Synthesis of N,N-dialkylaniline-2 '-deoxyuridine conjugates for DNA-mediated electron transfer studies

Authors
Kerr, CE Eaton, BE Netzel, TL
Citation
Ce. Kerr et al., Synthesis of N,N-dialkylaniline-2 '-deoxyuridine conjugates for DNA-mediated electron transfer studies, NUCLEOS NUC, 19(5-6), 2000, pp. 851-866
Citations number
63
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
19
Issue
5-6
Year of publication
2000
Pages
851 - 866
Database
ISI
SICI code
1525-7770(2000)19:5-6<851:SON'CF>2.0.ZU;2-G
Abstract
Syntheses of two analogs of deoxyuridine with N,N-dialkylaniline chromophor es are reported. 5-[3-(N-methylphenylamino)propanoyl]-2'-deoxyuridine (1) a nd 5-[2-(4-N,N-dimethylaminophenyl)ethyl)]-2'-deoxyuridine (2) are prepared by palladium-mediated coupling. Preparation of 2 was facilitated by in sit u transient O-4-trimethylsiyl protection during alkynylation which suppress ed secondary cyclization of the coupling adduct.