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Structure-based design and discovery of protein tyrosine phosphatase inhibitors incorporating novel isothiazolidinone heterocyclic phosphotyrosine mimetics.

Abstract：

:Structure-based design led to the discovery of novel (S)-isothiazolidinone ((S)-IZD) heterocyclic phosphotyrosine (pTyr) mimetics that when incorporated into dipeptides are exceptionally potent, competitive, and reversible inhibitors of protein tyrosine phosphatase 1B (PTP1B). The crystal structure of PTP1B in complex with our most potent inhibitor 12 revealed that the (S)-IZD heterocycle interacts extensively with the phosphate binding loop precisely as designed in silico. Our data provide strong evidence that the (S)-IZD is the most potent pTyr mimetic reported to date.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Combs AP,Yue EW,Bower M,Ala PJ,Wayland B,Douty B,Takvorian A,Polam P,Wasserman Z,Zhu W,Crawley ML,Pruitt J,Sparks R,Glass B,Modi D,McLaughlin E,Bostrom L,Li M,Galya L,Blom K,Hillman M,Gonneville L,Reid BG,We

doi

10.1021/jm0504555

keywords:

subject

Has Abstract

pub_date

2005-10-20 00:00:00

pages

6544-8

issue

21

eissn

0022-2623

issn

1520-4804

journal_volume

48

pub_type

杂志文章

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