Document Detail


Convenient and efficient syntheses of oligodeoxyribonucleotides containing o (6)-(carboxymethyl)guanine and o (6)-(4-oxo-4-(3-pyridyl)butyl)guanine.
MedLine Citation:
PMID:  22444194     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
O (6)-(carboxymethyl)guanine (O (6)-CMG) and O (6)-(4-oxo-4-(3-pyridyl)butyl)guanine (O (6)-pobG) are toxic lesions formed in DNA following exposure to alkylating agents. O (6)-CMG results from exposure to nitrosated glycine or nitrosated bile acid conjugates and may be associated with diets rich in red meat. O (6)-pobG lesions are derived from alkylating agents found in tobacco smoke. Efficient syntheses of oligodeoxyribonucleotides (ODNs) containing O (6)-CMG and O (6)-pobG are described that involve nucleophilic displacement by the appropriate alcohol on a common synthetic ODN containing the reactive base 2-amino-6-methylsulfonylpurine. ODNs containing O (6)-pobG and O (6)-CMG were found to be good substrates for the S. pombe alkyltransferase-like protein Atl1. [Supplemental materials are available for this article. Go to the publisher's online edition of Nucleosides, Nucleotides & Nucleic Acids to view the free supplemental file.].
Authors:
Christopher L Millington; Amanda J Watson; Andrew S Marriott; Geoffrey P Margison; Andrew C Povey; David M Williams
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Nucleosides, nucleotides & nucleic acids     Volume:  31     ISSN:  1532-2335     ISO Abbreviation:  Nucleosides Nucleotides Nucleic Acids     Publication Date:  2012 Apr 
Date Detail:
Created Date:  2012-03-26     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100892832     Medline TA:  Nucleosides Nucleotides Nucleic Acids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  328-38     Citation Subset:  IM    
Affiliation:
a Centre for Chemical Biology, Department of Chemistry , Krebs Institute, University of Sheffield , Sheffield , S3 7HF , UK.
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