Novel Transglucosylating Reaction of Sucrose Phosphorylase to Carboxylic Compounds Such as Benzoic Acid(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
スポンサーリンク
概要
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We examined the synthesis of benzoyl glucoside using the transglucosylation reaction of sucrose phosphorylase. Sucrose phosphorylase from Streptococcus mutatis showed marked transglucosylating activity, particularly under acidic conditions. On the other hand, sucrose phosphorylase from Leuconostoc mesenteroides showed very weak transglucosylating activity. Three main products were detected from the reaction mixture using benzoic acid as an acceptor molecule and sucrose as a donor molecule. These compounds were identified as 1-O-benzoyl α-D-glucopyranoside, 2-O-benzoyl α-D-glucopyranose and 2-O-benzoyl β-D-glucopyranose on the basis of their isolation and the isolation of their acetylated products and subsequent analysis using 1D- and 2D-NMR analyses. From the results of the time-course analyses of the enzyme reaction and the degradation of 1-O-benzoyl α-D-glucopyranoside, 1-O-benzoyl α-D-glucopyranoside was considered to be initially produced by the transglucosylation reaction of the enzyme, and 2-O-benzoyl α-D-glucopyra-nose and 2-O-benzoyl β-D-glucopyranose were produced from 1-O-benzoyl α-D-glucopyranoside by intramolecular acyl migration reaction. The acceptor specificity in the glucosylation reaction of S. mutans sucrose phosphorylase was also investigated. This sucrose phosphorylase could transglucosylate toward various carboxylic compounds. Short-chain fatty acids, hydroxy acids and dicarboxylic acids were also glucosylated with this sucrose phosphorylase.
- 社団法人日本生物工学会の論文
- 2007-07-25
著者
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SUGIMOTO Kazuhisa
Biochemical Research Laboratory, Ezaki Glico Co., Ltd.
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NISHIMURA Takahisa
Biochemical Research Laboratory, Ezaki Glico Co., Ltd.
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KURIKI Takashi
Biochemical Research Laboratory, Ezaki Glico Co., Ltd.
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TO-O Kenji
Health Science Laboratory, Ezaki Glico
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NOMURA Koji
Biochemical Research Laboratory, Ezaki Glico
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Kuriki T
Health Science Laboratory Ezaki Glico
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Nomura K
Biochemical Research Laboratory Ezaki Glico
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Kometani T
Biochemical Res. Lab. Ezaki Glico Co. Ltd.
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Kuriki T
Ezaki Glico Co. Ltd. Osaka Jpn
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Hayashi Hideo
Osaka Prefecture University
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HAYASHI Hideo
Natural Products Chemistry, Division of Applied Biological Chemistry, Graduate School of Agriculture
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Nishiura Hiromi
Biochemical Research Laboratory, Ezaki Glico Co., Ltd.
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Ohdan Kohji
Biochemical Research Laboratory, Ezaki Glico Co., Ltd.
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To-o Kenji
Health Science Laboratory Ezaki Glico
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Kuriki Takashi
Biochemical Research Laboratory Ezaki Glico
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Kuriki Takashi
Biochemical Research Laboratories Ezaki Glico Co. Ltd.
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Sugimoto Kazuhisa
Biochemical Research Laboratory Ezaki Glico
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Sugimoto Kazuhisa
Department Of Applied Biological Chemistry College Of Agriculture University Of Osaka Prefecture
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Nishimura Takahisa
Biochemical Research Laboratory Ezaki Glico Co. Ltd.
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Nishimura Takahisa
Research Planning Division Ezaki Glico
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Nishimura Takahisa
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
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Hayashi Hideo
Osaka Prefecture Univ.
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Sugimoto Kenji
江崎グリコ生物化学研究所
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Nishimura T
Central Research Laboratories Kissei Pharmaceutical Co. Ltd.
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Ohdan Kohji
Biochemical Res. Lab. Ezaki Glico Co. Ltd.
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Nomura Koji
Biochemical Research Laboratory Ezaki Glico
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Kuriki T
Biochemical Research Laboratory Ezaki Glico
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Nomura K
Institute Of Agriculture And Forestry University Of Tsukuba
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Nishiura Hiromi
Biochemical Research Laboratory Ezaki Glico C. Ltd.
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Hayashi Hideo
Natural Products Chemistry Division Of Applied Biological Chemistry Graduate School Of Agriculture A
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