Specific, uncompetitive inhibition of beta-galactosidases by a 5,6-isopropylidenedioxyfuro[2,3-d]isoxazole-3-methanol derivative

Citation
C. Schaller et al., Specific, uncompetitive inhibition of beta-galactosidases by a 5,6-isopropylidenedioxyfuro[2,3-d]isoxazole-3-methanol derivative, BIOORG MED, 9(2), 1999, pp. 277-278
Citations number
16
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
2
Year of publication
1999
Pages
277 - 278
Database
ISI
SICI code
0960-894X(19990118)9:2<277:SUIOBB>2.0.ZU;2-U
Abstract
(-)-(3aS,5S,6S,6aR)-3a,5,6,6a-Tetrahydro-5, 6-isopropylidenedioxyfuro[2,3-d ]isoxazole-3-methanol ((-)-5) has been tested toward 25 glycohydrolases and found to inhibit beta-galactosidase from Aspergillus niger (K-i = 18 mu M) and that from Aspergillus orizae (K-i = 72 mu M) Hydrolysis of the acetoni de or exchange of CH2OH group for a CHO, CH2OMe or a CH2OMOM group suppress es the inhibitory activity. (C) 1999 Elsevier Science Ltd. All rights reser ved.