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Potent and Selective Inhibition of Class II α‐ D ‐Mannosidase Activity by a Bicyclic Sulfonium Salt
Author(s) -
Siriwardena Aloysius,
Strachan Heather,
ElDaher Samer,
Way Gemma,
Winchester Bryan,
Glushka John,
Moremen Kelley,
Boons GeertJan
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400397
Subject(s) - sulfonium , swainsonine , chemistry , glycoside hydrolase , mannosidase , stereochemistry , biochemistry , bicyclic molecule , salt (chemistry) , combinatorial chemistry , computational biology , enzyme , biology , organic chemistry
Salted away . Shortcomings in the potency and selectivity of natural glycosidase inhibitors, such as swainsonine ( 1 ), have led to the proposal of a host of alternative synthetic structural motifs. This paper reports the synthesis of the polyhydroxylated sulfonium salt 2 and demonstrates it to be a potent inhibitor of various human class II α‐ D ‐mannosidase activities.