Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucin oligosaccharides of Trypanosoma cruzi

被引:0
作者
Mendoza, VM [1 ]
Gallo-Rodriguez, C [1 ]
de Lederkremer, RM [1 ]
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CIHIDECAR, RA-1428 Buenos Aires, DF, Argentina
关键词
galactose trisaccharide; mucins; Trypanosoma cruzi; D-galactono-1,4-lactone; glycosylation; trichloroacetimidate;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of an anomeric free derivative of 2,3-di-O-(beta-D-Galp)-D-Galp as a synthon for the mucin oligosaccharides of Trypanosoma cruzi is described. The title compound was synthesized via two approaches. The first one involved 2,3-di-O- glycosylation of 5,6-O-isopropylidene-D-galactono-1,4- lactone by O-(2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl) trichloroacetimidate. The second approach was based on glycosylation of a convenient derivative of galactopyranose. The synthesized trisaccharide is the acceptor unit of sialic acid in the trans-sialidase reaction that takes place in T. cruzi.
引用
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页码:82 / 94
页数:13
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