Synthesis of alpha-C(1 -> 3)-mannopyranoside of N-acetylgalactosamine, a new beta-galactosidase inhibitor
Pasquarello, C.; Demange, R.; Vogel, P.
1999

Abstract

Radical C-glycosidation of a 3-methylidene-7-oxabicyclo[2.2.1]heptan-2-one derivative with acetobromomannose gave a alpha-C-mannopyranoside that was converted into alpha-D-ManpCH(2)(1-->3)-D-GalNAc, a C-disaccharide that inhibits beta-galactosidase from jack bean with IC50 = 9.4 mu M and K-i = 7.5 mu M (mixed mode of inhibition). (C) 1999 Elsevier Science Ltd. All rights reserved.

Details

Title Synthesis of alpha-C(1 -> 3)-mannopyranoside of N-acetylgalactosamine, a new beta-galactosidase inhibitor
Author(s) Pasquarello, C. ; Demange, R. ; Vogel, P.
Published in Bioorganic & Medicinal Chemistry Letters
Volume 9
Issue 5
Pages 793-796
Date 1999
ISSN 0960-894X
Keywords
Note Univ Lausanne, Inst Chim Organ, BCH, CH-1015 Lausanne, Switzerland.
DOI https://doi.org/10.1016/S0960-894X(99)00064-5
Laboratories LGSA
Record Appears in Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
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Record creation date 2005-11-09