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Facile Synthesis of 2,4‐Dinitrophenyl α‐ D ‐Glycopyranosides as Chromogenic Substrates for α‐Glycosidases
Author(s) -
Chen HongMing,
Withers Stephen G.
Publication year - 2007
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.200700021
Subject(s) - chromogenic , chemistry , glycoside , glycoside hydrolase , aryl , combinatorial chemistry , decomposition , sequence (biology) , stereochemistry , organic chemistry , biochemistry , enzyme , chromatography , alkyl
Pure and simple . The efficient synthesis of chromogenic aryl glycoside substrates for N ‐acetyl‐α‐hexosaminidases, which were previously troublesome to prepare, is described (see scheme). This one‐pot arylation/anomerisation sequence gives access to a range of aryl α‐glycosides, and minimizes decomposition of β‐linked intermediates in the case of the 2‐acetamido sugars.