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Stereospecific formation of the (R)-[gamma]-hydroxytrimethylene interstrand [N.sup.2]-dG:[N.sup.2]-dG cross-link arising from the [gamma]-OH-1,[N.sup.2]-propano-2'-deoxyguanosine adduct in the 5'-CpG-3' DNA sequence

Authors :
Hai Huang
Hye-Young Kim
Kozekov, Ivan D.
Young-Jin Cho
Hao Wang
Kozekova, Albena
Harris, Thomas M.
Rizzo, Carmelo J.
Stone, Michael P.
Source :
Journal of the American Chemical Society. June 24, 2009, Vol. 131 Issue 24, 8416-8424
Publication Year :
2009

Abstract

The structure of the stereochemically favored (R)-[gamma]-hydroxytrimethylene [N.sup.2]-dG:[N.sup.2]-dG interstran DNA cross-link in the 5'-CpG-3' DNA sequence is described. The formation of the hydrogen bond has explained the thermal stability of the carbinolamine interstrand cross-link and the stereochemical preference for the (R) configuration of the cross-link.

Details

Language :
English
ISSN :
00027863
Volume :
131
Issue :
24
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.204577080