Iley, Jim; Moreira, Rui; Martins, Luisa; Guedes, Rita C. and Soares, Claudio M.
|DOI (Digital Object Identifier) Link:||http://dx.doi.org/10.1016/j.bmcl.2006.02.007|
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Carbamate and ester derivatives of the 1,1-dioxobenzo[b]thiophen-2-ylmethyloxycarbonyl (Bsmoc) scaffold react readily with thiols via a Michael addition at rates not significantly affected by the nature of the carboxylic or carbamic acid leaving group. These Michael acceptors are irreversible inhibitors of the cysteine proteases papain and human liver cathepsin B, displaying first order kinetics with respect to inhibitor concentration. In contrast, none of the Bsmoc derivatives inhibited porcine pancreatic elastase, a serine protease.
|Item Type:||Journal Article|
|Extra Information:||This item is in the 'short communications' section of the journal.
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|Keywords:||BSMOC; Papain; Cathepsin B; Cysteine proteases|
|Academic Unit/Department:||Science > Life, Health and Chemical Sciences|
|Depositing User:||James Iley|
|Date Deposited:||04 Jul 2006|
|Last Modified:||02 Dec 2010 19:50|
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