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Chitinase Inhibition by Chitobiose and Chitotriose Thiazolines

Authors


  • We thank the Canadian Institutes for Health Research (CIHR) for funding to S.G.W. and the BBSRC for funding to G.J.D. E.J.T. is a Royal Society University Research Fellow, and G.J.D. is a Royal Society/Wolfson Research Merit Award recipient.

Abstract

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A good imitation: Di- and trisaccharide analogues of the oxazoline intermediate formed during enzymatic hydrolysis of chitin were found to be potent inhibitors of chitinase A. The high affinity and enzymatic stability of a readily synthesized thioamide trisaccharide (two molecules of which are shown in the enzyme active site), and the mechanism-based mode of inhibition, make this analogue a promising candidate for broad-spectrum chitinase inhibition.

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