Chemical synthesis of sulfated oligosaccharides with a β-D-Gal-(1→3)-[β-D-Gal-(1→4)-(α-L-Fuc(1→3)-β-D-GlcNAc-(1→6)]-α-D-GalNAc sequence

被引:22
作者
Xia, J [1 ]
Srikrishnan, T [1 ]
Alderfer, JL [1 ]
Jain, RK [1 ]
Piskorz, CF [1 ]
Matta, KL [1 ]
机构
[1] New York State Dept Hlth, Roswell Pk Canc Inst, Buffalo, NY 14263 USA
关键词
chemical synthesis; 2D DQF-COSY; 2D ROESY; sulfated oligosaccharides; crystallography;
D O I
10.1016/S0008-6215(00)00211-1
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The syntheses of two sulfated pentasaccharides: beta -D-Gal6SO(3)Na-(1 --> 3)-[beta -D-Gal-(1 --> 4)-alpha -L-Fuc-(1 --> 3)-beta -D-Glc-NAc-(1 --> 6)1-alpha -D-GalNAc --> OMe (1) and beta -D-Gal6SO(3)Na-(1 --> 3)-[beta -D-Gal-(1 --> 4)-alpha -L-Fuc-(1 --> 3)-beta -D-GlcNAc6SO(3)Na-(1 --> 6)]-alpha -D-GalNAc --> OMe (2) by using Lewis(X) trisaccharides 12 and 16 as glycosyl donors are described. Sulfated oligosaccharides 1-2 and intermediate compounds are fully characterized by 2D H-1-H-1 DQF-COSY and 2D ROESY experiments. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:561 / 577
页数:17
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