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Optimum operational conditions for chiral separation of tryptophan enatiomers using ligand exchange liquid chromatography

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Abstract

A simple and precise method for chiral separation of tryptophan enantiomers using high performance liquid chromatography with aligand exchange mobile phase was developed. Chiral separation was performed on a conventional C18 column, using a mobile phase that consisted of a water-methanol solution (88∶12, v/v) containing 10 mmol/Ll-leucine and 5 mmol/L copper sulfate as a chiral ligand additive at a flow rate of 1.0 mL/min. This method allowed baseline separation of two enantiomers with a resolution of 1.84 in less than 30 min. The effect of various conditions, including concentration, type of ligand, organic modifier, pH, flow rate, and temperature, on enantioseparation were evaluated and chiral recognition mechanisms were investigated. Thermodynamic data (ΔΔH and ΔΔS) obtained by van't Hoff plots revealed that enantioseparation is an enthalpy-controlled process.

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  1. Center for Advanced Bioseparation Technology, Department of Chemical Engineering, Inha University, 402-751, Incheon, Korea

    Hongyuan Yan & Kyung Ho Row

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  1. Hongyuan Yan
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  2. Kyung Ho Row
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Correspondence to Kyung Ho Row.

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Yan, H., Row, K.H. Optimum operational conditions for chiral separation of tryptophan enatiomers using ligand exchange liquid chromatography. Biotechnol. Bioprocess Eng. 12, 235–241 (2007). https://doi.org/10.1007/BF02931098

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  • DOI: https://doi.org/10.1007/BF02931098

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