Substrate Specificity of 2-Deoxy-scyllo-inosose Synthase, the Starter Enzyme for 2-Deoxystreptamine Biosynthesis, toward Deoxyglucose-6-phosphates and Proposed Mechanism
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概要
- 論文の詳細を見る
A crucial enzyme in the biosynthesis of the 2-deoxystreptamine aglycon of clinically important aminocyclitol antibiotics is 2-deoxy-scyllo-inosose synthase (DOIS), which is responsible for the initial carbocycle formation of 2-deoxy-scyllo-inosose (1) from D-glucose-6-phosphate (G-6-P) (2). To get more insight into the mechanism and substrate specificity, deoxy-D-glucose-6-phosphates (deoxy-G-6-P) were chemically synthesized and subjected to the reaction with DOIS. The enzyme appeared to use 2-deoxy-and 3-deoxy-G-6-P as substrates, both of which were converted into the corresponding dideoxy-scyllo-inosose products, but 4-deoxy-G-6-P failed in cyclization by DOIS. These results clearly support the proposed reaction mechanism involving the initial oxidation at C-4 of the G-6-P substrate. Another implication is the potential use of DOIS for the preparation of useful dideoxyinososes.
- 社団法人日本農芸化学会の論文
- 1998-12-23
著者
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KAKINUMA Katsumi
Department of Chemistry, Tokyo Institute of Technology
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KUDO Fumitaka
Department of Chemistry, Tokyo Institute of Technology
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Kakinuma Katsumi
Tokyo Institute of Technology, Department of Chemistry
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Kakinuma K
Tokyo Inst. Technol. Tokyo
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Kakinuma Katsumi
Department Of Chemistry And Materials Science Tokyo Institute Of Technology
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YAMAUCHI Noriaki
Department of Chemistry, Tokyo Institute of Technology
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Kudo Fumitaka
Department Of Chemistry Tokyo Institute Of Technology
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Kudo Fumitaka
Department Of Orthopedic Surgery Kyorin University School Of Medicine
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IWASE Noriaki
Department of Chemistry, Tokyo Institute of Technology
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Yamauchi N
Department Of Earth And Planetary Sciences Graduate School Of Sciences Kyushu University
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Yamauchi Noriaki
Department Of Chemistry Tokyo Institute Of Technology
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Iwase N
Shinshu Univ. Nagano Jpn
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Kakinuma Katsumi
Department of Chemistry & Materials Science, and Department of Chemistry, Tokyo Institute of Technology
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