Phosphorylation of D-Glucose Derivatives with Inorganic Monoimidocyclo-triphosphate

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概要

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• Phosphorylation of several D-glucose derivatives has been achieved using inorganic monoimido-cyclotriphosphate (MCTP, Na_3P_3O_8NH) in aqueous solution. In the phosphorylation of D-glucose, D-glucuronic acid, 2-deoxy-D-glucose and D-galactose, 1-O-diphosphoramidophosphono-β-D-glucose, 1-O-diphosphoramidophosphono-β-D-glucuronic acid, 1-O-diphosphoramidophosphono-2-deoxy-β-D-glucose, and 1-O-diphosphoramidophosphono-β-D-galactose were stereoselectively synthesized with yields of 54, 32, 37 and 46%, respectively. In the case of methyl α-D-glucoside, the phosphorylated products were methyl 3-O-diphosphoramidophosphono-α-D-glucoside and methyl 4-O-diphosphoramidophosphono-α-D-glucoside, and in the case of methyl β-D-glueoside the products were methyl 2-O-diphosphoramidophosphono-β-D-glucoside, methyl 3-O-diphosphoramidophosphono-β-D-glucoside, and methyl 4-O-diphosphoramidophosphono-β-D-glucoside. For D-mannose and D-allose, several phosphorylated products were obtained and the main products were 1-O-diphosphoramidophosphono-β-D-aldoses.

• 公益社団法人日本薬学会の論文
• 2006-10-01

著者

• NAKAYAMA HIROKAZU

  Department of Biology, Graduate School of Science, Osaka City University

• Nakayama H

  Department Of Functional Molecular Chemistry Kobe Pharmaceutical University

• INOUE Hideko

  Department of Functional Molecular Chemistry, Kobe Pharmaceutical University

• Inoue H

  Department Of Functional Molecular Chemistry Kobe Pharmaceutical University

• Tsuhako M

  Department Of Functional Molecular Chemistry Kobe Pharmaceutical University

• Tsuhako Mitsutomo

  Department Of Chemistry Kobe Pharmaceutical University

• Yamada Tomoyuki

  Department Of Cardiology Showa General Hospital

• Yamada Tomoyuki

  Department Of Functional Molecular Chemistry Kobe Pharmaceutical University

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