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New synthetic route to ethynyl-dUTP: A means to avoid formation of acetyl and chloro vinyl base-modified triphosphates that could poison SELEX experiments.

Abstract：

:5-Ethynyl-2'-deoxyuridine is a common base-modified nucleoside analogue that has served in various applications including selection experiments for potent aptamers and in biosensing. The synthesis of the corresponding triphosphates involves a mild acidic deprotection step. Herein, we show that this deprotection leads to the formation of other nucleoside analogs which are easily converted to triphosphates. The modified nucleoside triphosphates are excellent substrates for numerous DNA polymerases under both primer extension and PCR conditions and could thus poison selection experiments by blocking sites that need to be further modified. The formation of these nucleoside analogs can be circumvented by application of a new synthetic route that is described herein.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Röthlisberger P,Levi-Acobas F,Hollenstein M

doi

10.1016/j.bmcl.2017.01.009

subject

Has Abstract

pub_date

2017-02-15 00:00:00

pages

897-900

issue

4

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(17)30009-4

journal_volume

27

pub_type

杂志文章

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