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ID: ALA1135015

Journal: Bioorg Med Chem Lett

Title: Silanediol-based inhibitor of thermolysin.

Authors: Kim J, Glekas A, McN Sieburth S.

Abstract: The first silanediol inhibitor of thermolysin is reported, prepared by analogy with the Grobelny/Bartlett phosphinate inhibitor. A Cbz group on nitrogen proved to be unstable to the triflic acid mediated silanediol deprotection and was replaced with a dihydrocinnamoyl group. The silanediol was prepared in high purity by hydrolysis of a difluorosilane intermediate and proved to be an effective inhibitor, differing from the phosphinate by a factor of 4 (K(i)=41nM).

CiteXplore: 12443790

DOI: 10.1016/s0960-894x(02)00804-1