Identification and characterization of a novel benzo[a] pyrene-derived DNA adduct

被引:46
作者
Fang, AH
Smith, WA
Vouros, P
Gupta, RC
机构
[1] Univ Kentucky, Med Ctr, Grad Ctr Toxicol, Lexington, KY 40536 USA
[2] Northeastern Univ, Barnett Inst, Boston, MA 02115 USA
[3] Northeastern Univ, Dept Chem, Boston, MA 02115 USA
关键词
benzo[a]pyrene; DNA adducts; P-32-postlabeling; capillary electrophoresis-mass spectrometry;
D O I
10.1006/bbrc.2000.4161
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The aim of this study was to generate and identify a novel benzo[a]pyrene (BP)-derived DNA adduct found both in vitro and in vivo, To date, the majority of studies have focused on N-2-[10 beta (7 beta ,8a,9a-trihydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene)yl]-deoxyguanosine (anti-BPDE-dG), the major adduct generated following bioactivation of BP, However, a second adduct is also formed following bioactivation of BP which has been speculated to result from further metabolism of 9-OH-BP, In order to identify this second reaction pathway, the ultimate DNA binding species, and the DNA base involved, we have synthesized and characterized a dG-derived DNA adduct arising from further bioactivation of 9-OH-BP in the presence of rat liver microsomes, Analysis of the adducted nucleotides was conducted using both the P-32-postlabeling assay and capillary electrophoresis-mass spectrometry (CE-MS), (C) 2001 Academic Press.
引用
收藏
页码:383 / 389
页数:7
相关论文
共 50 条
[1]   MAMMALIAN-CELL MUTAGENICITY AND METABOLISM OF HETEROCYCLIC AROMATIC-AMINES [J].
AESCHBACHER, HU ;
TURESKY, RJ .
MUTATION RESEARCH, 1991, 259 (3-4) :235-250
[2]   METABOLISM OF BENZO[A]PYRENE BY HUMAN MELANOCYTES IN CULTURE [J].
AGARWAL, R ;
MEDRANO, EE ;
KHAN, IU ;
NORDLUND, JJ ;
MUKHTAR, H .
CARCINOGENESIS, 1991, 12 (10) :1963-1966
[3]  
[Anonymous], CAUSES CANC QUANTITA
[4]   Detection and identification of benzo[a]pyrene diol epoxide adducts to DNA utilizing capillary eleotrophoresis eleotrospray mass spectrometry [J].
Barry, JP ;
Norwood, C ;
Vouros, P .
ANALYTICAL CHEMISTRY, 1996, 68 (08) :1432-1438
[5]   DNA adducts in human carcinogenesis: Etiological relevance and structure-activity relationship [J].
Bartsch, H .
MUTATION RESEARCH-REVIEWS IN GENETIC TOXICOLOGY, 1996, 340 (2-3) :67-79
[6]   HUMAN BIOMONITORING AND THE P-32 POSTLABELING ASSAY [J].
BEACH, AC ;
GUPTA, RC .
CARCINOGENESIS, 1992, 13 (07) :1053-1074
[7]  
BEUNING MK, 1983, JNCI-J NATL CANCER I, V71, P309
[8]   INVESTIGATION OF THE TUMORIGENIC RESPONSE TO BENZO(A)PYRENE IN AQUEOUS CAFFEINE SOLUTION APPLIED ORALLY TO SPRAGUE-DAWLEY RATS [J].
BRUNE, H ;
DEUTSCHWENZEL, RP ;
HABS, M ;
IVANKOVIC, S ;
SCHMAHL, D .
JOURNAL OF CANCER RESEARCH AND CLINICAL ONCOLOGY, 1981, 102 (02) :153-157
[9]  
DEGAWA M, 1999, CANCER RES, V54, P4915
[10]   EXPERIMENTAL STUDIES ON THE CARCINOGENICITY OF 5 NITROGEN CONTAINING POLYCYCLIC AROMATIC-COMPOUNDS DIRECTLY INJECTED INTO RAT LUNGS [J].
DEUTSCHWENZEL, RP ;
BRUNE, H ;
GRIMMER, G .
CANCER LETTERS, 1983, 20 (01) :97-101