Biphasic Enantioselective Partitioning of R,S-Omeprazole Enantiomers Using Chiral Extraction

Yan Liang Li; Zhong Zhen Liu; Yu Fen Huang; Lan Wei; Lian Xi Huang; Shao Hai Yang; Zhi Xiang Fang

doi:10.4028/www.scientific.net/AMR.1030-1032.2334

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HomeAdvanced Materials ResearchAdvanced Materials Research Vols. 1030-1032Biphasic Enantioselective Partitioning of...

Biphasic Enantioselective Partitioning of R,S-Omeprazole Enantiomers Using Chiral Extraction

Abstract:

Enantioselective partitioning of racemic omeprazole enantiomers was studied using a biphasic recognition chiral extraction system. Hydrophilic hydroxypropyl-ڂ-cyclodextrin in aqueous phase and hydrophobic D-tartaric acid hexyl ester in organic phase as chiral selectors which preferentially recognize (R)-omeprazole enantiomer and (S)-omeprazole enantiomer, respectively. Different experimental variable parameters could affect the chiral extraction efficiency. The largest distribution coefficients k_S, k_R and separation factor ځ were obtained at concentrations o f 0.1 mol/L HP-ڂ-CD and 0.2 mol/L D-tartaric acid hexyl ester, which were 47.38, 58.65 and 1.24, respectively. k_R is always larger than k_S when using different kinds of tartaric acid derivatives as chiral selectors in organic phase. The present study also reveal the mechanism of biphasic recognition chiral extraction for R,S-omeprazole enantiomers.

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Periodical:

Advanced Materials Research (Volumes 1030-1032)

Pages:

2334-2339

DOI:

https://doi.org/10.4028/www.scientific.net/AMR.1030-1032.2334

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Online since:

September 2014

Authors:

Yan Liang Li*, Zhong Zhen Liu, Yu Fen Huang, Lan Wei, Lian Xi Huang, Shao Hai Yang, Zhi Xiang Fang

Keywords:

Biphasic Recognition Chiral Extraction, Enantioselective, Hydroxypropyl-ڂ-Cyclodextrin, Omeprazole, Tartaric Acid Derivatives

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