NMR solution structures of stereoisomeric covalent polycyclic aromatic carcinogen− DNA adducts: principles, patterns, and diversity

NE Geacintov, M Cosman, BE Hingerty… - Chemical research in …, 1997 - ACS Publications
Exogenous chemicals have been implicated in causing mutations that are responsible for
the initiation and progression of tumors (1r5). Mutations in the p53 gene, a tumor suppressor …

Solution conformation of the major adduct between the carcinogen (+)-anti-benzo [a] pyrene diol epoxide and DNA.

M Cosman, C De Los Santos, R Fiala… - Proceedings of the …, 1992 - National Acad Sciences
We have synthesized, separated, and purified approximately 10 mg of a
deoxyundecanucleotide duplex containing a single centrally positioned covalent adduct …

[HTML][HTML] Toward an understanding of the role of DNA adduct conformation in defining mutagenic mechanism based on studies of the major adduct (formed at N2-dG) …

R Kozack, KY Seo, SA Jelinsky, EL Loechler - … Research/Fundamental and …, 2000 - Elsevier
The process of carcinogenesis is initiated by mutagenesis, which often involves replication
past damaged DNA. One question—what exactly is a DNA polymerase seeing when it …

Solution conformation of the (+)-cis-anti-[BP] dG adduct in a DNA duplex: intercalation of the covalently attached benzo [a] pyrenyl ring into the helix and displacement …

M Cosman, C De Los Santos, R Fiala, BE Hingerty… - Biochemistry, 1993 - ACS Publications
This paper reports on the solution structure of the (+)-c¡ j-anf/-[BP] dG adduct positioned
opposite dC in a DNA oligomer duplex which provides the first experimentally based …

Translesional synthesis on a DNA template containing a single stereoisomer of dG-(+)-or dG-(-)-anti-BPDE (7, 8-dihydroxy-anti-9, 10-epoxy-7, 8, 9, 10 …

S Shibutani, LA Margulis, NE Geacintov… - Biochemistry, 1993 - ACS Publications
Revised Manuscript Received April 15, 1993 abstract: Oligodeoxynucleotides modified site-
specificiallywithdG-(+)-frflras-and dG-(+)-m-anfi-BPDE (7, 8-dihydroxy-9, 10-epoxy-7, 8, 9 …

Solution Conformation of the (−)-cis-anti-Benzo[a]pyrenyl-dG Adduct Opposite dC in a DNA Duplex:  Intercalation of the Covalently Attached BP Ring into the Helix …

M Cosman, BE Hingerty, N Luneva, S Amin… - Biochemistry, 1996 - ACS Publications
This paper reports on the combined NMR− molecular mechanics computational studies of
the solution structure of the (−)-cis-anti-[BP] dG adduct positioned opposite dC in the …

DNA adducts from a tumorigenic metabolite of benzo [a] pyrene block human RNA polymerase II elongation in a sequence-and stereochemistry-dependent manner

RA Perlow, A Kolbanovskii, BE Hingerty… - Journal of molecular …, 2002 - Elsevier
Many carcinogens exert their cancer-causing effects by reacting with DNA either directly or
following metabolic activation, resulting in covalently linked combination molecules known …

Solution conformation of the (+)-trans-anti-[BP] dG adduct opposite a deletion site in a DNA duplex: intercalation of the covalently attached benzo [a] pyrene into the …

M Cosman, R Fiala, BE Hingerty, S Amin… - Biochemistry, 1994 - ACS Publications
Revised Manuscript Received July 28, 1994Ū abstract: This paper reports on the solution
structure of the (+)-Zrani-a/zZz-[BP] dG adduct positioned opposite a deletion site in a DNA …

Site-specific benzo [a] pyrene diol epoxide-DNA adducts inhibit transcription elongation by bacteriophage T7 RNA polymerase

DJ Choi, DJ Marino-Alessandri, NE Geacintov… - Biochemistry, 1994 - ACS Publications
Revised Manuscript Received November 12, 19939 abstract: Benzo [a] pyrene, an
extremely potent procarcinogen and mutagen, is metabolized to a variety of products …

Structural characterization of a (+)-trans-anti-benzo [a] pyrene-DNA adduct using NMR, restrained energy minimization, and molecular dynamics

MA Fountain, TR Krugh - Biochemistry, 1995 - ACS Publications
Revised Manuscript Received December 30, 1994® abstract: The (+)-trans-anti-benzo [a]
pyrene adduct formed at the N2 amino group of guanine is the major adduct found after …