SYNTHESIS OF A WATER-SOLUBLE SERINE-BASED NEOGLYCOLIPID WHICH CAN BE COVALENTLY-LINKED TO SOLID-PHASES

被引：11

作者：

ELOFSSON, M ^{[1
]}

BRODDEFALK, J ^{[1
]}

EKBERG, T ^{[1
]}

KIHLBERG, J ^{[1
]}

机构：

[1] LUND INST TECHNOL, CTR CHEM, S-22100 LUND, SWEDEN

来源：

CARBOHYDRATE RESEARCH | 1994年 / 258卷

关键词：

D O I：

10.1016/0008-6215(94)84080-6

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：

N-alpha-Fmoc-serine pentafluorophenyl ester was glycosylated with perbenzoylated lactosyl bromide. The resulting product was coupled to a resin functionalized with 6-aminohexanoic acid and then N-alpha-acylated to give a serine-based analogue of lactosylceramide. The water-soluble neoglycolipid was covalently linked to microtiter plates via its carboxyl group and was recognized by a lactose-binding lectin in an ELISA.

引用

收藏

页码：123 / 133

页数：11

相关论文

共 39 条

[1] TOWARDS THE CHEMICAL SYNTHESIS OF PROTEINS [J].

BAYER, E .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (02) :113-129

[2] AN EFFICIENT METHOD FOR ANCHORING FMOC-AMINO ACIDS TO HYDROXYL-FUNCTIONALIZED SOLID SUPPORTS [J].

BLANKEMEYERMENGE, B ;

NIMTZ, M ;

FRANK, R .

TETRAHEDRON LETTERS, 1990, 31 (12) :1701-1704

[3] USE OF SULFENYL HALIDES IN CARBOHYDRATE REACTIONS .1. ALKYL SULFENYL TRIFLATE AS ACTIVATOR IN THE THIOGLYCOSIDE-MEDIATED FORMATION OF BETA-GLYCOSIDIC LINKAGES DURING OLIGOSACCHARIDE SYNTHESIS [J].

DASGUPTA, F ;

GAREGG, PJ .

CARBOHYDRATE RESEARCH, 1988, 177 :C13-C17

[4]

DEVANT RM, 1992, KONTAKTE, V3, P11

[5] SOLID-PHASE SYNTHESIS AND CONFORMATIONAL STUDIES OF GLYCOSYLATED DERIVATIVES OF HELPER-T-CELL IMMUNOGENIC PEPTIDES FROM HEN-EGG LYSOZYME [J].

ELOFSSON, M ;

ROY, S ;

WALSE, B ;

KIHLBERG, J .

CARBOHYDRATE RESEARCH, 1993, 246 :89-103

[6] A SENSITIVE, GENERAL-METHOD FOR QUANTITATIVE MONITORING OF CONTINUOUS-FLOW SOLID-PHASE PEPTIDE-SYNTHESIS [J].

FLEGEL, M ;

SHEPPARD, RC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (07) :536-538

[7] OBSERVATIONS ON SILVER TRIFLUOROMETHANE SULFONATE-PROMOTED SYNTHESES OF 1,2-TRANS-GLYCOSIDES FROM ACYLATED GLYCOSYL BROMIDES [J].

GAREGG, PJ ;

NORBERG, T .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1979, 33 (02) :116-118

[8]

GIGG J, 1990, TOP CURR CHEM, V154, P77

[9] GLYCOSPHINGOLIPIDS [J].

HAKOMORI, S .

SCIENTIFIC AMERICAN, 1986, 254 (05) :44-&

[10]

HAKOMORI SI, 1989, ADV CANCER RES, V52, P257

← 1 2 3 4 →