title: Enantioselective extraction of phenylsuccinic acid in aqueous two-phase systems based on acetone and β-cyclodextrin derivative: Modeling and optimization through response surface methodology.
abstract: A novel aqueous two-phase system (ATPS) composed of β-cyclodextrin (β-CD) derivative and acetone was developed for enantioselective extraction of racemic phenylsuccinic acid (PSA). Binodal curves, tie-lines, and critical points for the investigated ATPS were determined and the experimental tie-lines data were successfully correlated by Othmer-Tobias, Bancroft, and Setschenow-type equations. ATPS containing sulfobutyl ether-β-CD (SBE-β-CD) exhibited better enantioselectivity than that using carboxymethyl-β-CD (CM-β-CD). To optimize enantioselective partitioning conditions of PSA in acetone/SBE-β-CD ATPS, three factors (PSA concentration, pH, and equilibrium temperature) were analyzed by using central composite design in response surface methodology. The calculated equilibrium constants of inclusion complexation are 1638.64M-1for SBE-β-CD-(R)-PSA and 835.84M-1for SBE-β-CD-(S)-PSA, respectively. Under the optimized conditions, the separation factor of 3.14 and high enrichment efficiency (ER=98.06%, ES=99.25%) were simultaneously achieved in a single step.
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Wang
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China; China Division of Physical Biology & Bioimaging Center, Shanghai Synchrotron Radiation Facility, Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai, China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Liu
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China.
authors.forename: Liya
authors.initials: L
authors.lastname: Rong
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Yang
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China.
authors.forename: Feipeng
authors.initials: F
authors.lastname: Jiao
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China. Electronic address: xqchen@csu.edu.cn.
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Chen
mesh_terms: D000096:Acetone / Q000737:chemistry*; D000465:Algorithms; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D013237:Stereoisomerism; D013386:Succinates / Q000302:isolation & purification*; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D013386:Succinates; D047392:beta-Cyclodextrins; C441457:carboxymethyl-beta-cyclodextrin; D000096:Acetone; C093196:SBE4-beta-cyclodextrin; C017625:2-phenylsuccinate
keywords: Aqueous two-phase system; Enantioselective extraction; Inclusion complexation; Response surface methodology; β-CD derivative