The role of glutathione and glutathione transferases in chemical cardnogenesi

Critical Reviews in Biochemistry and Molecular Biology

Volumn 25, Issue 1, 1990, Pages 47-70

  Coles, Brian ^a   Ketterer, Brian ^a   Hinson, Jack A ^a  

^a NATIONAL CENTER FOR TOXICOLOGICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARCINOGEN; GLUTATHIONE; GLUTATHIONE TRANSFERASE;

CARCINOGENESIS; CHEMICAL CARCINOGENESIS; PRIORITY JOURNAL; REVIEW;

ANIMAL; CARCINOGENS; GLUTATHIONE; GLUTATHIONE TRANSFERASE; HUMAN; ISOENZYMES; NEOPLASMS; SUBSTRATE SPECIFICITY; XENOBIOTICS;

EID: 0025228968     PISSN: 10409238     EISSN: None     Source Type: Journal    
DOI: 10.3109/10409239009090605     Document Type: Article

References (232)

1. Mechanisms of chemical carcinogenesis: nature of proximate carcinogens and interaction with macromolecule
2. The role of glutathione and glu-tathione S-transferases in mercapturic acid biosynthesi
3. The role of glutathione and glutathione transferases in the metabolism of chemical carcinogens and other electrophilic reagent
4. The role of glutathione in detoxicatio
5. An enzyme from rat liver catalyzing conjugation with glutathion
6. Glutathione S-transferases. the fvst enzymic step in mercapturic acid formatio
7. The isoenzymes of glutathione transferas
8. Molecular biology of the glutathione transferase
9. The structure, genetics and regulation of soluble glutathione S-transferase
10. Glutathione transferases — structure and catalytic activit
11. Glutathione transferase
12. Glutathione metabolism and functio
13. Histochemical evaluation of glutathione in the brai
14. Histochemical localization of glutathione in tumor
15. Glutathione synthesis and degradation in fetal and adult liver and Novikoff hepatom
16. The effects of age and glutathione depletion in hepatic glutathione turnover in viv
17. Effects of some chemical mutagens and carcinogens on nucleic acid
18. Possible relevance of O-6 alkylation of deoxyguanosine to the mutagenicity and carcinogenicity of nitrosamines and nitrosamide
19. Effects of modifying structure on electrophilic reactions with biological nucleophile
20. In Vivo and in vitro formation of glutathione conjugates from the K-region epoxides of 1-nitropyren
21. The spontaneous and enzymic reaction of N-acetyl-p-benzoquinonimine with glutathione: a stopped-flow kinetic stud
22. The activity of glutathione in model system
23. Soluble glutathione isozyme
24. Glutathione conjugation of the carcinogenic and mutagenic electrophile (+/-)-7β,8α-dihydroxy-9α,10α-oxy-7,8,9,10- tetrahydrobenzo(a)pyrene catalysed by purified rat liver glutathione transferase
25. The enzymatic conjugation of glutathione with Bay region diol epoxides of benzo(a)pyrene, benz(a)anthracene and chrysen
26. Glutathione transferases: nomenclatur
27. The nucleotide sequence of a rat liver glutathione S-transferase subunit cDNA clon
28. Construction and characterization of a plasmid containing complementary DNA to mRNA encoding the N-terminal amino acid sequence of the rat glutathione transferase Ya subuni
29. Rat liver glutathione S-transferase mRNA and the regulation of the Ya, Yb, and Yc mRNAs by 3-methyl-cholanthrene and phenobarbita
30. Rat liver glutathione S-transferases. Construction of a cDNA clone complementary to a Yc mRNA and prediction of the complete amino acid sequence of a Yc subuni
31. Rat liver glutathione S-transferase. Nucleotide sequence analysis of a Yb, cDNA clone and the prediction of the complete amino acid sequenc
32. 2 mRNAs by phenobarbita
33. Cloning of the nucleotide sequence of rat glutathione S-transferax P cDN
34. Tissue distribution of rat glutathione transferase subunit 7, a hepatoma marke
35. Structural analysis of a rat liver glutathione transferase Ya gen
36. Gene expression of rat glutathione transferase
