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Chiral extraction of ketoprofen enantiomers with chiral selector tartaric esters

  • Zhou Dan  (周丹)
  • Liu Jia-jia  (刘佳佳)Email author
  • Tang Ke-wen  (唐课文)
  • Huang Ke-long  (黄可龙)
Article
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Abstract

Distribution behavior of ketoprofen enantiomers was examined in methanol aqueous and organic solvent mixture containing tartaric esters. The influence of length of alkyl chain of tartaric esters, concentration of L-tartaric esters and methanol aqueous, kind of organic solvent on partition ratio and separation factors was investigated. The results show that L-tartaric and D-tartaric esters have different chiral recognition abilities. S-ketoprofen is easily extracted by L-tartaric esters, and R-ketoprofen is easily extracted by D-tartaric esters. L-tartaric esters form more stable diastereomeric complexes with S-enantiomer than that with R-enantiomer. This distribution behavior is consistent with chiral recognition mechanism. With the increase of the concentration of tartaric ester from 0 to 0.3 mol/L, partition coefficient K and separation factor α increase. Also, the kind of organic solvent and the concentration of the methanol aqueous have significant influence on K and α.

Key words

chiral extraction ketoprofen enantiomer tartaric ester partition coefficient separation factor 
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Copyright information

© Published by: Central South University Press, Sole distributor outside Mainland China: Springer 2007

Authors and Affiliations

  • Zhou Dan  (周丹)
    • 1
    • 2
  • Liu Jia-jia  (刘佳佳)
    • 1
    Email author
  • Tang Ke-wen  (唐课文)
    • 3
  • Huang Ke-long  (黄可龙)
    • 1
  1. 1.School of Chemistry and Chemical EngineeringCentral South UniversityChangshaChina
  2. 2.Pharmarcy DepartmentHainan Medical CollegeHaikouChina
  3. 3.Department of Chemistry and Chemical EngineeringHunan Institute of Science and TechnologyYueyangChina

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