Solid-phase synthesis of backbone-modified DNA analogs by the boranophosphotriester method using new protecting groups for nucleobases.

Abstract:

:Backbone-modified DNA analogs were synthesized in good yields by the boranophosphotriester method on a solid support. The oligodeoxyribonucleoside boranophosphates, protected with 2-(azidomethyl)benzoyl groups for nucleobases, were converted into DNA and its backbone-modified analogs via the corresponding H-phosphonate intermediates. A new protecting group for the O6 position of 2'-deoxyguanosine, 4-azidobenzyl (ABn) group, was also developed. The ABn group can be quickly removed by treatment with MePPh2 and H2O in the presence of 2-mercaptoethanol.

journal_name

Bioorg Med Chem Lett

authors

Kawanaka T,Shimizu M,Shintani N,Wada T

doi

10.1016/j.bmcl.2008.05.053

subject

Has Abstract

pub_date

2008-07-01 00:00:00

pages

3783-6

issue

13

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(08)00534-9

journal_volume

18

pub_type

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