37. The structure of the rat GSH transferase P gene and related pseudogene
38. Identification of three classes of cytosolic glutathione transferases common to several mammalian species: correlation between structural data and enzymic propertie
39. Isolation, properties and tissue distribution of rat glutathione transferase
40. Glutathione transferases in primary rat hepatomas: the isolation of a form with GSH peroxidase activit
41. Glutathione transferase isoenzymes in the rat: their multiplicity and tissue distributio
42. Glutathione transferases and carcinogenesi
43. The isolation of a fetal rat liver glutathione S-transferase isoenzyme with high glutathione peroxidase activit
44. The structure of the human glutathione transferase K gen
45. A harvey-ras responsive transcription element is also responsive to a tumour promotor and to seru
46. A comparison of the glutathione transferases (GST) of three extrahepatic organs with different functions — the adrenal, the lactating mammary gland and the male reproductive syste
47. The separation of glutathione transferase subunits by using reverse-phase high-pressure liquid chromatograph
48. Isoenzymes of glutathione transferase in rat small intestin
49. Relative merits of immunohistochemical demonstration of placental, A, B and C forms of glutathione S-transferase and histochemical demonstration of glutamyl transferase as markers of altered foci during liver carcinogenesis in rat
50. Immunohistochemical localization of glutathione S-transferase in livers of untreated rat
51. Characterization and localization of glutathione-S-transferases in rat brain and binding of hormones, neurotransmitters and drug
52. 4-Hydroxyalkenals as substrates for glutathione transferase
53. Rat glutathione transferase 8–8, an enzyme efficiently detoxifying 4-hydroxy-alk-2-enal
54. 1,in rat testi
55. Multiple forms of glutathione S-transferase and their affinity for bilirubi
56. Purification and subunit structural and immunological characterization of five glutathione S-transferases in human liver, and the acidic form as a hepatic tumor marke
57. 2 subunits from human live
58. Human liver glutathione S-transferases: complete primary sequence of a Ha subunit cDN
59. The basic glutathione S-transferases from human livers are products of separate gene
60. Variation in the glutathione transferase subunits expressed in human liver
61. Structure and expression of human placental-type glutathione S-transferase (GST-pi) messenger RN
62. Biochemical genetics of glutathione S-transferases in ma
63. Human genes for glutathione S-transferase
64. The glutathione S-transferases: studies on the tissue distribution and genetic variation of the GST 1, GST 2 and GST 3 isoenzyme
65. Liver glutathione S-transferase polymorphism in Japanese and its phar-macogenetic importanc
66. Glutathione S-transferase activity in rat and human tissues and organ
67. Glutathione S-transferase in human organ
68. Purification and characterization of human platelet glutathione-S-transferas
69. Purification and characterization of glutathione S-transferases from human thyroi
70. Human liver glutathione transferase psi. Chemical characterization and secondary-structure comparison with other mammalian glutathione S-transferase
71. Purification and characterization of glutathione S-transferases in human kidne
72. Electrophoretic and immunological analysis of human glutathione S-transferase isoenzyme
73. Identification of a novel glutathione transferase in human skin homologous with class alpha glutañione transferase 2–2 in the ra
74. The trans-stilbene oxide active glutathione transferase in human mononuclear leukocytes is identical with the hepatic glutathione transferase m
