A NEW MULTIENZYME SYSTEM FOR A ONE-POT SYNTHESIS OF SIALYL OLIGOSACCHARIDES - COMBINED USE OF BETA-GALACTOSIDASE AND ALPHA(2,6)-SIALYLTRANSFERASE COUPLED WITH REGENERATION INSITU OF CMP-SIALIC ACID

被引:59
作者
HERRMANN, GF
ICHIKAWA, Y
WANDREY, C
GAETA, FCA
PAULSON, JC
WONG, CH
机构
[1] Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
[2] RES CTR JULICH, INST BIOTECHNOL, W-5170 JULICH, GERMANY
[3] CYTEL CORP, SAN DIEGO, CA 92121 USA
关键词
D O I
10.1016/S0040-4039(00)93387-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An irreversible one-pot enzymatic synthesis of sialyl oligosaccharides has been achieved with a beta-galactosidase-catalyzed galactosylation of an acceptor followed by a sialyltransferase-catalyzed sialylation with regeneration in situ of CMP-sialic acid.
引用
收藏
页码:3091 / 3094
页数:4
相关论文
共 24 条
[1]   THE USE OF AN IMMOBILIZED CYCLIC MULTIENZYME SYSTEM TO SYNTHESIZE BRANCHED PENTA-SACCHARIDES AND HEXA-SACCHARIDES ASSOCIATED WITH BLOOD-GROUP I EPITOPES [J].
AUGE, C ;
MATHIEU, C ;
MERIENNE, C .
CARBOHYDRATE RESEARCH, 1986, 151 :147-156
[2]   CONVERSION OF 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE (N-ACETYLGLUCOSAMINE) INTO 2-ACETAMIDO-2-DEOXY-BETA-D-GALACTOPYRANOSE (N-ACETYLGALACTOSAMINE) USING A BIOTRANSFORMATION TO GENERATE A SELECTIVELY DEPROTECTED SUBSTRATE FOR SN2 INVERSION [J].
CHAPLIN, D ;
CROUT, DHG ;
BORNEMANN, S ;
HUTCHINSON, DW ;
KHAN, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (02) :235-237
[3]   ENZYMATIC METHODS IN PREPARATIVE CARBOHYDRATE-CHEMISTRY [J].
DAVID, S ;
AUGE, C ;
GAUTHERON, C .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1991, 49 :175-237
[4]   A HIGHLY EFFICIENT MULTIENZYME SYSTEM FOR THE ONE-STEP SYNTHESIS OF A SIALYL TRISACCHARIDE - INSITU GENERATION OF SIALIC-ACID AND N-ACETYLLACTOSAMINE COUPLED WITH REGENERATION OF UDP-GLUCOSE, UDP-GALACTOSE, AND CMP-SIALIC ACID [J].
ICHIKAWA, Y ;
LIU, JLC ;
SHEN, GJ ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6300-6302
[5]   CHEMICAL-ENZYMATIC SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF SIALYL LEWIS-X AND DERIVATIVES [J].
ICHIKAWA, Y ;
LIN, YC ;
DUMAS, DP ;
SHEN, GJ ;
GARCIAJUNCEDA, E ;
WILLIAMS, MA ;
BAYER, R ;
KETCHAM, C ;
WALKER, LE ;
PAULSON, JC ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9283-9298
[6]   ENZYME-CATALYZED OLIGOSACCHARIDE SYNTHESIS [J].
ICHIKAWA, Y ;
LOOK, GC ;
WONG, CH .
ANALYTICAL BIOCHEMISTRY, 1992, 202 (02) :215-238
[7]  
ICHIKAWA Y, 1991, J AM CHEM SOC, V113, P4768
[8]  
KITAHATA S, 1991, AGR BIOL CHEM TOKYO, V55, P2433
[9]   NOVEL METHOD FOR POLYSACCHARIDE SYNTHESIS USING AN ENZYME - THE 1ST INVITRO SYNTHESIS OF CELLULOSE VIA A NONBIOSYNTHETIC PATH UTILIZING CELLULASE AS CATALYST [J].
KOBAYASHI, S ;
KASHIWA, K ;
KAWASAKI, T ;
SHODA, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3079-3084
[10]   SELECTINS - INTERPRETERS OF CELL-SPECIFIC CARBOHYDRATE INFORMATION DURING INFLAMMATION [J].
LASKY, LA .
SCIENCE, 1992, 258 (5084) :964-969