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- W2741734191 abstract "The trisaccharides GalNAcl~3{Fucal~2)Gal and Galal~3(Fucal~2)Gal. which are determinant fragments of blood-group-specific antigens A and B. respectively, have been synth~sized in the form of the R glycosides (R = ~-OCH2CH2CH2NHCOCOCF3). Selective acetylation of the 4,6-benzylidene derivative of R galactoside gave 4.6-Bd-3-Ac-Gal-R. which was a-fucosylated, after which the 0acetyl group was eliminated. The disaccharide so obtained., 4,6-Bd-2-(Bz13Fuca)Gal-R, was a-glycosylated with 3,4,6-tri-0-acetyl-2-azido-2-deoxy-~-Dgalactopyranosyl chloride (GalN3Cl) and also with tetra-O-benzyl-a-D-galactopyranosyl bromide (~alBr), to give the protected spacered A and B trisaccharides, respectively. The disaccharides GalNacal~3Gal-R and Galal~3Gal-R were synthesized by two methods: 1) the hydrogenolysis and subsequent benzylidenation of Bz13-2-Ac-Gal-R gave a synthon with a free hydroxy group at C3 -4,6Bd-2-Ac-Gal-R, which was a-glycosylated with the aid of GalN3Cl and GalBr; and 2) the selective glycosylation of 4,16-Bd-Gal-R with the aid of GalN3Cl .-~ and GalBr gave a mixture of diand trisaccharides from which the desired disaccharide was isolated by chromatography. Unnatural analogues of the A and B trisaccharides -GalNAcal~2(GalNAcal~3)Gal-R and Galal~2(Galal~3)Gal-Rhave also been synthesized. Elimination of the protective groups yielded the free oligosaccharides in the form of ~-OCH2CH2CH2NH2 glycosides, and from the' spacered A and B trisaccharides their N-biotinylated derivatives were synthesized. The use of the oligosaccharides, their macroreolecular forms, and affinity sorbents obtained from them in hemodiagnosis and the analysis of the specificity of monoclonal antibodies is discussed." @default.
- W2741734191 created "2017-08-08" @default.
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- W2741734191 date "1992-01-01" @default.
- W2741734191 modified "2023-09-27" @default.
- W2741734191 title "SYNTHESIS OF SPACERED TRISACCHARIDES WITH BLOOD GROUP A AND B SPECIFICITIES AND FRAGMENTS AND STRUCTURAL ANALOGUES OF THEM" @default.
- W2741734191 hasPublicationYear "1992" @default.
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