Skip Navigation

This Article
Right arrow Print PDF (463K)
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Email this article to a friend
Right arrow Similar articles in this journal
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Add to My Personal Archive
Right arrow Download to citation manager
Right arrowRequest Permissions
Right arrow Commercial Re-use Guidelines
for Open Access NAR Content
Google Scholar
Right arrow Articles by Sharma, N. D.
Right arrow Articles by McCloskey, J. A.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Sharma, N. D.
Right arrow Articles by McCloskey, J. A.
Social Bookmarking
Add to CiteULike   Add to Connotea   Add to Del.icio.us  
What's this?

Nucleic Acids Research, 1989, Vol. 17, No. 3 955-967
© 1989

CHEMISTRY

A novel photoproduct of 2'-deoxyguanosine induced by acetone photosensitization: 8-(2,3,4-trihydroxybutyl)guanine

Narain D. Sharma, R. Jeremy, H. Davies*, Dennis R. Phillips1 and James A. McCloskey1

Biochemistry Department, Medical Biology Centre, Queen's University Belfast BT9 7BL, Northern Ireland 1Departments of Medicinal Chemistry and Biochemistry, University of Utah Salt Lake City, UT 84112, USA

*To whom correspondence should be addressed

Received November 8, 1988. Revised January 3, 1989. Accepted January 3, 1989.

Acetone photosensitisation of 2'-deoxyguanosine in deaerated aqueous solution gives 8-(2,3,4-trihydroxybutyl)guanine as a major photoproduct. Its structure and that of its tetraacetate have been determined primarily by high resolution 1H NMR and mass spectrometry; a di-isopropylidene derivative has also been prepared. Mechanistic aspects of this novel photochemical transformation are discussed, particularly in relation to the alkaline cleavage of acetone photosensitised DNA at the sites of guanine bases.


Add to CiteULike CiteULike   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us    What's this?




Disclaimer:
Please note that abstracts for content published before 1996 were created through digital scanning and may therefore not exactly replicate the text of the original print issues. All efforts have been made to ensure accuracy, but the Publisher will not be held responsible for any remaining inaccuracies. If you require any further clarification, please contact our Customer Services Department.