title: Modeling the retention mechanism for high-performance liquid chromatography with a chiral ligand mobile phase and enantioseparation of mandelic acid derivatives.
abstract: The chromatographic retention mechanism describing relationship between retention factor and concentration of Cu(2+) (l-phenylalanine)2 using chiral ligand mobile phase was investigated and eight mandelic acid derivatives were enantioseparated by chiral ligand exchange chromatography. The relationship between retention factor and concentration of the Cu(2+) (l-phenylalanine)2 complex was proven to be in conformity with chromatographic retention mechanism in which chiral discrimination occurred both in mobile and stationary phase. Different copper(II) salts, chiral ligands, organic modifier, pH of aqueous phase, and conventional temperature on retention behavior were optimized. Eight racemates were successfully enantioseparated on a common reversed-phase column with an optimized mobile phase composed of 6 mmol/L of l-phenylalanine or N,N-dimethyl-l-phenylalanine and 3 mmol/Lof copper(II) acetate or copper(II) sulfate aqueous solution and methanol.
authors: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.
authors: Shengqiang
authors: S
authors: Tong
authors: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.
authors: Mangmang
authors: M
authors: Shen
authors: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.
authors: Hu
authors: H
authors: Zhang
authors: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.
authors: Dongping
authors: D
authors: Cheng
authors: College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China.
authors: Jizhong
authors: J
authors: Yan
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D003300:Copper / Q000737:chemistry; D019327:Copper Sulfate / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008024:Ligands; D008333:Mandelic Acids / Q000032:analysis*; D000432:Methanol / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000032:analysis / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature
chemical_list: C541344:2-chloromandelic acid; C553672:3-chloromandelic acid; D000596:Amino Acids; D008024:Ligands; D008333:Mandelic Acids; C549551:N,N-dimethyl-L-phenylalanine; D009942:Organometallic Compounds; C066949:4-methoxymandelic acid; C015092:cupric acetate; D010649:Phenylalanine; D003300:Copper; D019327:Copper Sulfate; C037938:mandelic acid; D000432:Methanol
keywords: Chiral ligand exchange chromatography; Enantioseparation; Mandelic acid derivatives; Retention mechanisms