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- W2082379912 abstract "Abstract 5‐Thio‐ L ‐fucose‐containing trisaccharide H‐type II was synthesized. The 3′,4′‐ O ‐isopropylidene‐2‐azido‐2‐deoxylactoside derivative, which was prepared from lactose by azidonitration of lactal, was used as a starting material. By regio‐ and stereoselective 5‐thio‐ L ‐fucosylation of the 6,6′‐dibenzoate 5 with 5‐thiofucosyl trichloroacetimidate 6 and subsequent deprotection gave the 5‐thio‐ L ‐fucose‐containing H‐type II 1 . Conformational analysis of the 5‐thio‐ L ‐fucose‐containing H‐type II and the native H‐type II was carried out through NOESY experiments. The observed NOE values between N ‐acetylglucosamine and galactose, and galactose and fucose were same for these two trisaccharides. However, NOE values between fucose and N ‐acetylglucosamine were significantly different. Binding of the 5‐thio‐ L ‐fucose‐containing H‐type II to lectins and antibodies were in some case stronger and in some case weaker than those of the native trisaccharide." @default.
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- W2082379912 date "2005-01-01" @default.
- W2082379912 modified "2023-10-10" @default.
- W2082379912 title "Synthesis and Evaluation of 5-Thio-L-Fucose-Containing Oligosaccharide" @default.
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- W2082379912 doi "https://doi.org/10.1002/chem.200400831" @default.
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