75. The hereditary transmission of high glutathione transferase activity toward trans stilbene oxide in human mononuclear leucocyte
76. Molecular and catalytic properties of glutathione transferase mu from human liver: an enzyme efficiently conjugating epoxide
77. Hereditary interindi-vidual differences in the glutathione transferase activity towards trans-stilbene oxide in resting human mononuclear leukocytes are due to a particular isoenzyme
78. A glutathione transferase in human leukocytes as a marker for the susceptibility to lung cance
79. Three classes of mammalian glutathione transferases and their occurrence in the rat and mous
80. Sex-specific constitutive expression of the pre-neoplastic marker glutathione transferase, YfYf, in mouse live
81. Developmental and hormonal regulation of the major form of hepatic glutathione S-transferase in mic
82. Age-associated alterations in hepatic glutathione S-transferase activitie
83. Glutathione S-transferase and glutathione reductase activities in hepatic and extra-hepatic tissues of female mice as a function of ag
84. Changes in molecular forms of rat glutathione S-transferase during chemical hepatocarcinogenesi
85. Induction by butylated hydroxyanisole of specific molecular forms of glutathione S-transferase and UDP-glucuronyl transferase and inhibition of development of γ-glutamy l transpeptidase positive foci in rat live
86. Transformation related expression of glutathione S-transferase P in rat liver cell
87. A characteristic electrophoretic pattern of cytosolic polypeptides from hepatocyte nodules generated during liver carcinogenesis in several model
88. Redifferentiation as a basis for remodelling of carcinogen-induced hepatocyte nodules to normal appearing live
89. Human placental form of glutathione S-transferase (GST pi) as a new immunohistochemical marker for human colonic carcinom
90. Placental glutathione S-transferase as a marker for (pre)neoplastic tissue
91. Glutathione transferases in human tumor
92. Expression of glutathione transferase in human malignant melanom
93. Alteration in glutathione transferase isoenzyme concentrations in human renal carcinom
94. Glutathione S-transferases and human patholog
95. Expression of glutathione S-transferase isoenzymes in human small cell lung cancer line
96. Glutathione S-transferase expression in normal and tumour cells resistant to cytotoxic drug
97. Overexpression of a novel anionicglutathione transferase in multidrug-resistant human breast cancer cell
98. Membrane-bound glutathione transferase
99. Leukotriene C-synthetase, a special glutathione S-transferase: properties of the enzyme and inhibitor studies with special reference to the mode of action of V-60,257. a selective inhibitor of leukotriene synthesi
100. Role of microsomal and cytosolic glutathione S-transferases in the conjugation of hexachloro-l,3-butadiene and its possible relevance to toxicit
101. Characterization of Melph-alan-glutathione adducts whose formation is catalyzed by glutathione transferase
102. The metabolism of benz(a)anthracene and dibenz(a,h)anthracene and their 5,6-epoxy-5,6-dihydro derivatives by rat liver homogenate
103. The metabolism of 7- and 12-methylbenz(a)anthracenes and their derivative
104. Epoxy derivatives of aromatic polycyclic hydrocarbons. The properties and metabolism of epoxides related to benzo(a)pyrene and to 7.8- and 9,10-dihydrobenzo(a)pyren
105. The metabolism of 3-methylcholanthrene and some related compounds by rat liver homogenate
106. Epoxides in polycyclic aromatic hydrocarbon metabolism and carcinogenesi
107. Metabolism of polcyclic aromatic hydrocarbons: etiologic role in carcinogenesi
108. Benzo(a)pyrene metabolism, activation, and carcinogenesis: role and regulation of mixed function oxidases and related enzyme
