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Structural features of an exocyclic adduct positioned opposite an abasic site in a DNA duplex

Journal Article · · Biochemistry; (United States)
DOI:https://doi.org/10.1021/bi00227a014· OSTI ID:5556546
;  [1]; ; ;  [2]
  1. Columbia Univ., New York (USA)
  2. State Univ. of New York at Stony Brook (USA)
+ Show Author Affiliations

Structural studies have been extended to dual lesions where an exocyclic adduct is positioned opposite an abasic site in the center of a DNA oligomer duplex. NMR and energy minimization studies were performed on the 1,N{sup 2}-propanodeoxyguanosine exocyclic adduct (X) positioned opposite a tetrahydrofuran abasic site (F) with the dual lesions located in the center of the (C1-A2-T3-G4-X5-G6-T7-A8-C9){center dot}(G10-T11-A12-C13-F14-C15-A16-T17-G18) X{center dot}F 9-mer duplex. Two-dimensional NMR experiments establish that the X{center dot}F 9-mer helix is right-handed with Watson-Crick A{center dot}T and G{center dot}C base pairing on either side of the lesion site. NOEs are detected from the methylene protons of the exocyclic ring of X5 to the imino protons of G4{center dot}C15 and G6{center dot}C13 which flank the lesion site, as well as to the H1{prime} and H1{double prime} protons of the cross strand F14 tetrahydrofuran moiety. These NMR results establish that the exocyclic adduct X5 is positioned between flanking G4{center dot}C15 and G6{center dot}C13 base pairs and directed toward the abasic lesion F14 on the partner strand. These studies establish that the exocyclic ring of the 1,N{sup 2}-propanodeoxyguanosine adduct fits into the cavity generated by the abasic site.

OSTI ID:
5556546
Journal Information:
Biochemistry; (United States), Journal Name: Biochemistry; (United States) Vol. 30:13; ISSN 0006-2960; ISSN BICHA
Country of Publication:
United States
Language:
English

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Related Subjects

550601* -- Medicine-- Unsealed Radionuclides in Diagnostics
62 RADIOLOGY AND NUCLEAR MEDICINE
ADDUCTS
CHEMICAL SHIFT
DNA ADDUCTS
FURANS
HETEROCYCLIC COMPOUNDS
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
NUCLEIC ACIDS
OLIGONUCLEOTIDES
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OVERHAUSER EFFECT
RESONANCE
SPECTRA
TETRAHYDROFURAN