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아미노산 Phenylthiohydantoin 유도체를 키랄 고정상으로 한 GC에 의한 아미노산 광학 이성질체의 상호분리
박만기,양정선,고창범,이미영,Park, Man-Ki,Yang, Jeong-Seen,Ko, Chang-Bum,Lee, Mi-Yung 대한약학회 1988 약학회지 Vol.32 No.3
The resolution of five amino acids derivatives by gas chromatography on phenylthiohydantoin derivatives as chiral stastionary phase was investigated. (S)-5-isopropyl, isobutyl, (sec)-butyl and benzoyl derivatives of $N^3-phenyl-2-thiohydantoin$ were synthesized from L-valine, L-leucine, L-isoleucine and L-phenylalanine, respectively. The phases were employed at several column temperatures ($140^{\circ}C{\sim}210^{\circ}C$). The separation factors were compared with each stationary phase with varying R groups. The possible mechanism of chiral recognition was investigated by NMR technique.
가스 크로마토그래피에 의한 아민노산 광학 이성질체의 분리(III) (S)-5-isobutyl-N3-phenyl-2-thiohydantoin의 광학 활성 고정상으로의 응용
박만기(Man Ki Park),양정선(Jeong Seon Yang),고창범(Chang Bum Ko) 대한약학회 1988 약학회지 Vol.32 No.2
The resolution of N-trifluoroacetyl(N-TFA) ter-isopropylesters of Ala, Ile, Leu, Val and Phe by gas chromatography on the (S)-5-isobutyl-N3-phenyl-2-thiohydantoin as stationary phase was investigated. The phase was employed at several column temperatures(140oC-200oC) and the separation factors were 1.18-1.45 range for five amino acid enantiomers. The possible mechanism of chiral recognition was investigated by NMR technique and the association constant(Kc) was calculated as 201.3(r=0.98) for alanyl derivative.