Studies on separation of amino acids and related compounds. VIII. Preparative separation of isomeric L-aspartyl-L-phenylalanine methyl esters and related dipeptide esters by ion-exchange chromatography.
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概要
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Authentic peptides, α- and ω-isomers of L-aspartyl (or L-glutamyl)-L-phenylalanine (or L-tyrosine) methyl ester, were synthesized by conventional methods. Among these eight peptides, α-L-glutamyl-L-phenylalanine methyl ester showed the tendency to convert to the corresponding dipeptide anhydride even under mild conditions. The experiments on a small column of Dowex 50 cation exchange resin were carried out with a model mixture composed of the α- and ω-isomers, and the optimum conditions for the complete separation of both isomers were determined. A synthetic mixture composed of the α- and ω-isomers was prepared readily through the coupling of benzyloxycarbonyl-L-aspartic acid (or glutamic acid) anhydride with L-phenylalanine (or L-tyrosine) methyl ester and subsequent hydrogenation. The synthetic mixture was separated by the use of a large ion exchange column and each isomer was obtained in a good yield.
- 公益社団法人 日本化学会の論文
著者
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Aoyagi Haruhiko
Laboratory Of Biochemistry 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, 33 Kyushu University
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Yasutake Akira
Laboratory of Biochemistry, Faculty of Science, 33 Kyushu University
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Aoyagi Haruhiko
Laboratory of Biochemistry, Faculty of Science, 33 Kyushu University
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