Chemical synthesis of 2'-deoxyoligonucleotides containing 5-fluoro-2'-deoxycytidine.

Abstract:

:2'-Deoxyoligonucleotides with 5-fluorocytosine residues incorporated at specific positions of the nucleotide sequence are tools of great potential in the study of the catalytic mechanism by which DNA cytosine methyltransferases methylate the 5-position of DNA cytosine residues in specific sequence contexts. Chemical synthesis of such oligonucleotides is described. Two alternative approaches have been developed, one of which proceeds via a fully protected phosphoramidite of 5-fluoro-4-methylmercapto-2'-deoxyuridine 2, the other via a fully protected phosphoramidite of 5-fluoro-2'-deoxycytidine 3. Either building block can be used in automated oligonucleotide synthesis applying standard elongation cycles and deprotection procedures exclusively. The methylmercapto function of 2 is replaced by an amino group in the final ammonia treatment used for cleavage from support and base deprotection.

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Schmidt S,Pein CD,Fritz HJ,Cech D

doi

10.1093/nar/20.10.2421

keywords:

subject

Has Abstract

pub_date

1992-05-25 00:00:00

pages

2421-6

issue

10

eissn

0305-1048

issn

1362-4962

journal_volume

20

pub_type

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