Abstract:
:As part of a search for selective, mechanism-based covalent inhibitors of human pancreatic α-amylase we describe the chemoenzymatic synthesis of the disaccharide analog α-glucosyl epi-cyclophellitol, demonstrate its stoichiometric reaction with human pancreatic α-amylase and evaluate the time dependence of its inhibition. X-ray crystallographic analysis of the covalent derivative so formed confirms its reaction at the active site with formation of a covalent bond to the catalytic nucleophile D197. The structure illuminates the interactions with the active site and confirms OH4' on the nonreducing end sugar as a good site for attachment of fluorescent tags in generating probes for localization and quantitation of amylase in vivo.
journal_name
FEBS Lettjournal_title
FEBS lettersauthors
Caner S,Zhang X,Jiang J,Chen HM,Nguyen NT,Overkleeft H,Brayer GD,Withers SGdoi
10.1002/1873-3468.12143subject
Has Abstractpub_date
2016-04-01 00:00:00pages
1143-51issue
8eissn
0014-5793issn
1873-3468journal_volume
590pub_type
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