Affinity of 5-thio-L-fucose-containing Lewis X (LeX) trisaccharide analogs to anti-LeX monoclonal antibody.

作者: Osamu Tsuruta , Hideya Yuasa , Hironobu Hashimoto , Sadamu Kurono , Shin Yazawa

DOI: 10.1016/S0960-894X(99)00124-9

关键词: ChemistryEnzyme inhibitorChemical synthesisTrisaccharideMoietyBiological activityFucoseDerivative (chemistry)GlycosideStereochemistry

摘要: Abstract 5-Thiofucose-containing Le X trisaccharide analogs Galβ(1,4){5SFucα(1,3)}GlcNAc-OMe ( 2 ) and Galβ(1,4){5SFucβ(1,3)}GlcNAc-OMe 4 were synthesized via 5-thiofucosylation of methyl 2-azidolactoside derivative 6 by the trichloroacetimidate method. Inhibitory activity these for binding to anti-Le antibody was evaluated enzyme immunoassay, indicating that strictly recognizes α-configuration fucose moiety its pocket includes no advantageous region, such as hydrophobic area, recognizing ring sulfur atom 5-thiofucosyl analog .

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