CHANGES OF MECHANISMS AND PRODUCT DISTRIBUTIONS IN HYDROLYSIS OF BENZO[A]PYRENE-7,8-DIOL 9,10-EPOXIDE METABOLITES INDUCED BY CHANGES IN PH

被引：91

作者：

WHALEN, DL

MONTEMARANO, JA

THAKKER, DR

YAGI, H

JERINA, DM

机构：

[1] UNIV MARYLAND, DEPT CHEM, CHEM DYNAM LAB, CATONSVILLE, MD 21228 USA

[2] NIAMDD, CHEM LAB, BETHESDA, MD 20014 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1977年 / 99卷 / 16期

关键词：

D O I：

10.1021/ja00458a069

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：5522 / 5524

页数：3

共 19 条

[1] EFFECT OF SUBSTITUENTS ON STEREOSELECTIVITY OF ACID-CATALYZED HYDROLYSIS OF A SERIES OF ARYLOXIRANS - NEW APPLICATION OF HAMMETT EQUATION [J].

BATTISTINI, C ;

BALSAMO, A ;

BERTI, G ;

CROTTI, P ;

MACCHIA, B ;

MACCHIA, F .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (17) :712-713

[2]

BATTISTINI C, 1975, TETRAHEDRON LETT, P2091

[3] COMPARISON OF MECHANISMS OF SOLVOLYSIS AND REARRANGEMENT OF K-REGION VS NON-K-REGION ARENE OXIDES OF PHENANTHRENE - COMPARATIVE SOLVOLYTIC RATE CONSTANTS OF K-REGION AND NON-K-REGION ARENE OXIDES [J].

BRUICE, PY ;

BRUICE, TC ;

DANSETTE, PM ;

SELANDER, HG ;

YAGI, H ;

JERINA, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2965-2973

[4] IDENTIFICATION OF MUTAGENIC METABOLITES OF BENZO[A]PYRENE IN MAMMALIAN-CELLS [J].

HUBERMAN, E ;

SACHS, L ;

YANG, SK ;

GELBOIN, HV .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1976, 73 (02) :607-611

[5] CARBONIUM-ION AS ULTIMATE CARCINOGEN OF POLYCYCLIC AROMATIC-HYDROCARBONS [J].

HULBERT, PB .

NATURE, 1975, 256 (5513) :146-148

[6] BENZO[A]PYRENE 7,8-DIHYDRODIOL IS MORE CARCINOGENIC THAN BENZO[A]PYRENE IN NEWBORN MICE [J].

KAPITULNIK, J ;

LEVIN, W ;

CONNEY, AH ;

YAGI, H ;

JERINA, DM .

NATURE, 1977, 266 (5600) :378-380

[7] DIFFERENTIATION BETWEEN CONCERTED AND STEPWISE MECHANISMS FOR AROMATIZATION (NIH-SHIFT) OF ARENE EPOXIDES [J].

KASPEREK, GJ ;

YAGI, H ;

JERINA, DM ;

BRUICE, TC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (13) :784-&

[8] HYDROLYSIS OF SYN-BENZO[A]PYRENE AND ANTI-BENZO[A]PYRENE DIOL EPOXIDES - STEREOCHEMISTRY, KINETICS, AND EFFECT OF AN INTRAMOLECULAR HYDROGEN-BOND ON RATE OF SYN-DIOL EPOXIDE SOLVOLYSIS [J].

KELLER, JW ;

HEIDELBERGER, C ;

BELAND, FA ;

HARVEY, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :8276-8277

[9] CARCINOGENICITY OF BENZO[A]PYRENE 4,5-OXIDES, 7,8-OXIDES AND 9,10-OXIDES ON MOUSE SKIN [J].

LEVIN, W ;

WOOD, AW ;

YAGI, H ;

DANSETTE, PM ;

JERINA, DM ;

CONNEY, AH .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1976, 73 (01) :243-247

[10] (+/-)-TRANS-7,8-DIHYDROXY-7,8-DIHYDROBENZO[ALPHA]PYRENE - POTENT SKIN CARCINOGEN WHEN APPLIED TOPICALLY TO MICE [J].

LEVIN, W ;

WOOD, AW ;

YAGI, H ;

JERINA, DM ;

CONNEY, AH .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1976, 73 (11) :3867-3871

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