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

Loser, Reik, Frizler, Maxim, Schilling, Klaus and Gutschow, Michael (2008) Azadipeptide nitriles: highly potent and proteolytically stable inhibitors of papain-like cysteine proteases. Angewandte Chemie - International Edition, 47 23: 4331-4334. doi:10.1002/anie.200705858


Author Loser, Reik
Frizler, Maxim
Schilling, Klaus
Gutschow, Michael
Title Azadipeptide nitriles: highly potent and proteolytically stable inhibitors of papain-like cysteine proteases
Journal name Angewandte Chemie - International Edition   Check publisher's open access policy
ISSN 1433-7851
1521-3773
Publication date 2008-05
Sub-type Article (original research)
DOI 10.1002/anie.200705858
Open Access Status
Volume 47
Issue 23
Start page 4331
End page 4334
Total pages 4
Place of publication Weinheim, Germany
Publisher Wiley
Language eng
Formatted abstract
Nitrogen instead of carbon: Azadipeptide nitriles resulting from CH/N exchange in the P1 position 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.
Keyword Azapeptides
Enzyme inhibitors
Hydrazides
Nitriles
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: Institute for Molecular Bioscience - Publications
 
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