109. Metabolism and excretion of benzo(a)pyrene-4,5-oxide by the isolated, perfused rat live
110. K-region benzo(a)pyrene-4,5-oxide is conjugated by homogeneous glutathione S-transferase
111. 1 by glutathione and glutathione transferases in vitro
112. The Bay region theory: a quantum mechanical approach to aromatic hydrocarbon-induced carcinogenicit
113. Inactivation of DNA binding metabolites of benzo(a)pyrene and benzo(a)pyrene-7,8-dihydrodiol by glutathione and glutathione S-transferase
114. Glutathione conjugation and DNA binding of (±)-7β,8α-dihy-droxy-9α, 10α-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene in isolated rat hepatocyte
115. Sulfotransferase-mediated covalent binding of the carcinogen 7,12-dihydroxy-methylbenz(a)anthracene to calf thymus DNA and its inhibition by glutathione transferase
116. Glutathione transferase in rat lung: the presence GSH transferase 7–7, highly efficient in conjugation of glutathione with the carcinogenic (+)-7β,8α-dihydroxy-9α, 10α:-oxy-7,8,9,10- tetrahydrobenzo(a)pyren
117. Differences in stereoselectivity and catalytic efficiencies of three human glutathione transferases in the conjugation of glutathione with 7β,8α-dihydroxy-9α,10α-oxy-7,8,9,1O-tetrabydrobenzo(a)pyren
118. Investigation of the kinetic and stereochemical recognition of arene and azaarene oxides by isoenzymes Aj and C, of glutathione S-transferas
119. Stereoselectivity of isoenzyme C of glutathione S-transferase towards arene and azaarene oxide
120. Dissection of the catalytic mechanism of isoenzyme 4–4 of glutathione S-transferase with alternative substrate
121. Regiospecificity and stereospecificity in the enzymatic conjugation of glutathione with (±)-benzo(a)pyrene-4,5-oxid
122. Cytosolic glutathione S-transferases in various rat tissues differ in stereoselectivity with model polycyclic arene and alkene oxide substrate
123. Stereoselectivity of cytosolic glutathione S-transferases with arene and alkene oxide substrates in various tissues and isolated hepatic and pulmonary cells of the rabbi
124. Studies on metabolism and toxicity of styrene. VI. Regioselectivity in glutathione S-conjugation and hydrolysis of racemic R- and S-phenyloxiranes in rat live
125. 1 on the liver of domestic and laboratory animals: a revie
126. Toxicity and carcinogenicity of aflatoxin
127. 1 in the rat is a glutathione conjugat
128. 1 -DNA or -ribosomal RNA adducts formed in hepatic microsome-mediated reactions and in rat liver in viv
129. 1-DNA adduct formed in vivo in rat live
130. 1 causes guanine substitution of nucleic acid
131. 1 in viv
132. 1
133. 1 in vitro by rat liver microsome
134. 1
135. 1 and some of its ester
136. 1: the U1timate carcinogenic specie
137. 1 with glutathione in the ra
138. 1 during aflatoxin hepatocarcinogenesis in the ra
139. 1 epoxid
140. 1 hepatocarcinogenesi
141. 1-induced hepatotoxicit
142. 1 binding to exogenous and endogenous DNA by cytosolic glutathione S-transferases in rat and hamster liver
143. 1
144. 1 glutathione conjugation with rat and hamster livers in viv
145. 1-guanyl formation and hepatic tumorigenesis in rats fed ethoxyquin: role of induction of glutathione S-transferase
146. The N-hydroxy metabolites of N-methyl-4-ami-noambenzene and related dyes as proximate carcinogens in the rat and mous
147. Hepatic metabolism of N-hydroxy-N-methyl-4-aminoazobenzene and other N-hydroxy aryl amines to reactive sulfuric acid ester
148. The role of sulfation in the formation of DNA adducts from N-hydroxy-2-acetylam-inofluorene in the ra
149. Electrophilic N-acetoxyaminoarenes derived from carcinogenic N-hydroxy-N-acetyl-aminoarenes by enzymatic deacetylation and transacetylation in live
150. Mechanism of reaction, tissue distribution and inhibition of arylhydroxamic acid acyltransferas
