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Synthesis and biological evaluation of novel irreversible serine protease inhibitors using amino acid based sulfonyl fluorides as an electrophilic trap.

Abstract：

:We have designed and synthesized novel irreversible serine protease inhibitors containing aliphatic sulfonyl fluorides as an electrophilic trap. These substituted taurine sulfonyl fluorides derived from taurine or protected amino acids were conveniently synthesized from β-aminoethanesulfonyl chlorides using KF/18-crown-6 or from β-aminoethanesulfonates using DAST. Their potency of irreversible inhibition of serine proteases is described in different enzyme assays using chymotrypsin leading to binding affinities up to 22 μM.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Brouwer AJ,Ceylan T,Jonker AM,van der Linden T,Liskamp RM

doi

10.1016/j.bmc.2011.02.014

subject

Has Abstract

pub_date

2011-04-01 00:00:00

pages

2397-406

issue

7

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(11)00122-2

journal_volume

19

pub_type

杂志文章

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