THEORETICAL-MODEL STUDY OF THE REACTIVITY OF BENZO(A)PYRENE DIOL EPOXIDE WITH THE AMINO-GROUPS OF THE NUCLEIC-ACID BASES

被引：11

作者：

LAVERY, R

PULLMAN, B

机构：

[1] Institut de Biologie Physico-Chimique, Laboratoire de Biochimie Théorique associé au C.N.R.S, Paris, F-75005

来源：

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY | 1979年 / 16卷 / 01期

关键词：

D O I：

10.1002/qua.560160119

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A quantum‐mechanical model study, aided by classical potential calculations, of the formation of adducts between the candidate ultimate carcinogen benzo(a)pyrene diol epoxide and the amino groups of guanine, adenine, and cytosine is presented. An explanation for the preferential reactivity of guanine is proposed and conformational aspects of adduct formation are discussed for both nucleosides and B‐DNA. Copyright © 1979 John Wiley & Sons, Inc.

引用

页码：175 / 188

页数：14

共 26 条

[21] Pullman B, 1976, Prog Nucleic Acid Res Mol Biol, V18, P215, DOI 10.1016/S0079-6603(08)60589-9
[22] INTERACTION OF 7,8-DIHYDRODIOL-9,10-OXIDES OF BENZO(A)PYRENE WITH BACTERIOPHAGES R17 AND T7
SHOOTER, KV
OSBORNE, MR
HARVEY, RG
[J]. CHEMICO-BIOLOGICAL INTERACTIONS, 1977, 19 (02) : 215 - 223
[23] BENZO[A]PYRENE DIOL EPOXIDES AS INTERMEDIATES IN NUCLEIC-ACID BINDING INVITRO AND INVIVO
WEINSTEIN, IB
JEFFREY, AM
JENNETTE, KW
BLOBSTEIN, SH
HARVEY, RG
HARRIS, C
AUTRUP, H
KASAI, H
NAKANISHI, K
[J]. SCIENCE, 1976, 193 (4253) : 592 - 595
[24] MUTAGENICITY OF METABOLICALLY ACTIVATED BENZO[A]ANTHRACENE 3,4-DIHYDRODIOL - EVIDENCE FOR BAY REGION ACTIVATION OF CARCINOGENIC POLYCYCLIC-HYDROCARBONS
WOOD, AW
LEVIN, W
LU, AYH
RYAN, D
WEST, SB
LEHR, RE
SCHAEFERRIDDER, M
JERINA, DM
CONNEY, AH
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1976, 72 (02) : 680 - 686
[25] ABSOLUTE STEREOCHEMISTRY OF HIGHLY MUTAGENIC 7,8-DIOL 9,10-EPOXIDES DERIVED FROM POTENT CARCINOGEN TRANS-7,8-DIHYDROXY-7,8-DIHYDROBENZO[A]PYRENE
YAGI, H
AKAGI, H
THAKKER, DR
MAH, HD
KOREEDA, M
JERINA, DM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) : 2358 - 2359
[26] YANG SK, 1977, J AM CHEM SOC, V99, P124

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