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Synthesis and binding to plant lectins of sulfur-containing analogues of beta Gal1,3 alpha GalNAc (T-antigen)
journal contributionposted on 2023-06-07, 22:09 authored by Hansjorg Streicher, Walther Schmid, Irmgard Wenzl, Christian Fiedler, Hanspeter Kahlig, Frank M Unger
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.
JournalBioorganic and Medicinal Chemistry Letters
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