Synthesis and binding to plant lectins of sulfur-containing analogues of beta Gal1,3 alpha GalNAc (T-antigen)

Authors
Streicher, H Schmid, W Wenzl, I Fiedler, C Kahlig, H Unger, FM
Citation
H. Streicher et al., Synthesis and binding to plant lectins of sulfur-containing analogues of beta Gal1,3 alpha GalNAc (T-antigen), BIOORG MED, 10(12), 2000, pp. 1369-1371
Citations number
14
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
12
Year of publication
2000
Pages
1369 - 1371
Database
ISI
SICI code
0960-894X(20000619)10:12<1369:SABTPL>2.0.ZU;2-O
Abstract
Analogues of the tumor-associated T-antigen (beta Gal1,3 alpha GalNAc) cont aining 4,6-epidithio and 4,6-thietan modifications were synthesized from th e alpha-allyl glycoside of beta Gal alpha 1,3GlcNAc via suitable thiocyanat e derivatives. Binding to three leguminous lectins as model systems was inv estigated in an enzyme-linked lectin assay (ELLA) and IC50 values comparabl e to the corresponding natural disaccharides T-antigen, lactose and N-acety llactosamine were found. (C) 2000 Elsevier Science Ltd. All rights reserved