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Improved synthesis of 5-hydroxymethyl-2'-deoxycytidine phosphoramidite using a 2'-deoxyuridine to 2'-deoxycytidine conversion without temporary protecting groups.

Abstract:

5-Hydroxymethylcytosine has recently been characterized as the 'sixth base' in human DNA. To enable research on this DNA modification, we report an improved method for the synthesis of 5-hydroxymethyl-2'-deoxycytidine ((5-HOMe)dC) phosphoramidite for site-specific incorporation into oligonucleotides. To minimize manipulations we employed a temporary protecting group-free 2'-deoxyuridine to 2'-deoxycytidine conversion procedure that utilizes phase transfer catalysis. The desired (5-HOMe)dC pho...

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Publication status:
Published

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Publisher copy:
10.1016/j.bmcl.2010.12.098

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Bioorganic and medicinal chemistry letters
Volume:
21
Issue:
4
Pages:
1181-1184
Publication date:
2011-02-01
DOI:
EISSN:
1464-3405
ISSN:
0960-894X
Source identifiers:
115704
Language:
English
Keywords:
Pubs id:
pubs:115704
UUID:
uuid:c69533aa-20e9-45f1-ba7d-cedeb509fee0
Local pid:
pubs:115704
Deposit date:
2012-12-19

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