Determination of enantiomerization barriers by computer simulation of experimental elution profiles obtained by high-performance liquid chromatography on a chiral stationary phase

被引：90

作者：

Cabrera, K

Jung, M

Fluck, M

Schurig, V

机构：

[1] UNIV TUBINGEN,INST ORGAN CHEM,D-72076 TUBINGEN,GERMANY

[2] E MERCK AG,R&D CHROMATOG,D-64293 DARMSTADT,GERMANY

来源：

JOURNAL OF CHROMATOGRAPHY A | 1996年 / 731卷 / 1-2期

关键词：

computer simulation; elution profiles; enantiomerization; racemization; chiral discrimination; oxazepam; chlorothalidone; PTH-phenylalanine;

D O I：

10.1016/0021-9673(95)01230-3

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The enantiomers of oxazepam, chlorthalidone and phenylthiohydantoin-phenylalanine (PTH-phenylalanine) were separated by HPLC using chemically bonded beta-cyclodextrin (ChiraDex) as chiral stationary phase. The obtained chromatograms showed typical plateaus between the peaks of the separated enantiomers, indicating enantiomerization, i.e. reversible enantiomer interconversion. Computer simulation of the experimental chromatographic elution profiles was employed for the determination of rate constants and corresponding enantiomerization barriers for the above compounds. The data were compatible with independently determined values, but a very strong dependence on the solvent was observed.

引用

页码：315 / 321

页数：7

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