Novel aspects of interaction between UDP-Gal and GlcNAc beta-1,4-galactosyltransferase: Transferability and remarkable inhibitory activity of UDP-(mono-O-methylated gal), UDP-Fuc and UDP-Man

被引：24

作者：

Endo, T

Kajihara, Y

Kodama, H

Hashimoto, H

机构：

[1] TOKYO INST TECHNOL, FAC BIOSCI & BIOTECHNOL, DEPT LIFE SCI, MIDORI KU, YOKOHAMA, KANAGAWA 226, JAPAN

[2] JAPAN TOBACCO INC, LIFE SCI RES LAB, MIDORI KU, YOKOHAMA, KANAGAWA 227, JAPAN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1996年 / 4卷 / 11期

关键词：

D O I：

10.1016/S0968-0896(96)00176-9

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：

Four mono-O-methylated and one mono-O-acetylated UDP-D-Gal analogues and UDP-L-Fuc were synthesized. 2-O-Methyl-D-galactose residue was enzymatically transferred to give 2'-O-methyIlactosaminide in high yield. UDP-Fuc and UDP-Man showed potent inhibitory activities against beta-1,4-galactosyltransferase. Structural requirement and steric allowance for the ground and transition states of the enzyme reaction were discussed. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：1939 / 1948

页数：10

共 29 条

[1] BABAD H, 1966, J BIOL CHEM, V241, P2672
[2] BERLINER LJ, 1984, MOL CELL BIOCHEM, V62, P37, DOI 10.1007/BF00230075
[3] STRUCTURE-FUNCTION-RELATIONSHIPS IN LACTOSE SYNTHASE - STRUCTURAL REQUIREMENTS OF THE URIDINE 5'-DIPHOSPHATE GALACTOSE BINDING-SITE
BERLINER, LJ
ROBINSON, RD
[J]. BIOCHEMISTRY, 1982, 21 (25) : 6340 - 6343
[4] FUNCTIONAL DOMAINS OF BOVINE BETA-1,4 GALACTOSYLTRANSFERASE
BOEGGEMAN, EE
BALAJI, PV
QASBA, PK
[J]. GLYCOCONJUGATE JOURNAL, 1995, 12 (06) : 865 - 878
[5] ENZYMIC ASSAY FOR GALACTOSYL TRANSFERASE ACTIVITY OF LACTOSE SYNTHETASE AND ALPHA-LACTALBUMIN IN PURIFIED AND CRUDE SYSTEMS
FITZGERALD, DK
COLVIN, B
MAWAL, R
EBNER, KE
[J]. ANALYTICAL BIOCHEMISTRY, 1970, 36 (01) : 43 - +
[6] ALLYL ETHER AS A PROTECTING GROUP IN CARBOHYDRATE CHEMISTRY .3. BUT-2-ENYL ETHER GROUP
GENT, PA
GIGG, R
CONANT, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (12): : 1535 - &
[7] HILL RL, 1972, METABOLIC INTERCONVE, P331
[8] HINDSGAUL O, 1991, ACS SYM SER, V466, P38
[9] HINDSGAUL O, 1991, ACS SYM SER, V466, P38
[10] A CONVENIENT PREPARATIVE METHOD OF CARBOHYDRATE PHOSPHATES WITH BUTYLLITHIUM AND PHOSPHOROCHLORIDATE
INAGE, M
CHAKI, H
KUSUMOTO, S
SHIBA, T
[J]. CHEMISTRY LETTERS, 1982, (08) : 1281 - 1284

← 1 2 3 →