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Application and comparison of high performance liquid chromatography and high speed counter-current chromatography in enantioseparation of (±)-2-phenylpropionic acid.
J Chromatogr A. 2013 Mar 15; 1281:79-86.JC

Abstract

High performance liquid chromatography (HPLC) and high speed counter-current chromatography (HSCCC) were applied and compared in enantioseparation of 2-phenylpropionic acid (2-PPA) when hydroxypropyl-β-cyclodextrin (HP-β-CD) was used as chiral mobile phase additive. For HPLC, the enantioseparation was achieved on ODS C(18) reverse phase column and the mobile phase was 25 mmol L(-1) HP-β-CD aqueous buffer solution (pH 4.0, adjusted with triethylamine): methanol: glacial acetic acid (85:15:0.5 (v/v/v)). For HSCCC, the two-phase solvent system was composed of n-hexane-ethyl acetate-0.1 mol L(-1) phosphate buffer solution pH2.67 (5:5:10 for isocratic elution and 8:2:10 for recycling elution (v/v/v)) added with 0.1 mol L(-1) HP-β-CD. The key parameters, such as a substitution degree of HP-β-CD, the concentration of HP-β-CD, pH value of the aqueous phase and the temperature were optimized for both separation methods. Using the optimum conditions a complete HSCCC enantioseparation of 40 mg of 2-propylpropionic acid in a recycling elution mode gave 15-18 mg of (+)-2-PPA and (-)-2-PPA enantiomers with 95-98% purity and 85-93% recovery.

Authors+Show Affiliations

College of Pharmaceutical Science, Zhengjiang University of Technology, Hangzhou 310032, China.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23419510

Citation

Tong, Shengqiang, et al. "Application and Comparison of High Performance Liquid Chromatography and High Speed Counter-current Chromatography in Enantioseparation of (±)-2-phenylpropionic Acid." Journal of Chromatography. A, vol. 1281, 2013, pp. 79-86.
Tong S, Zheng Y, Yan J. Application and comparison of high performance liquid chromatography and high speed counter-current chromatography in enantioseparation of (±)-2-phenylpropionic acid. J Chromatogr A. 2013;1281:79-86.
Tong, S., Zheng, Y., & Yan, J. (2013). Application and comparison of high performance liquid chromatography and high speed counter-current chromatography in enantioseparation of (±)-2-phenylpropionic acid. Journal of Chromatography. A, 1281, 79-86. https://doi.org/10.1016/j.chroma.2013.01.056
Tong S, Zheng Y, Yan J. Application and Comparison of High Performance Liquid Chromatography and High Speed Counter-current Chromatography in Enantioseparation of (±)-2-phenylpropionic Acid. J Chromatogr A. 2013 Mar 15;1281:79-86. PubMed PMID: 23419510.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Application and comparison of high performance liquid chromatography and high speed counter-current chromatography in enantioseparation of (±)-2-phenylpropionic acid. AU - Tong,Shengqiang, AU - Zheng,Ye, AU - Yan,Jizhong, Y1 - 2013/01/23/ PY - 2012/10/07/received PY - 2013/01/10/revised PY - 2013/01/11/accepted PY - 2013/2/20/entrez PY - 2013/2/20/pubmed PY - 2013/7/23/medline SP - 79 EP - 86 JF - Journal of chromatography. A JO - J Chromatogr A VL - 1281 N2 - High performance liquid chromatography (HPLC) and high speed counter-current chromatography (HSCCC) were applied and compared in enantioseparation of 2-phenylpropionic acid (2-PPA) when hydroxypropyl-β-cyclodextrin (HP-β-CD) was used as chiral mobile phase additive. For HPLC, the enantioseparation was achieved on ODS C(18) reverse phase column and the mobile phase was 25 mmol L(-1) HP-β-CD aqueous buffer solution (pH 4.0, adjusted with triethylamine): methanol: glacial acetic acid (85:15:0.5 (v/v/v)). For HSCCC, the two-phase solvent system was composed of n-hexane-ethyl acetate-0.1 mol L(-1) phosphate buffer solution pH2.67 (5:5:10 for isocratic elution and 8:2:10 for recycling elution (v/v/v)) added with 0.1 mol L(-1) HP-β-CD. The key parameters, such as a substitution degree of HP-β-CD, the concentration of HP-β-CD, pH value of the aqueous phase and the temperature were optimized for both separation methods. Using the optimum conditions a complete HSCCC enantioseparation of 40 mg of 2-propylpropionic acid in a recycling elution mode gave 15-18 mg of (+)-2-PPA and (-)-2-PPA enantiomers with 95-98% purity and 85-93% recovery. SN - 1873-3778 UR - https://www.unboundmedicine.com/medline/citation/23419510/Application_and_comparison_of_high_performance_liquid_chromatography_and_high_speed_counter_current_chromatography_in_enantioseparation_of__±__2_phenylpropionic_acid_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0021-9673(13)00144-1 DB - PRIME DP - Unbound Medicine ER -