Design and synthesis of potential inhibitors of Golgi endo-α-mannosidase:: 5-thio-D-glucopyranosyl-α(1→3)-1-deoxymannojirimycin and methyl 5-thio-D-glucopyranosyl-α(1→3)5-thio-α-D-mannopyranoside

被引:28
作者
Izumi, M [1 ]
Suhara, Y [1 ]
Ichikawa, Y [1 ]
机构
[1] Johns Hopkins Univ, Sch Med, Dept Pharmacol & Mol Sci, Baltimore, MD 21205 USA
关键词
D O I
10.1021/jo9800356
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:4811 / 4816
页数:6
相关论文
共 33 条
[1]   REGIOSELECTIVE MANIPULATION OF HYDROXYL-GROUPS VIA ORGANOTIN DERIVATIVES [J].
DAVID, S ;
HANESSIAN, S .
TETRAHEDRON, 1985, 41 (04) :643-663
[2]   GLYCOSIDASE INHIBITORS - INHIBITORS OF N-LINKED OLIGOSACCHARIDE PROCESSING [J].
ELBEIN, AD .
FASEB JOURNAL, 1991, 5 (15) :3055-3063
[3]   SELECTIVE CLEAVAGE OF ANOMERIC ACETYL GROUPS OF ACETYLATED GLYCOSYL RESIDUES BY HYDRAZINE [J].
EXCOFFIER, G ;
GAGNAIRE, D ;
UTILLE, JP .
CARBOHYDRATE RESEARCH, 1975, 39 (02) :368-373
[4]   A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE [J].
FLEET, GWJ ;
RAMSDEN, NG ;
WITTY, DR .
TETRAHEDRON, 1989, 45 (01) :327-336
[5]  
FUJIMOTO K, 1991, J BIOL CHEM, V266, P3571
[6]   EFFICIENT AND STEREOSELECTIVE 1,2-CIS-GLYCOSIDE FORMATION OF 5-THIOALDOPYRANOSES - GLYCOSYLATION WITH PERACETYLATED 5-THIO-D-ARABINOPYRANOSYL AND 5-THIO-L-FUCOPYRANOSYL-TRICHLOROACETIMIDATES [J].
HASHIMOTO, H ;
IZUMI, M .
TETRAHEDRON LETTERS, 1993, 34 (31) :4949-4952
[7]  
HIRAIZUMI S, 1993, J BIOL CHEM, V268, P9927
[8]   COMPUTER-SIMULATION OF HISTO-BLOOD GROUP OLIGOSACCHARIDES - ENERGY MAPS OF ALL CONSTITUTING DISACCHARIDES AND POTENTIAL-ENERGY SURFACES OF 14 ABH AND LEWIS CARBOHYDRATE ANTIGENS [J].
IMBERTY, A ;
MIKROS, E ;
KOCA, J ;
MOLLICONE, R ;
ORIOL, R ;
PEREZ, S .
GLYCOCONJUGATE JOURNAL, 1995, 12 (03) :331-349
[9]   Synthesis of 5-thio-L-fucose-containing disaccharides, as sequence-specific inhibitors, and 2'-fucosyllactose, as a substrate of alpha-L-fucosidases [J].
Izumi, M ;
Tsuruta, O ;
Harayama, S ;
Hashimoto, H .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) :992-998
[10]   DISCUSSION OF SOLUTION FOR BEST ROTATION TO RELATE 2 SETS OF VECTORS [J].
KABSCH, W .
ACTA CRYSTALLOGRAPHICA SECTION A, 1978, 34 (SEP) :827-828