The first bovine β1,4-galactosyltransferase reaction with an acyclic acceptor substrate, 3-acetamido-1,2-propanediol, to yield a 3-O-β-D-galactopyranosyl-sn-glycerol skeleton

被引:34
作者
Nishida, Y [1 ]
Tamakoshi, H
Kobayashi, K
Thiem, J
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Mol Design & Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
[2] Univ Hamburg, Inst Organ Chem, D-20146 Hamburg, Germany
关键词
D O I
10.1021/ol006590n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Reactivity of bovine beta1,4-galactosyltransferase was examined for a series of acyclic acceptor substrates both in the presence and the absence of alpha -lactalbumin (alpha -La). It was found that this enzyme could utilize (R)-3-acetamido-1,2-propanediol (1) as an acceptor substrate regardless of the cofactor protein. The product was determined to be 1-O-beta -D-galactopyranosyl-(R)-3-acetamido-1,2-propanediol (2), Glycerol without the acetamido group was inactive, indicating that this functional group prays a key role in the enzyme reaction.
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页码:1 / 3
页数:3
相关论文
共 23 条
[1]  
BERLINER LJ, 1984, MOL CELL BIOCHEM, V62, P37, DOI 10.1007/BF00230075
[2]   ALPHA-LACTALBUMIN INDUCES BOVINE-MILK BETA-1,4-GALACTOSYLTRANSFERASE TO UTILIZE UDP-GALNAC [J].
DO, KY ;
DO, SI ;
CUMMINGS, RD .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (31) :18447-18451
[3]  
Drauz K., 1995, ENZYME CATALYSIS ORG
[4]   ENZYMIC ASSAY FOR GALACTOSYL TRANSFERASE ACTIVITY OF LACTOSE SYNTHETASE AND ALPHA-LACTALBUMIN IN PURIFIED AND CRUDE SYSTEMS [J].
FITZGERALD, DK ;
COLVIN, B ;
MAWAL, R ;
EBNER, KE .
ANALYTICAL BIOCHEMISTRY, 1970, 36 (01) :43-+
[5]   Recent advances in the chemoenzymatic synthesis of carbohydrates and carbohydrate mimetics [J].
Gijsen, HJM ;
Qiao, L ;
Fitz, W ;
Wong, CH .
CHEMICAL REVIEWS, 1996, 96 (01) :443-473
[6]   A convenient and efficient synthesis of SLeX analogs [J].
Hayashi, M ;
Tanaka, M ;
Itoh, M ;
Miyauchi, H .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (09) :2938-2945
[7]   Novel features of acceptor recognition by β-(1→4)-galactosyltransferase [J].
Kajihara, Y ;
Kodama, H ;
Endo, T ;
Hashimoto, H .
CARBOHYDRATE RESEARCH, 1998, 306 (03) :361-378
[8]   Ergot alkaloid glycosides with immunomodulatory activities [J].
Kren, V ;
Fiserova, A ;
Auge, C ;
Sedmera, P ;
Havlicek, V ;
Sima, P .
BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (06) :869-876
[9]   Glycosylation employing bio-systems: from enzymes to whole cells [J].
Kren, V ;
Thiem, J .
CHEMICAL SOCIETY REVIEWS, 1997, 26 (06) :463-473
[10]   ENZYMES INVOLVED IN MAMMALIAN OLIGOSACCHARIDE BIOSYNTHESIS [J].
NATSUKA, S ;
LOWE, JB .
CURRENT OPINION IN STRUCTURAL BIOLOGY, 1994, 4 (05) :683-691