title: Synthesis and binding to plant lectins of sulfur-containing analogues of betaGal1,3 alphaGalNAc (T-antigen).
abstract: Analogues of the tumor-associated T-antigen (betaGal1,3 alphaGalNAc) containing 4,6-epidithio and 4,6-thietan modifications were synthesized from the alpha-allyl glycoside of betaGal alpha1,3GlcNAc 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.
authors.affiliation: Faculty of Chemistry, University of Konstanz, Germany. hansjoerg.streicher@uni-konstanz.de
authors.forename: H
authors.initials: H
authors.lastname: Streicher
authors.forename: W
authors.initials: W
authors.lastname: Schmid
authors.forename: I
authors.initials: I
authors.lastname: Wenzl
authors.forename: C
authors.initials: C
authors.lastname: Fiedler
authors.forename: H
authors.initials: H
authors.lastname: Kählig
authors.forename: F M
authors.initials: FM
authors.lastname: Unger
mesh_terms: D000957:Antigens, Viral, Tumor / Q000737:chemistry / Q000378:metabolism*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D037102:Lectins / Q000138:chemical synthesis* / Q000378:metabolism; D037121:Plant Lectins; D010944:Plants / Q000737:chemistry*; D013455:Sulfur / Q000032:analysis*
chemical_list: D000957:Antigens, Viral, Tumor; D037102:Lectins; D037121:Plant Lectins; D013455:Sulfur