Synthesis of N-linked pentasaccharides with isomeric glycosidic linkage

被引：13

作者：

Takatani, M

Nakama, T

Kubo, K

Manabe, S

Nakahara, Y

Ito, Y

Nakahara, Y

机构：

[1] RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan

[2] Tokai Univ, Dept Ind Chem, Hiratsuka, Kanagawa 2591292, Japan

[3] Japan Sci & Technol Corp, CREST, Tokyo, Japan

来源：

GLYCOCONJUGATE JOURNAL | 2000年 / 17卷 / 06期

关键词：

N-glycan; synthesis; unnatural glycosidic linkage;

D O I：

10.1023/A:1007151913476

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：

As part of a program to explore the structural requirement of N-glycans in the carbohydrate-mediated biological interactions, N-linked pentasaccharide core structure was stereochemically modified in terms of glycosidic linkage. Three isomers, alpha -D-Man-(1 -->3)-[alpha -D-Man-(1 -->6)]-alpha -D-Man-(1 -->4)-beta -D-GlcNAc-(1 -->4)-beta -D-GlcNAc-L-Asn, alpha -D-Man-(1 -->3)-[alpha -D-Man-(1 -->6)]-beta -D-Man-(1 -->4)-alpha -D-GlcNAc-(1 -->4)-beta -D-GlcNAc-L-Asn, and alpha -D-Man-(1 -->3)-[alpha -D-man-(1 -->6)]-alpha -D-Man-(1 -->4)-alpha -D-GlcNAc-(1 -->4)-beta -D-GlcNAc-L-Asn, were synthesized. Synthesis of the pentasaccharide with natural linkage is also described.

引用

页码：361 / 375

页数：15

共 24 条

[1]

Dan A, 1998, CHEM-EUR J, V4, P2182, DOI 10.1002/(SICI)1521-3765(19981102)4:11<2182::AID-CHEM2182>3.3.CO

[2]

2-L

[3]

DAN A, 1996, CARBOHYDR LETT, V1, P469

[4] SELECTIVE CLEAVAGE OF ANOMERIC ACETYL GROUPS OF ACETYLATED GLYCOSYL RESIDUES BY HYDRAZINE [J].