SYNTHESES AND INSULIN-LIKE ACTIVITY OF PHOSPHORYLATED GALACTOSE DERIVATIVES

被引:14
作者
CARO, HN [1 ]
MARTINLOMAS, M [1 ]
BERNABE, M [1 ]
机构
[1] CSIC,INST QUIM ORGAN GEN,CARBOHIDRATOS GRP,JUAN DELACIERVA 3,E-28006 MADRID,SPAIN
关键词
D O I
10.1016/0008-6215(93)84177-8
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 syntheses of the poly-phosphorylated galactosides 6, 8, 10, 13, 16, and 20, isolated as sodium salts, have been performed. The non-phosphorylated disaccharide 17 and trisaccharide 21 have been prepared via glycosylation of the 2-(trimethylsilyl)ethyl galactosides 3 and 2, respectively, and subsequent complete deprotection. Preliminary insulin-like activity of the phosphorylated derivatives is reported.
引用
收藏
页码:119 / 131
页数:13
相关论文
共 18 条
[1]   A SIMPLE AND EFFECTIVE CHEMICAL PHOSPHORYLATION PROCEDURE FOR BIOMOLECULES [J].
BANNWARTH, W ;
TRZECIAK, A .
HELVETICA CHIMICA ACTA, 1987, 70 (01) :175-186
[2]   A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].
CARLSEN, PHJ ;
KATSUKI, T ;
MARTIN, VS ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938
[3]  
FERNANDEZMAYORA.A, UNPUB
[4]  
JANSSON K, 1988, J ORG CHEM, V53, P5627
[5]  
JARRETT L, 1979, SCIENCE, V206, P1407
[6]   GENERATION BY INSULIN OF A CHEMICAL MEDIATOR THAT CONTROLS PROTEIN-PHOSPHORYLATION AND DEPHOSPHORYLATION [J].
LARNER, J ;
GALASKO, G ;
CHENG, K ;
DEPAOLIROACH, AA ;
HUANG, L ;
DAGGY, P ;
KELLOGG, J .
SCIENCE, 1979, 206 (4425) :1408-1410
[7]  
LARNER J, 1988, DIABETES, V37, P265
[8]   PARTIAL STRUCTURE OF AN INSULIN-SENSITIVE GLYCOPHOSPHOLIPID [J].
MATO, JM ;
KELLY, KL ;
ABLER, A ;
JARETT, L ;
CORKEY, BE ;
CASHEL, JA ;
ZOPF, D .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1987, 146 (02) :764-770
[9]  
MERIDA I, 1988, FEBS LETT, V236, P5627
[10]   SELECTIVE SILYLATION OF BETA-D-GALACTOSIDES - A NEW APPROACH TO THE SYNTHESIS OF (1-]6)-BETA-D-GALACTOPYRANOOLIGOSACCHARIDES [J].
NASHED, EM ;
GLAUDEMANS, CPJ .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) :5255-5260