HAWORTH MEMORIAL LECTURE - EXPERIMENTS DIRECTED TOWARDS GLYCOCONJUGATE SYNTHESIS

被引：54

作者：

OGAWA, T ^{[1
]}

机构：

[1] UNIV TOKYO,GRAD SCH ANIM RESOURCE SCI & VET MED SCI,BUNKYO KU,TOKYO 113,JAPAN

来源：

CHEMICAL SOCIETY REVIEWS | 1994年 / 23卷 / 06期

关键词：

D O I：

10.1039/cs9942300397

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Total synthesis of complex carbohydrates and glycoconjugates are described. Cycloglycosylation was carried out by use of either anomeric fluorides or thioglycosides to obtain cyclodextrins and their analogues. Other targets for synthetic studies have been selected mainly from bio-functional glycoconjugates that include gangliosides, Nod-factors, N- and O-linked glycans of glycoproteins, plant cell wall oligosaccharide acting as endogenous plant hormones, GPI anchor (glycosyl phosphatidylinositol anchor), and functional domains of glycosaminoglycan. Key synthetic transformations in the experiments were highlighted in terms of efficiency and stereoselectivity.

引用

页码：397 / &

共 49 条

[1] SYNTHESIS OF MYOINOSITOL 1-PHOSPHATE AND 4-PHOSPHATE, AND OF THEIR INDIVIDUAL ENANTIOMERS [J].

BILLINGTON, DC ;

BAKER, R ;

KULAGOWSKI, JJ ;

MAWER, IM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (04) :314-316

[2] 9-FLUORENYLMETHOXYCARBONYL AMINO-PROTECTING GROUP [J].

CARPINO, LA ;

HAN, GY .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (22) :3404-&

[3] PHYTOALEXINS AND THEIR ELICITORS - A DEFENSE AGAINST MICROBIAL INFECTION IN PLANTS [J].

DARVILL, AG ;

ALBERSHEIM, P .

ANNUAL REVIEW OF PLANT PHYSIOLOGY AND PLANT MOLECULAR BIOLOGY, 1984, 35 :243-275

[4] SYNTHESIS OF A DERMATAN SULFATE HEXASACCHARIDE THAT ACTIVATES HEPARIN-COFACTOR-II [J].

GOTO, F ;

OGAWA, T .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (04) :619-624

[5] RECENT ASPECTS OF GLYCOCONJUGATE SYNTHESIS - A SYNTHETIC APPROACH TO THE LINKAGE REGION OF PROTEOGLYCANS [J].

GOTO, F ;

OGAWA, T .

PURE AND APPLIED CHEMISTRY, 1993, 65 (04) :793-801

[6] STEREOCONTROLLED INTRODUCTION OF DEUTERIUM ATOMS INTO A PHYTOALEXIN ELICITOR-ACTIVE BETA-D-GLUCOHEXAOSIDE [J].

HONG, N ;

NAKAHARA, Y ;

OGAWA, T .

PROCEEDINGS OF THE JAPAN ACADEMY SERIES B-PHYSICAL AND BIOLOGICAL SCIENCES, 1993, 69 (03) :55-60

[7] ELECTROSPRAY MASS-SPECTROMETRY OF PENTACOSA-SACCHARIDES OF BLOOD-GROUP I - ACTIVITY AND RELATED-COMPOUNDS [J].

II, T ;

OHASHI, Y ;

MATSUZAKI, Y ;

OGAWA, T ;

NAGAI, Y .

ORGANIC MASS SPECTROMETRY, 1993, 28 (11) :1340-1344

[8]

IIDA M, 1993, JAP SOC BIOSCI BIOTE, P417

[9] SYNTHESIS OF LIPOOLIGOSACCHARIDE NODULATION SIGNALS NODBJ-V(RCO, MEFUC) AND NODBJ-IV(RCO, MEFUC) OF BRADYRHIZOBIUM-JAPONICUM [J].

IKESHITA, S ;

NAKAHARA, Y ;

OGAWA, T .

GLYCOCONJUGATE JOURNAL, 1994, 11 (03) :257-261

[10] AN EFFICIENT APPROACH TO STEREOSELECTIVE GLYCOSYLATION OF N-ACETYLNEURAMINIC ACID - USE OF PHENYLSELENYL GROUP AS A STEREOCONTROLLING AUXILIARY [J].

ITO, Y ;

OGAWA, T .

TETRAHEDRON LETTERS, 1987, 28 (49) :6221-6224

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