SYNTHESIS, STRUCTURE AND ENZYMATIC EVALUATION OF NEW SPIRO OXATHIAZOLE SUGAR-DERIVATIVES

Authors
PRALY JP FAURE R JOSEPH B KISS L ROLLIN P
Citation
Jp. Praly et al., SYNTHESIS, STRUCTURE AND ENZYMATIC EVALUATION OF NEW SPIRO OXATHIAZOLE SUGAR-DERIVATIVES, Tetrahedron, 50(22), 1994, pp. 6559-6568
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
22
Year of publication
1994
Pages
6559 - 6568
Database
ISI
SICI code
0040-4020(1994)50:22<6559:SSAEEO>2.0.ZU;2-5
Abstract
On treatment with N-bromusuccinimide under irradiation in refluxing ca rbon tetrachloride, tyl-1-S-(Z)-benzhydroximoyl-1-thio-D-glucopyranose 1 and various analogs yielded new spiro anomeric oxathiazole derivati ves in similar to 60% total yield. After deacetylation, the tested maj or 1(S) epimers were found good competitive inhibitors of emulsin beta -D-glucosidase whereas a 1(R) counterpart had no effect on the enzyme.