSYLTRANSFERASES IN FAMILY 1A 409 E. REGULATION OF URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE ISOZYMES 411 I. GENERAL FEATURES 411
II. REGULATION OF PHENOL URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE BY
THE AH RECEPTOR 412 III. PERSISTENT ALTERATIONS OF PHENOL URIDINE
DIPHOSPHATE GLUCURONOSYLTRANSFERASE IN PRENEOPLASTIC LIVER 415 F.
CONCLUSIONS 417 REFERENCES 418 CHAPTER 15 SULFONATION IN CHEMICAL
CARCINOGENESIS J.A. MILLER AND Y.-J. SURH. WITH 11 FIGURES 429 A.
INTRODUCTION 429 B. METABOLIC ACTIVATION OF CHEMICAL CARCINOGENS BY
SULFONATION ... 430 I. AROMATIC AMIDES AND AMINES 430 1.
2-ACETYLAMINOFLUORENE 430 2. 4-ACETYLAMINOBIPHENYL 432 3.
4-ACETYLAMINOSTILBENE 433 4. 2-ACETYLAMINOPHENANTHRENE 433 5. PHENACETIN
433 6. 4-AMINOAZOBENZENE, N-METHYM-AMINOAZOBENZENE, AND
IV,YV-DIMETHYL-4-AMINOAZOBENZENE 434 7. BENZIDINE 434 8. HETEROCYCLIC
AROMATIC AMINES 434 9. HYDROXYLAMINE-O-SULFONIC ACID , 435 II.
ALKENYLBENZENES 436 1. SAFROLE AND ESTRAGOLE 436 2.
L -HYDROXY-2 ,3 -DEHYROESTRAGOLE 437 III. POLYNUCLEAR AROMATIC
HYDROCARBONS 438 1. METHYL-SUBSTITUTED AROMATIC HYDROCARBONS 438 2.
CYCLOPENTA-FUSED AROMATIC HYDROCARBONS 441 3. PHENOLS, BAY-REGION
DIHYDRODIOLS, TETRAOLS OF POLYNUCLEAR AROMATIC HYDROCARBONS 442 IV.
NITROTOLUENES 443 CONTENTS XXIII V. /?-HYDROXYNITROSAMINES 445 VI.
MISCELLANEOUS COMPOUNDS 446 1. 3-HYDROXYPURINES 446 2. /?-AMINOALCOHOLS
447 3. HYCANTHONE 447 4. QUERCETIN 448 5. 5-HYDROXYMETHYLFURFURAL 448 C.
CONCLUDING REMARKS 449 REFERENCES 449 CHAPTER 16 GLUTATHIONE
CONJUGATE-MEDIATED TOXICITIES T.J. MONKS AND S.S. LAU. WITH 8 FIGURES
459 A. INTRODUCTION 459 B. GLUTATHIONE-DEPENDENT ACTIVATION OF
HALOGENATED ALKANES AND ALKENES 459 I. GLUTATHIONE-DEPENDENT
MUTAGENICITY 459 II. CYSTEINE CONJUGATE /?-LYASE-DEPENDENT MUTAGENICITY
463 III. GLUTATHIONE-DEPENDENT NEPHROTOXICITY 463 1. THE ROLE OF RENAL
TRANSPORT 466 2. THE ROLE OF RENAL BIOACTIVATION 469 3. MECHANISMS OF
TOXICITY 472 4. THE ROLE AND REGULATION OF YS-LYASE 474 C. GLUTATHIONE-
AND QUINONE-MEDIATED TOXICITIES 476 I. BIOLOGICAL (RE)ACTIVITY OF
QUINONE-THIOETHERS 477 II. ENZYME INHIBITION BY QUINONE-THIOETHERS 477
III. FREE RADICAL FORMATION BY QUINONE-THIOETHERS 478 IV.
QUINONE-THIOETHER-CATALYZED METHEMOGLOBINEMIA 479 V. QUINONE-THIOETHERS
AND NEPHROTOXICITY 480 VI. QUINONE-THIOETHERS AND NEUROTOXICITY 484 VII.
QUINONE-THIOETHERS AND ALCOHOLISM? 486 VIII. Y-GLUTAMYL TRANSPEPTIDASE
AND QUINONE-THIOETHER- MEDIATED TOXICITIES 487 D. REVERSIBLE GLUTATHIONE
CONJUGATIONS AND THEIR TOXICOLOGICAL SIGNIFICANCE 489 I. ISOTHIOCYANATES
490 II. A, /?-UNSATURATED ALDEHYDES (ACROLEIN) 491 III. ISOCYANATES 491
E. PHARMACOLOGICALLY ACTIVE GLUTATHIONE CONJUGATES 493 I. LEUKOTRIENES
493 II. NITRIC OXIDE AND ENDOTHELIUM-DERIVED RELAXING FACTOR ... 493 F.
SUMMARY 494 REFERENCES 495 XXIV CONTENTS CHAPTER 17 ^ CHALLENGES AND
DIRECTIONS FOR FUTURE RESEARCH F.C. KAUFFMAN 511 A. INTRODUCTION 511 B.
