Solid-phase enzymatic synthesis of a Lewis a trisaccharide using an acceptor reversibly bound to sepharose

被引：27

作者：

Blixt, O ^{[1
]}

Norberg, T ^{[1
]}

机构：

[1] SWEDISH UNIV AGR SCI,DEPT CHEM,S-75007 UPPSALA,SWEDEN

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1997年 / 16卷 / 02期

关键词：

D O I：

10.1080/07328309708006516

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 disaccharide 2-aminoethyl O-beta-D-galactopyranosyl-(1-->3)-2-acetamido-2-deoxy-beta-D-glucopyranoside was reacted with thiobutyrolactone to give a disaccharide with a thiol group on the aglycone. This disaccharide was reacted with activated Thiopropyl Sepharose, which gave a disaccharide bound to Sepharose via a disulphide bond. Enzymatic fucosylation, using GDP-fucose and partially purified human milk fucosyltransferase, gave a trisaccharide in good yield, which was cleaved from Sepharose by treatment with mercaptoethanol or dithiothreitol.

引用

页码：143 / 154

页数：12

共 32 条

[1] LARGE-SCALE SYNTHESIS OF BETA-L-FUCOPYRANOSYL PHOSPHATE AND THE PREPARATION OF GDP-BETA-L-FUCOSE
ADELHORST, K
WHITESIDES, GM
[J]. CARBOHYDRATE RESEARCH, 1993, 242 : 69 - 76
[2] RAPID CHEMICAL SYNTHESIS OF SUGAR NUCLEOTIDES IN A FORM SUITABLE FOR ENZYMATIC OLIGOSACCHARIDE SYNTHESIS
ARLT, M
HINDSGAUL, O
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01) : 14 - 15
[3] BAYER R, 1994, 2 CHI GLYC C LA JOLL
[4] A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES
DANISHEFSKY, SJ
MCCLURE, KF
RANDOLPH, JT
RUGGERI, RB
[J]. SCIENCE, 1993, 260 (5112) : 1307 - 1309
[5] DEVRIES T, 1993, EUR J BIOCHEM, V216, P769, DOI 10.1111/j.1432-1033.1993.tb18197.x
[6] EKLIND K, INN PRESS J CARBOHYD
[7] PURIFICATION OF THE N-ACETYLGLUCOSAMINIDE ALPHA-(1-3/4)FUCOSYLTRANSFERASE OF HUMAN-MILK
EPPENBERGERCASTORI, S
LOTSCHER, H
FINNE, J
[J]. GLYCOCONJUGATE JOURNAL, 1989, 6 (01) : 101 - 114
[8] CHEMICAL SYNTHESIS OF GDP-FUCOSE ANALOGS AND THEIR UTILIZATION BY THE LEWIS ALPHA(1-]4) FUCOSYL-TRANSFERASE
GOKHALE, UB
HINDSGAUL, O
PALCIC, MM
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (07): : 1063 - 1071
[9] SOLUTION-PHASE AND SOLID-PHASE SYNTHESIS OF INHIBITORS OF HELICOBACTER-PYLORI ATTACHMENT AND E-SELECTIN-MEDIATED LEUKOCYTE ADHESION
HALCOMB, RL
HUANG, HM
WONG, CH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (25) : 11315 - 11322
[10] AN AMINATED GDP-FUCOSE ANALOG USEFUL IN THE FUCOSYL-TRANSFERASE CATALYZED ADDITION OF BIOLOGICAL PROBES ONTO OLIGOSACCHARIDE CHAINS
HALLGREN, C
HINDSGAUL, O
[J]. JOURNAL OF CARBOHYDRATE CHEMISTRY, 1995, 14 (4-5) : 453 - 464

← 1 2 3 4 →