SYNTHETIC STUDIES ON CELL-SURFACE GLYCANS .70. A REGIO-CONTROLLED AND STEREO-CONTROLLED SYNTHESIS OF BETA-D-GLCP NAC6SO3-(1-]3)-BETA-D-GALP6SO3-(1-]4)-BETA-D-GLCPNAC6SO3-(1-]3)-D-GALP, A LINEAR ACIDIC GLYCAN FRAGMENT OF KERATAN SULFATE-I

被引：33

作者：

KOBAYASHI, M ^{[1
]}

YAMAZAKI, F ^{[1
]}

ITO, Y ^{[1
]}

OGAWA, T ^{[1
]}

机构：

[1] INST PHYS & CHEM RES,WAKO,SAITAMA 35101,JAPAN

来源：

CARBOHYDRATE RESEARCH | 1990年 / 201卷 / 01期

关键词：

D O I：

10.1016/0008-6215(90)84224-I

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：

A stereocontrolled synthesis of β-d-GlcpNAc6SO3-(1→3)-β-d-Galp6SO3-(1→4)-β-d-GlcpNAc6SO3 -(1→3)-d-Galp, was achieved by use of benzyl O-(2-acetamido-3,4 di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl- β-d-glucopyranosyl)-(1→3)-O-(2,4-di-O-tert-butyldiphenylsilyl-β-d-galactopyranosyl-(1→4) -O-(2-acetamido-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-β-d-glucopyranosyl)-(1→3)-2,4,6-tri-O-benzyl- β-d-galactopyranoside as a key intermediate, which was in turn prepared by employing two glycosyl donors, 3,4-di-O-acetyl-2,4-di-O-benzyl-β-d-galactopyranosyl)-(1→4)-3-O-benzyl-2-deoxy-6-O-p- methoxyphenyl-2-phthalimido-β-d-glucopyranosyl trichloroacetimidate, and a glycosyl acceptor, benzyl 2,4,6-tri-O-benzyl-β-d-galactopyranoside. © 1990.

引用

页码：51 / 67

页数：17

共 30 条

[11] 1H-NMR STUDIES AT 500-MHZ OF A NEUTRAL DISACCHARIDE AND SULFATED DI-OLIGOSACCHARIDES, TETRA-OLIGOSACCHARIDES, HEXA-OLIGOSACCHARIDES AND LARGER OLIGOSACCHARIDES OBTAINED BY ENDO-BETA-GALACTOSIDASE TREATMENT OF KERATAN SULFATE [J].