SEARCH FOR FACTORS REGULATING POLYMORPHIC EXPRESSION OF PHASE II
CONJUGATING AND DECONJUGATING ENZYMES 511 I. GENETIC FACTORS 512 II.
ENVIRONMENTAL FACTORS 514 C. NET CONJUGATE PRODUCTION BY INTACT CELLS
514 I. INTERACTION BETWEEN TRANSFERASES AND HYDROLASES 515 II. COFACTOR
SUPPLY 515 III. TRANSPORT OF CONJUGATED METABOLITES 516 D. MECHANISMS OF
BIOLOGICALLY ACTIVE CONJUGATES 517 I. CHEMICALLY ACTIVE TOXIC CONJUGATES
517 1. SULFONATES 517 2. ACYL GLUCURONIDES 518 3. GLUTATHIONE CONJUGATES
518 II. PHARMACOLOGICALLY ACTIVE CONJUGATES 519 1. DIRECT ACTING
CONJUGATES 519 2. CARRIER CONJUGATES 519 E. CONCLUSION 520 REFERENCES
... . 520 SUBJECT INDEX 525
|
| any_adam_object | 1 |
| author_GND | (DE-588)108981673 |
| building | Verbundindex |
| bvnumber | BV009297048 |
| callnumber-first | Q - Science |
| callnumber-label | QP905 |
| callnumber-raw | QP905 RM301.55 |
| callnumber-search | QP905 RM301.55 |
| callnumber-sort | QP 3905 |
| callnumber-subject | QP - Physiology |
| classification_rvk | VX 8550 XI 1700 XI 1701 |
| classification_tum | MED 970f BIO 784f CHE 827f |
| ctrlnum | (OCoLC)29356813 (DE-599)BVBBV009297048 |
| dewey-full | 615.1 615/.1 615/.7 615.7 |
| dewey-hundreds | 600 - Technology (Applied sciences) |
| dewey-ones | 615 - Pharmacology and therapeutics |
| dewey-raw | 615.1 615/.1 615/.7 615.7 |
| dewey-search | 615.1 615/.1 615/.7 615.7 |
| dewey-sort | 3615.1 |
| dewey-tens | 610 - Medicine and health |
| discipline | Chemie / Pharmazie Biologie Chemie Medizin |
| format | Book |
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| id | DE-604.BV009297048 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T17:34:32Z |
| institution | BVB |
| isbn | 3540571221 0387571221 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-006186888 |
| oclc_num | 29356813 |
| open_access_boolean | |
| owner | DE-355 DE-BY-UBR DE-19 DE-BY-UBM DE-12 DE-20 DE-11 DE-188 DE-578 |
| owner_facet | DE-355 DE-BY-UBR DE-19 DE-BY-UBM DE-12 DE-20 DE-11 DE-188 DE-578 |
| physical | XXIV, 530 S. Ill., graph. Darst. |
| publishDate | 1994 |
| publishDateSearch | 1994 |
| publishDateSort | 1994 |
| publisher | Springer |
| record_format | marc |
| series | Handbook of experimental pharmacology |
| series2 | Handbook of experimental pharmacology |
| spelling | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] contributors K. W. Bock ... Ed. Frederick C. Kauffman Conjugation-deconjugation reactions in drug metabolism and toxicity Berlin [u.a.] Springer 1994 XXIV, 530 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Handbook of experimental pharmacology 112 Literaturangaben Drugs cabt Metabolic Detoxification cabt Metabolism cabt Geconjugeerde systemen gtt Geneesmiddelen gtt Stofwisseling gtt Toxiciteit gtt Drugs Metabolic detoxification Drugs Metabolism Metabolic Detoxication, Drug Metabolic conjugation Pharmaceutical Preparations metabolism Xenobiotics Metabolic detoxification Xenobiotics Metabolism Xenobiotics metabolism Toxin (DE-588)4127018-6 gnd rswk-swf Biotransformation (DE-588)4006908-4 gnd rswk-swf Xenobiotikum (DE-588)4193155-5 gnd rswk-swf Arzneimittel (DE-588)4003115-9 gnd rswk-swf Toxizität (DE-588)4078372-8 gnd rswk-swf Konjugate (DE-588)4131219-3 gnd rswk-swf Enzymstoffwechsel (DE-588)4129185-2 gnd rswk-swf Enzymatische Regulation (DE-588)4136839-3 gnd rswk-swf Pharmakokinetik (DE-588)4115557-9 gnd rswk-swf Arzneimittel (DE-588)4003115-9 s Biotransformation (DE-588)4006908-4 s DE-604 Xenobiotikum (DE-588)4193155-5 s Toxizität (DE-588)4078372-8 s Konjugate (DE-588)4131219-3 s Enzymstoffwechsel (DE-588)4129185-2 s