Synthesis of sialyl Lewis x mimetics as selectin inhibitors by enzymatic aldol condensation reactions

Authors
Lin, CC Moris-Varas, F Weitz-Schmidt, G Wong, CH
Citation
Cc. Lin et al., Synthesis of sialyl Lewis x mimetics as selectin inhibitors by enzymatic aldol condensation reactions, BIO MED CH, 7(3), 1999, pp. 425-433
Citations number
44
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
7
Issue
3
Year of publication
1999
Pages
425 - 433
Database
ISI
SICI code
0968-0896(199903)7:3<425:SOSLXM>2.0.ZU;2-M
Abstract
Several D-mannosyl phosphate/phosphonate derivatives have been enzymaticall y prepared as sialyl Lewis x tetrasaccharide mimics, which showed strong-to -moderate inhibition against E-, P-, and L-selectins. The synthesis of thes e mimics is very straightforward; mannosyl aldehyde derivatives are condens ed with dihydroxyacetone phosphate (DHAP) in the presence of a DHAP-depende nt aldolase to provide mannosyl phosphates. (C) 1999 Elsevier Science Ltd. All rights reserved.