Synthesis and biophysical analysis of modified thymine-containing DNA oligonucleotides

We report the synthesis of a 5-formyl-2'-deoxyuridine (5fU) phosphoramidite and the preparation of oligonucleotides comprising all known, naturally observed eukaryotic thymidine modifications. Biophysical characterization of the synthetic oligonucleotides indicates that 5fU, but not the other T...

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Bibliographic Details
Published in:	Chemical communications (Cambridge, England) Vol. 53; no. 8; p. 1389
Main Authors:	Kawasaki, F, Murat, P, Li, Z, Santner, T, Balasubramanian, S
Format:	Journal Article
Language:	English
Published:	England 2017
Subjects:	Deoxyuridine - analogs & derivatives Deoxyuridine - chemical synthesis Deoxyuridine - chemistry DNA - analysis DNA - chemical synthesis DNA - chemistry Oligonucleotides - analysis Oligonucleotides - chemical synthesis Oligonucleotides - chemistry Organophosphorus Compounds - chemical synthesis Organophosphorus Compounds - chemistry Thymine - chemistry
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Summary:	We report the synthesis of a 5-formyl-2'-deoxyuridine (5fU) phosphoramidite and the preparation of oligonucleotides comprising all known, naturally observed eukaryotic thymidine modifications. Biophysical characterization of the synthetic oligonucleotides indicates that 5fU, but not the other T-derivatives, can alter DNA structures.
ISSN:	1364-548X
DOI:	10.1039/c6cc08670e