N3'-]P5' OLIGODEOXYRIBONUCLEOTIDE PHOSPHORAMIDATES - A NEW METHOD OF SYNTHESIS BASED ON A PHOSPHORAMIDITE AMINE-EXCHANGE REACTION

Authors
NELSON JS FEARON KL NGUYEN MQ MCCURDY SN FREDIANI JE FOY MF HIRSCHBEIN BL
Citation
Js. Nelson et al., N3'-]P5' OLIGODEOXYRIBONUCLEOTIDE PHOSPHORAMIDATES - A NEW METHOD OF SYNTHESIS BASED ON A PHOSPHORAMIDITE AMINE-EXCHANGE REACTION, Journal of organic chemistry, 62(21), 1997, pp. 7278-7287
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
62
Issue
21
Year of publication
1997
Pages
7278 - 7287
Database
ISI
SICI code
0022-3263(1997)62:21<7278:NOP-AN>2.0.ZU;2-P
Abstract
A new method for the synthesis of N3'-->P5' phosphoramidate oligodeoxy nucleotides is demonstrated, Described herein is the synthesis of the monomers utilized in the phosphoramidite amine-exchange process and th e experimental details pertaining to this new mode of chain assembly. The phosphoramidite amine-exchange method generates coupling yields in the 92-95% range per cycle and further enables the synthesis of chime ric phosphoramidate/phosphodiester or phosphoramidate/phosphorothioate oligonucleotides with no instrument modifications.