Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1362188 | Bioorganic & Medicinal Chemistry Letters | 2011 | 4 Pages |
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-HOMedC) 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-HOMedC phosphoramidite is obtained in six steps and 24% overall yield from 2′-deoxyuridine.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Anders S. Hansen, Armin Thalhammer, Afaf H. El-Sagheer, Tom Brown, Christopher J. Schofield,