SYNTHESIS OF THE SODIUM-SALTS OF METHYL ALPHA-L-FUCOPYRANOSIDE 2-SULFATES, 3-SULFATES, AND 4-SULFATES

被引：6

作者：

LEDER, IG

机构：

[1] Laboratory of Structural Biology, National Institute, Digestive and Kidney Diseases, National Institutes of Health, Bethesda

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1993年 / 12卷 / 01期

关键词：

D O I：

10.1080/07328309308018543

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 sodium salts of the isomeric methyl alpha-L-fucopyranoside 2-, 3- and 4- sulfates have been prepared from methyl alpha-L-fucopyranoside 1. Specific hydroxyl groups, isolated by 4-dimethylaminopyridine-catalyzed tritylation and acetylation of 1, were sulfated by the pyridine:SO3 complex.

引用

页码：95 / 103

页数：9

共 18 条

[1] ACETYL MIGRATION IN PARTIALLY ACETYLATED D-GLUCOPYRANO-SIDES AND ACYLAMIDOHEXOPYRANOSIDES [J].

ALBERT, R ;

DAX, K ;

STUTZ, AE ;

WEIDMANN, H .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1983, 2 (03) :279-292

[2]

BOCK K, 1982, ANNU REP NMR SPECTRO, V13, P1

[3]

CHAUDHARY SK, 1979, TETRAHEDRON LETT, P95

[4]

CONTRERAS RR, 1988, CARBOHYD RES, V179, P411

[5] SIMPLE METHOD FOR CLEAVAGE OF TRIPHENYLMETHYL PROTECTING GROUPS [J].

DAX, K ;

WOLFLEHNER, W ;

WEIDMANN, H .

CARBOHYDRATE RESEARCH, 1978, 65 (01) :132-138

[6] ROLE FOR FUCOSE-SULFATE-RICH CARBOHYDRATES IN THE PENETRATION OF ZONA-PELLUCIDA-FREE HAMSTER EGGS BY HAMSTER SPERMATOZOA [J].

DRAVLAND, JE ;

MORTIMER, D .

GAMETE RESEARCH, 1988, 21 (04) :353-358

[7] SYNTHESIS OF L-FUCOSE 2-SULFATES, 3-SULFATES, AND 4-SULFATES [J].

FORRESTER, PF ;

LLOYD, PF ;

STUART, CH .

CARBOHYDRATE RESEARCH, 1976, 49 (JUL) :175-184

[8] Lead tetraacetate oxidations in the sugar group III Triphenylmethyl ethers of beta-methyl-D-arabinopyranoside and of alpha-methyl-L-fucopyranoside - The determination of their structures [J].

Hockett, RC ;

Mowery, DF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1943, 65 :403-409

[9] SYNTHETIC STUDIES IN CARBOHYDRATES .75. SYNTHESIS OF METHYL 2-O-(SODIUM ALPHA-L-FUCOPYRANOSYL 3-ALPHA AND 4-SULFATE)-ALPHA-L-FUCOPYRANOSIDE [J].

JAIN, RK ;

MATTA, KL .

CARBOHYDRATE RESEARCH, 1990, 208 :280-286

[10] SYNTHETIC STUDIES IN CARBOHYDRATES .71. SYNTHESIS OF THE SODIUM-SALTS OF METHYL 2-O-ALPHA-L-FUCOPYRANOSYL-ALPHA-L-FUCOPYRANOSIDE 3-SULFATE AND 4-SULFATE [J].

JAIN, RK ;

MATTA, KL .

CARBOHYDRATE RESEARCH, 1990, 208 :51-58

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