SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING 5-AMINOURACIL AND ITS N-ACETYL DERIVATIVE

Citation
E. Ferrer et al., SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING 5-AMINOURACIL AND ITS N-ACETYL DERIVATIVE, Journal of the Chemical Society. Perkin transactions. I, (14), 1997, pp. 2051-2057
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
14
Year of publication
1997
Pages
2051 - 2057
Database
ISI
SICI code
0300-922X(1997):14<2051:SOOC5A>2.0.ZU;2-V
Abstract
The preparation of oligonucleotides containing 5-amino-2'-deoxyuridine is described, Three different protective groups for the amino functio n of 5-aminouracil including trifluoroacetyl, dimethylformamidine and 2-(4-nitrophenyl)ethoxycarbonyl are analysed in order to reduce the ac etylation of this base observed during the assembly of oligonucleotide s containing this base analogue. The side-reaction is avoided by using the base-labile 2-(4-nitrophenyl)ethoxy as protecting group and 2-(4- nitrophenyl)ethyl chloroformate during the capping step.