151. Covalent binding of benzidine and N-acetyl benzidine to DNA at the C-8 atom of deoxyguanosine in vivo and in vitr
152. Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxy arylamines in relation to urinary bladder carcinogenesi
153. Mutagens and carcinogens in cooked foo
154. The major role of glutathione in the excretion of N,N-dimethyl-4-aminombenzene in the ra
155. The in vitro metabolic activation of nitro polycyclic aromatic hydrocarbon
156. The genotoxicity, metabolism and carcinogenicity of nitrated polycyclic aromatic hydrocarbon
157. Mutagenicity and carcinogenicity of nitroarenes and their sources in the environmen
158. On the mechanism of reaction of nitrosoarenes with thiol
159. Reaction of aromatic nitroso compounds with thiol
160. Formation of N-(glutathion-S-methylene)-4-ami-noazobenzene following metabolic activation of the N-methyl group of the carcinogen, N-methyl-4-aminoazobenzen
161. The identification of 4′-sulphonyloxy-N-(glutathion-S-methylene)-4-aminoazobenzene. A compound conjugated with both sulfate and glutathione. which is a major biliary metabolite of N,N-dimethyl-4 aminoazobenzen
162. Characterization and propedes of the DNA adducts formed from N-methyl-4-aminoazobenzñme in rats during a carcinogenic treatment regim
163. Formation of 3-(glutathion-S-yl)-N-methyl-4-aminoazobenzene and inhibition of aminoazodye nucleic acid binding in vitro by reaction of glutathione with metabolically generated N-methyl-4-aminoazobenzene-N-sulphat
164. Glutathione adducts of N-methyl-4-aminoazobenzene formed in vivo and by reaction of N-benzoyloxy-N-methyl-4-ami-noazobenzene with glutathion
165. Two biological reactive intermediates in aminoazodye carcinogenesis and their glutathione adduct
166. Glutathione conjugate formation in the detoxification of U1timate and proximate carcinogens of N-methyl-4-aminoazobenzen
167. Identification of glutathione conjugates formed from N-hydroxy-2-acetylaminofluorine in the ra
168. Reaction of 2-acetylaminofluorene-N-sulfate with RNA and glutathione: evidence for the generation of two reactive intermediates with different reactivities toward RNA and glutathion
169. Effect of glutathione depletion on the hepatotoxicity and covalent binding to rat liver macromolecules of N-hydroxy-2-acetylaminofluorin
170. Formation and persistence of arylamine DNAadductsinviv
171. Formation and identification of glutathione conjugates from 2-nitrosofluorene and N-hydroxy-2-aminofluoren
172. Reactivity of benzidine diimine with DNA to form N-(deoxyguanosin-8-yI)-benzidin
173. Prostaglandin H-synthase oxidation of benzidine and o-dianisidme: reduction and conjugation of activated amines by thiol
174. Identification of mutagens in cooked bee
175. Metabolic activation of a mutagen, 2-amino-6-methyldipyrido[1,2-α:3′,2′d]imidazole. Identification of 2-hydroxyamino-6-methyldipyrido[1,2-α:3′,2′-d] imidazole and its reaction with DN
176. Activation of a mutagen, 3-amino-l-methyl-5H-pyrido[4,3-b]indole. Identification of 3-hydrox-yamino-l-methyl-5H-dipyrido[4,3-b]indole and its reaction with DN
177. Covalent binding of N-hydroxy-Trp-P-2 to DNA by cytosolic proline dependent syste
178. Catalysis of the covalent binding of 3-hydroxyamino-l-methyl-5H-pyrido[4,3-b]indole to DNA by a L-proline and adenosine triphosphate-dependent enzyme in rat hepatic cytoso
179. Enhancement of binding of N-hydroxy-Trp-P-2 to DNA seryl tRNA synthetas
180. DNA binding of N-hydroxy-TpP-2 and N-hydroxy-Glu-P-1 by acetyl coA-dependent enzyme in mammalian liver cytoso
181. Ultimate forms of mutagenic and carcinogenic heterocyclic amines produced by pyrolysi
182. Activation and detoxication of N-hydroxy-Trp-P-2 by glutathione transferase
183. Glutathione conjugation of arylnitroso compounds: detection and monitoring labile intermediates in situ inside a fast atom bombardment mass spectromete
