Synthesis of four diastereoisomers of histopine.
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概要
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Four isomers of histopine, <I>N</I><SUP>2</SUP>-(1-carboxyethyl)histidine, were prepared to provide their physicochemical properties. A diastereomeric mixture, (<I>RS</I>),(<I>S</I>)-histopine (<I>N</I><SUP>2</SUP>-[(<I>RS</I>)-1-carboxyethyl]-(<I>S</I>)-histidine), was synthesized from 2-oxopropionic acid and (<I>S</I>)-histidine by reduction with sodium cyanoborohydride. The mixture was separated into its components, (<I>S</I>),(<I>S</I>)-histopine and (<I>R</I>),(<I>S</I>)-histopine, by an ion-exchange column chromatography. In a similar manner (<I>R</I>),(<I>R</I>)-histopine and (<I>S</I>),(<I>R</I>)-histopine were prepared. Configurations of the four isomers obtained were assumed from their ORD data by comparison with those of the isomers of octopine (<I>N</I><SUP>2</SUP>-(1-carboxyethyl)arginine) with a definite configuration.
- 公益社団法人 日本化学会の論文
著者
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Waki Michinori
Laboratory Of Biochemistry Department Of Chemistry Faculty Of Science Kyushu University
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Izumiya Nobuo
Laboratory Of Biochemistry Faculty Of Engineering Kyushu Sangyo University
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Izumiya Nobuo
Laboratory of Biochemistry, Faculty of Science, Kyushu University 33
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Kitajima Yasuo
Laboratory of Biochemistry, Faculty of Science, Kyushu University 33
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Waki Michinori
Laboratory of Biochemistry, Faculty of Science, Kyushu University 33
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