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

Streicher, Hansjorg, Schmid, Walther, Wenzl, Irmgard, Fiedler, Christian, Kahlig, Hanspeter and Unger, Frank M (2000) Synthesis and binding to plant lectins of sulfur-containing analogues of beta Gal1,3 alpha GalNAc (T-antigen). Bioorganic and Medicinal Chemistry Letters, 10 (12). pp. 1369-1371. ISSN 0960-894X

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Abstract

Analogues of the tumor-associated T-antigen (beta Gal1,3 alpha GalNAc) containing 4,6-epidithio and 4,6-thietan modifications were synthesized from the alpha-allyl glycoside of beta Gal alpha 1,3GlcNAc via suitable thiocyanate derivatives. Binding to three leguminous lectins as model systems was investigated in an enzyme-linked lectin assay (ELLA) and IC50 values comparable to the corresponding natural disaccharides T-antigen, lactose and N-acetyllactosamine were found.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Hans Streicher
Date Deposited: 06 Feb 2012 19:10
Last Modified: 08 Jun 2012 14:05
URI: http://sro.sussex.ac.uk/id/eprint/19489
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