184. Non-enzymatic glutathione conjugation of 2-nitroso-6-meth-yldipyrido[1,2-a:3′,2′-d]imidazole (NOGlu-P-1) in vitro; N-hydroxy-sulfonamide, a new binding form of arylnitroso compounds and thiol
185. Sulfamate formation is a major route for detoxication of 2-amino-3-methylimidazo[4,5-flquinoline in the ra
186. Major routes of metabolism of the food borne carcinogen 2-amino-3,8-dimethylamidazo[4,5-f]quinoxaline in the ra
187. Induction of rat mammary gland tumors by I -nitropyrene, a recently recognised environmental mutage
188. Tumorigen-icity and metabolism of 1-nitropyrene in A/J mic
189. Mode of action of alkylating agents in formation of S-ethyl cysteine from ethyl methanesulphonat
190. Dimethylnitrosamine adducts excreted in rat urin
191. The in vitro methylation of DNA by microsomally activated dimethylnitrosamine and its correlation with formaldehyde productio
192. Reduced glutathione inhibits the alkylation by N-nitrosodimethylamine of liver DNA in vivo and microsomal fraction in vitr
193. Metabolism of bis-β-chloroethyl sulfide (sulfur mustard gas
194. Conversion of melphalan to 4-(glutathiony1)phenylalanine. A novel mechanism for conjugation by glutathione S-transferase
195. Denitrozation of 1,3-bis(2-chloroethyl)-1 -nitro-sourea by class mu glutathione transferases and its role in cellular resistance in rat brain tumor cell
196. Comparison of and relationships between glutathione S-transferase and cytochrome P-450 system
197. Fate of glutathione conjugates and bioactivation of cysteine Sconjugates by cysteine conjugate β-lyas
198. The role of glutathione conjugation in the mutagenicity of 1,2-dibromoethan
199. Evidence for formation of an S-[2-(W-guanyl)ethyl]glutathione adduct in glutathione-mediated binding of the carcinogen to DN
200. The hydrolysis and alkylation activities of S-(2-haloethyl)-L-cysteine analogues — evidence for extended half life
201. Glutathione mediated binding of dibromoalkanes to DNA: specificity of rat glutathione S-transferases and dibromoalkane structur
202. Stereose-lectivity of rat liver glutathione transferase isoenzymes for α-bromoi-sovaleric acid and α-bromoisovalerylurea enantiomer
203. Difference in the effect of phenobarbital and 3-methylcholanthrene treatment on subunit composition of hepatic glutathione S-transferase in male and female rat
204. Elevation of hepatic glutathione S-transferase activities and protection against mutagenic metabolites of benzo(a)pyrene by dietary antioxidant
205. Elevation of extra-hepatic glutathione S-transferase and epoxide hydra-tase activities by 2(3)-tert-butyl-4- hydroxyanisol
206. Identification of the isoenzymes of glutathione transferases induced by trans-stilbene oxid
207. Increased synthesis of glutathione S-aansferases in response to anticarcinogenic antioxidant
208. Isolation and identification of kahweol palmitate and cafestrol palmitate as active constituents of green coffee beans that enhance glutathione S-transferase activity in the mous
209. Glutathione S-transferase activity: enhancement by compounds inhibiting chemical carcinogenesis and by dietary constituent
210. Enhancement of glutathione S-transferase activity of the esophagus by phenols, lactones and benzyl isothiocyanat
211. Effect of streptozotocin on the glutathione S-transferases of mouse liver cytoso
212. Induction of mouse liver glutathione S-transferases by ethano
213. Glutathione S-transferase isoen-zymes of mouse intestine: differential induction by 2(3)-tert-butyl-4-hydroxyanisol
214. Enhancement of glutathione S-transferase activity of the mouse forestomach by inhibition of benzo(a)pyrene-induced neoplasia of the forestomac
215. Glutathione transferases: a possible role in the detoxication of DNA and lipid hydrop-eroxide