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

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,N2-propanodeoxyguanosine exocyclic adduct (X) positioned opposite a tetrahydrofura...

Full description

Saved in:
Bibliographic Details
Published in:Biochemistry (Easton) 1991-04, Vol.30 (13), p.3262-3270
Main Authors: Kouchakdjian, Michael, Eisenberg, Moises, Johnson, Francis, Grollman, Arthur P, Patel, Dinshaw J
Format: Article
Language:English
Subjects:
550601 - Medicine- Unsealed Radionuclides in Diagnostics
ADDUCTS
Base Composition
Base Sequence
Biological and medical sciences
CHEMICAL SHIFT
DNA - chemistry
DNA ADDUCTS
Fundamental and applied biological sciences. Psychology
FURANS
HETEROCYCLIC COMPOUNDS
MAGNETIC RESONANCE
Magnetic Resonance Spectroscopy - methods
Models, Molecular
Molecular and cellular biology
Molecular genetics
Molecular Sequence Data
MOLECULAR STRUCTURE
Mutagenesis. Repair
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
Nucleic Acid Conformation
NUCLEIC ACIDS
Oligodeoxyribonucleotides - chemical synthesis
Oligodeoxyribonucleotides - chemistry
OLIGONUCLEOTIDES
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OVERHAUSER EFFECT
RADIOLOGY AND NUCLEAR MEDICINE
RESONANCE
SPECTRA
TETRAHYDROFURAN
Thermodynamics
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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,N2-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).(G10-T11-A12-C-13-F14-C15 -A16-T17-G-18) X.F 9-mer duplex. Two-dimensional NMR experiments establish that the X.F 9-mer helix is right-handed with Watson-Crick A.T and G.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.C15 and G6.C13 which flank the lesion site, as well as to the H1' and H1" protons of the cross strand F14 tetrahydrofuran moiety. These NMR results establish that the exocyclic adduct X5 is positioned between flanking G4.C15 and G6.C13 base pairs and directed toward the abasic lesion F14 on the partner strand. These studies establish that the exocyclic ring of the 1,N2-propanodeoxyguanosine adduct fits into the cavity generated by the abasic site.
ISSN:0006-2960
1520-4995
DOI:10.1021/bi00227a014