Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis
Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis
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DOI：
10.1021/jo034365o
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发表时间：
2003-09-05
影响因子：
3.6
通讯作者：
de Lederkremer, RM
中科院分区：
文献类型：
--
作者：
Gandolfi-Donadío, L;Gallo-Rodriguez, C;de Lederkremer, RM
The galactofuran is a crucial constituent of the cell wall of mycobacteria. An efficient synthesis of the two trisaccharide units of the galactan is described. The strategy relies on the use of substituted D-galactono-1,4-lactones as precursors for the internal and the reducing galactofuranoses. Dec-9-enyl beta-D-Galf-(1-->6)-beta-D-Galf-(1-->5)-beta-D-Galf (2) and dec-9-enyl beta-D-Galf-(1-->5)-beta-D-Galf-(1beta6)-beta-D-Galf (9) so far reported as convenient substrates for the galactofaranosyl transferase, and possibly useful for immunological studies, were obtained by the trichloroacetimidate method of glycosylation.
