ガスクロマトグラフィーにおけるカルボニル-ビス-(L-バリンイソプロピルエステル)固定相の相変化とアミノ酸光学異性体の分離挙動

概要

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Ureide compounds which have optically active amino acid ester in the structure, give an interesting enantio-selective separation depending upon the column temperature when used as stationary phase in gas chromatography. It has not been clearly elucidated by mesophase or solid phase of the ureide, where a good enantiomer separation can be effected. In this work the retention behavior of three racemic amino acids on a ureide {carbonyl-bis-(L-valine isopropyl ester} has been investigated. The retention times at various column temperatures of 80℃ to 120℃ were measured. And the correlation between logarithmic retention time and inversion of the temperature showed that the ureide had four phases, which were identified by polarized microscopic observation to be a solid crystal, two kinds of liquid crystals and an isotropic liquid. The most effective separation of the racemates were achieved when the ureide was in a liquid crystal phase. The thermodynamic parameters were also calculated for these phases. These results might indicate that not only the stereoselectivity, but also the orientation of the optically active moieties in the stationary phase play an important role for the separation of amino acid enantiomers.
社団法人日本分析化学会の論文
1981-07-05