SYNTHESIS AND H-1-NMR CHARACTERIZATION OF THE 6 ISOMERIC MONO-O-SULFATES OF 8-METHOXYCARBONYLOCT-1-YL O-BETA-D-GALACTOPYRANOSYL-(1-]4)-2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

被引：29

作者：

FIELD, RA ^{[1
]}

OTTER, A ^{[1
]}

FU, WY ^{[1
]}

HINDSGAUL, O ^{[1
]}

机构：

[1] UNIV ALBERTA,DEPT CHEM,EDMONTON,AB T6G 2G2,CANADA

来源：

CARBOHYDRATE RESEARCH | 1995年 / 276卷 / 02期

基金：

加拿大自然科学与工程研究理事会;

关键词：

N-ACETYLLACTOSAMINE; SULFATED OLIGOSACCHARIDES; H-1; NMR;

D O I：

10.1016/0008-6215(95)00235-L

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：

All six isomeric mono-O-sulfates of beta-D-Galp-(1-->4)-beta-D-GlcpNAc-O-(CH2)(8)COOMe (LacNAc-MCO) have been chemically synthesized and characterized by high resolution (1)HNMR spectroscopy. Sulfation causes characteristic substitution-site-specific downfield shifts of H-1 NMR signals. The C-4(1) chair conformation of both pyranose residues of LacNAc are unaffected by mono-O-sulfation, and, with the exception of the 3-O-sulfate derivative, glycosidic torsion angles are also unaffected.

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页码：347 / 363

页数：17

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