Pharmakokinetik (DE-588)4115557-9 s Enzymatische Regulation (DE-588)4136839-3 s Toxin (DE-588)4127018-6 s Kauffman, Frederick C. Sonstige oth Bock, Karl Walter 1935- Sonstige (DE-588)108981673 oth Handbook of experimental pharmacology 112 (DE-604)BV002390716 112 GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006186888&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] Handbook of experimental pharmacology Drugs cabt Metabolic Detoxification cabt Metabolism cabt Geconjugeerde systemen gtt Geneesmiddelen gtt Stofwisseling gtt Toxiciteit gtt Drugs Metabolic detoxification Drugs Metabolism Metabolic Detoxication, Drug Metabolic conjugation Pharmaceutical Preparations metabolism Xenobiotics Metabolic detoxification Xenobiotics Metabolism Xenobiotics metabolism Toxin (DE-588)4127018-6 gnd Biotransformation (DE-588)4006908-4 gnd Xenobiotikum (DE-588)4193155-5 gnd Arzneimittel (DE-588)4003115-9 gnd Toxizität (DE-588)4078372-8 gnd Konjugate (DE-588)4131219-3 gnd Enzymstoffwechsel (DE-588)4129185-2 gnd Enzymatische Regulation (DE-588)4136839-3 gnd Pharmakokinetik (DE-588)4115557-9 gnd |
| subject_GND | (DE-588)4127018-6 (DE-588)4006908-4 (DE-588)4193155-5 (DE-588)4003115-9 (DE-588)4078372-8 (DE-588)4131219-3 (DE-588)4129185-2 (DE-588)4136839-3 (DE-588)4115557-9 |
| title | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] |
| title_alt | Conjugation-deconjugation reactions in drug metabolism and toxicity |
| title_auth | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] |
| title_exact_search | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] |
| title_full | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] contributors K. W. Bock ... Ed. Frederick C. Kauffman |
| title_fullStr | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] contributors K. W. Bock ... Ed. Frederick C. Kauffman |
| title_full_unstemmed | Conjugation deconjugation reactions in drug metabolism and toxicity [with 34 tables] contributors K. W. Bock ... Ed. Frederick C. Kauffman |
| title_short | Conjugation deconjugation reactions in drug metabolism and toxicity |
| title_sort | conjugation deconjugation reactions in drug metabolism and toxicity with 34 tables |
| title_sub | [with 34 tables] |
| topic | Drugs cabt Metabolic Detoxification cabt Metabolism cabt Geconjugeerde systemen gtt Geneesmiddelen gtt Stofwisseling gtt Toxiciteit gtt Drugs Metabolic detoxification Drugs Metabolism Metabolic Detoxication, Drug Metabolic conjugation Pharmaceutical Preparations metabolism Xenobiotics Metabolic detoxification Xenobiotics Metabolism Xenobiotics metabolism Toxin (DE-588)4127018-6 gnd Biotransformation (DE-588)4006908-4 gnd Xenobiotikum (DE-588)4193155-5 gnd Arzneimittel (DE-588)4003115-9 gnd Toxizität (DE-588)4078372-8 gnd Konjugate (DE-588)4131219-3 gnd Enzymstoffwechsel (DE-588)4129185-2 gnd Enzymatische Regulation (DE-588)4136839-3 gnd Pharmakokinetik (DE-588)4115557-9 gnd |
| topic_facet | Drugs Metabolic Detoxification Metabolism Geconjugeerde systemen Geneesmiddelen Stofwisseling Toxiciteit Drugs Metabolic detoxification Drugs Metabolism Metabolic Detoxication, Drug Metabolic conjugation Pharmaceutical Preparations metabolism Xenobiotics Metabolic detoxification Xenobiotics Metabolism Xenobiotics metabolism Toxin Biotransformation Xenobiotikum Arzneimittel Toxizität Konjugate Enzymstoffwechsel Enzymatische Regulation Pharmakokinetik |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006186888&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| volume_link | (DE-604)BV002390716 |
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