Preparation and evaluation of a novel chiral stationary phase based on covalently bonded chitosan for ligand-exchange chromatography.
A novel chiral stationary phase based on chitosan covalently bonded onto silica gels has been prepared and used for the separation of various alpha-amino acid enantiomers as well as alpha-hydroxycarboxylic acid enantiomers by chiral ligand-exchange chromatography with copper(II) as a complexing ion. The methanol content and copper(II) ion concentration in the eluent affected retentivity and enantioselectivity. Furthermore, a plausible chiral recognition mechanism for resolution of alpha-amino acids was proposed.
Liu
Yueqi
Y
Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Nishinomiya, Hyogo, Japan.
Zou
Hanfa
H
Haginaka
Jun
J
D006916:5-Hydroxytryptophan / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D002686:Chitin / Q000737:chemistry; D048271:Chitosan / Q000737:chemistry*; D002853:Chromatography, Liquid / Q000295:instrumentation / Q000379:methods; D003300:Copper / Q000737:chemistry; D008024:Ligands; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure; D012822:Silicon Dioxide / Q000737:chemistry; D013237:Stereoisomerism; D014443:Tyrosine / Q000737:chemistry
D000596:Amino Acids; D002264:Carboxylic Acids; D008024:Ligands; D002686:Chitin; D014443:Tyrosine; D012822:Silicon Dioxide; D003300:Copper; D048271:Chitosan; D006916:5-Hydroxytryptophan; D000432:Methanol