Solid support synthesis of oligothymidylates using phosphorochloridates and 1-alkylimidazoles.

Abstract:

:A study of the synthesis of oligothymidylates via phosphotriester intermediates on a polystyrene support is described. The sequence involves condensation of a phenyl nucleoside-3' -phosphorochloridate with the 5'-hydroxyl group of the carrier bound oligonucleotide derivative in the presence of 1-methylimidazole. Conditions for preparation of the phenyl nucleo-side phosphorochloridate as well as for the condensation on the support are discussed. d-TpTpTpT was obtained in 31% overall yield from carrier bound thymidine in one series of experiments, and d-TpTpTpTpT was obtained in 9% yield in another. The cycle for addition of one nucleotide unit can be completed in about six hours.

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Pless RC,Letsinger RL

doi

10.1093/nar/2.6.773

subject

Has Abstract

pub_date

1975-06-01 00:00:00

pages

773-86

issue

6

eissn

0305-1048

issn

1362-4962

journal_volume

2

pub_type

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