NUCLEOSIDES AND NUCLEOTIDES .126. INCORPORATION OF A MUTAGENIC NUCLEOSIDE, 5-FORMYL-2'-DEOXYURIDINE, INTO AN OLIGODEOXYRIBONUCLEOTIDE

Authors
MATSUDA A INADA M NARA H OHTSUKA E ONO A
Citation
A. Matsuda et al., NUCLEOSIDES AND NUCLEOTIDES .126. INCORPORATION OF A MUTAGENIC NUCLEOSIDE, 5-FORMYL-2'-DEOXYURIDINE, INTO AN OLIGODEOXYRIBONUCLEOTIDE, Bioorganic & medicinal chemistry letters, 3(12), 1993, pp. 2751-2754
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
12
Year of publication
1993
Pages
2751 - 2754
Database
ISI
SICI code
0960-894X(1993)3:12<2751:NAN.IO>2.0.ZU;2-Q
Abstract
An oligodeoxyribonucleotide (TT1TTT) containing 5-formyl-2'-deoxyuridi ne (1) has been synthesized. Protection of the formyl group of 3',5'-d i-O-acetyl-5-formyl-2'-deoxyuridine (3) with N,N-di-(m-chlorophenyl)-e thylenediamine (4d) afforded the imidazolidine derivative 5d, which wa s converted into the nucleoside 3'-phosphoramidite 7. Incorporation of 7 into an oligonucleotide and then acid-hydrolysis gave the oligomer containing 1. The nucleoside composition was confirmed after conversio n of 1 in the oligomer into 5-hydroxymethyl-2'-deoxyuridine.