Studies on Amino-hexoses. XVIII. A Simplified Method of Preparing 2-Amino-3-<I>O</I>-(D-1′-carboxyethyl)-2-deoxy-D-glucose 6-(Dihydrogen Phosphate) (Muramic Acid 6-Phosphate)
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概要
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Muramic acid 6-phosphate was prepared from benzyl 2-acetamido-2-deoxy-3-<I>O</I>-[D-1′(methoxycarbonyl)-ethyl]-α-D-glucopyranoside <I>via</I> two reaction stages: diphenylphosphorylation under restricted conditions, followed by hydrolysis. When the reaction mixture was chromatographed on a Dowex 1×8 (formate form) column, the product was obtained as fine needles. Among the periodate oxidation products of the compound, glycolaldehyde phosphate was detected, while formaldehyde was not. Equimolar amounts of muramic acid and inorganic phosphate were produced by an alkaline phosphatase. The physical data are consistent with those of authentic muramic acid 6-phosphate.
- 公益社団法人 日本化学会の論文
著者
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Hase Sumihiro
The Department of Chemistry, Osaka University College of Science
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Matsushima Yoshio
The Department of Chemistry, Osaka University College of Science