SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .19. A FACILE, LARGE-SCALE PREPARATION OF THE METHYL 2-THIOGLYCOSIDE OF N-ACETYLNEURAMINIC ACID, AND ITS USEFULNESS FOR THE ALPHA-STEREOSELECTIVE SYNTHESIS OF SIALOGLYCOSIDES

被引:145
作者
HASEGAWA, A
OHKI, H
NAGAHAMA, T
ISHIDA, H
KISO, M
机构
[1] Department of Applied Bioorganic Chemistry, Gifu University, Gifu
关键词
D O I
10.1016/0008-6215(91)84066-N
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
[No abstract available]
引用
收藏
页码:277 / 281
页数:5
相关论文
共 22 条
[2]   A NOVEL PROMOTER FOR THE EFFICIENT CONSTRUCTION OF 1,2-TRANS LINKAGES IN GLYCOSIDE SYNTHESIS, USING THIOGLYCOSIDES AS GLYCOSYL DONORS [J].
FUGEDI, P ;
GAREGG, PJ .
CARBOHYDRATE RESEARCH, 1986, 149 (01) :C9-C12
[3]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .15. SYNTHESIS OF GANGLIOSIDE-GM3 ANALOGS CONTAINING A VARIETY OF LIPOPHILIC PARTS [J].
HASEGAWA, A ;
MURASE, T ;
MORITA, M ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (2-3) :201-214
[4]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .17. SYNTHESIS OF 4-O-ACETYL-N-ACETYLNEURAMINIC, 9-O-ACETYL-N-ACETYLNEURAMINIC, AND 4,9-DI-O-ACETYL-N-ACETYLNEURAMINIC ACIDS AND THEIR DERIVATIVES [J].
HASEGAWA, A ;
MURASE, T ;
OGAWA, M ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (04) :415-428
[5]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .16. ALPHA-PREDOMINANT GLYCOSIDE SYNTHESIS OF N-ACETYLNEURAMINIC ACID WITH THE PRIMARY HYDROXYL GROUP IN CARBOHYDRATES USING DIMETHYL(METHYLTHIO)SULFONIUM TRIFLATE AS A GLYCOSYL PROMOTER [J].
HASEGAWA, A ;
OGAWA, M ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (04) :393-414
[6]   STUDIES ON THE THIOGLYCOSIDES OF N-ACETYLNEURAMINIC ACID .1. SYNTHESIS OF ALKYL ALPHA-GLYCOSIDES OF 2-THIO-N-ACETYLNEURAMINIC ACID [J].
HASEGAWA, A ;
NAKAMURA, J ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1986, 5 (01) :11-19
[7]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .14. SYNTHESIS OF GANGLIOSIDE-GM3 ANALOGS CONTAINING THE CARBON-7 AND CARBON-8 SIALIC ACIDS [J].
HASEGAWA, A ;
MURASE, T ;
ADACHI, K ;
MORITA, M ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (2-3) :181-199
[8]   HIGHLY STEREOSELECTIVE GLYCOSYLATION OF SIALIC-ACID AIDED BY STEREOCONTROLLING AUXILIARIES [J].
ITO, Y ;
OGAWA, T .
TETRAHEDRON, 1990, 46 (01) :89-102
[9]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .12. TOTAL SYNTHESIS OF SIALYL NEOLACTOTETRAOSYL CERAMIDE [J].
KAMEYAMA, A ;
ISHIDA, H ;
KISO, M ;
HASEGAWA, A .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (05) :799-804
[10]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .11. TOTAL SYNTHESIS OF SIALYL LACTOTETRAOSYL CERAMIDE [J].
KAMEYAMA, A ;
ISHIDA, H ;
KISO, M ;
HASEGAWA, A .
CARBOHYDRATE RESEARCH, 1989, 193 :C1-C5