Azadipeptide nitriles:: Highly potent and proteolytically stable inhibitors of papain-like cysteine proteases

被引：75

作者：

Loeser, Reik ^{[1
]}

Frizler, Maxim ^{[1
]}

Schilling, Klaus ^{[2
]}

Guetschow, Michael ^{[1
]}

机构：

[1] Univ Bonn, Inst Pharmaceut, D-53121 Bonn, Germany

[2] Klinikum Univ Jena, Inst Biochem 1, D-07743 Jena, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 23期

关键词：

azapeptides; enzyme inhibitors; hydrazides; nitriles;

D O I：

10.1002/anie.200705858

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Presented) Nitrogen instead of carbon: Azadipeptide nitriles resulting from CH/N exchange in the P1 position (see picture) are hitherto unknown. To access these compounds by conversion of amino acid-derived hydrazides with cyanogen bromide both nitrogen atoms of the hydrazide must be substituted. Despite a methylated P2-P1 peptide bond, the azadipeptide nitriles show a strong inhibitory activity against cysteine proteases, and a high stability towards chymotryptic hydrolysis. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：4331 / 4334

页数：4

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