Acceptor specificity in the transglycosylation reaction using Endo-M. 2010

Yusuke Tomabechi, and Yuki Odate, and Ryuko Izumi, and Katsuji Haneda, and Toshiyuki Inazu
Department of Applied Chemistry, School of Engineering, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292, Japan.

To determine the structural specificity of the glycosyl acceptor of the transglycosylation reaction using endo-β-N-acetylglucosaminidase (ENGase) (EC 3.2.1.96) from Mucor hiemalis (Endo-M), several acceptor derivatives were designed and synthesized. The narrow regions of the 1,3-diol structure from the 4- to 6-hydroxy functions of GlcNAc were found to be essential for the transglycosylation reaction using Endo-M. Furthermore, it was determined that Endo-M strictly recognizes a 1,3-diol structure consisting of primary and secondary hydroxyl groups.

UI MeSH Term Description Entries
D007700 Kinetics The rate dynamics in chemical or physical systems.
D009089 Mucor A genus of zygomycetous fungi of the family Mucoraceae, order Mucorales. It is primarily saprophytic, but may cause MUCORMYCOSIS in man from spores germinating in the lungs. Mucors
D010100 Oxygen An element with atomic symbol O, atomic number 8, and atomic weight [15.99903; 15.99977]. It is the most abundant element on earth and essential for respiration. Dioxygen,Oxygen-16,Oxygen 16
D011714 Pyrans Pyran
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D006031 Glycosylation The synthetic chemistry reaction or enzymatic reaction of adding carbohydrate or glycosyl groups. GLYCOSYLTRANSFERASES carry out the enzymatic glycosylation reactions. The spontaneous, non-enzymatic attachment of reducing sugars to free amino groups in proteins, lipids, or nucleic acids is called GLYCATION (see MAILLARD REACTION). Protein Glycosylation,Glycosylation, Protein
D013379 Substrate Specificity A characteristic feature of enzyme activity in relation to the kind of substrate on which the enzyme or catalytic molecule reacts. Specificities, Substrate,Specificity, Substrate,Substrate Specificities
D017038 Mannosyl-Glycoprotein Endo-beta-N-Acetylglucosaminidase A group of related enzymes responsible for the endohydrolysis of the di-N-acetylchitobiosyl unit in high-mannose-content glycopeptides and GLYCOPROTEINS. Di-N-Acetylchitobiosyl beta-N-Acetylglucosaminidase,Endo-beta-Acetylglucosaminidase,Endoglycosidase F,Endo D Endoglucosaminidase,Endo F Endoglucosaminidase,Endo H Endoglucosaminidase,Endo-N-Acetyl-beta-d-glucosaminidase,Endo-beta-N-Acetylglucosaminidase D,Endo-beta-N-Acetylglucosaminidase F,Endo-beta-N-Acetylglucosaminidase H,Endoglucosaminidase D,Endoglucosaminidase F,Endoglucosaminidase H,Endoglucosidase H,Endoglycosidase D,Endohexosaminidase F,Endohexosaminidase H,Peptide N-Glycosidase F,Di N Acetylchitobiosyl beta N Acetylglucosaminidase,Endo N Acetyl beta d glucosaminidase,Endo beta Acetylglucosaminidase,Endo beta N Acetylglucosaminidase D,Endo beta N Acetylglucosaminidase F,Endo beta N Acetylglucosaminidase H,Endo-beta-N-Acetylglucosaminidase, Mannosyl-Glycoprotein,Mannosyl Glycoprotein Endo beta N Acetylglucosaminidase,Peptide N Glycosidase F,beta-N-Acetylglucosaminidase, Di-N-Acetylchitobiosyl
D056148 Chromatography, Reverse-Phase A chromatography technique in which the stationary phase is composed of a non-polar substance with a polar mobile phase, in contrast to normal-phase chromatography in which the stationary phase is a polar substance with a non-polar mobile phase. Chromatography, Reversed-Phase Liquid,Reversed-Phase Chromatography,Reversed-Phase Liquid Chromatography,Reverse-Phase Chromatography,Reverse-Phase Liquid Chromatography,Chromatography, Reverse Phase,Chromatography, Reversed-Phase,Reverse Phase Chromatography,Reversed Phase Chromatography

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