Preparation and application of a new ligand exchange chiral stationary phase for the liquid chromatographic resolution of alpha-amino acid enantiomers.
A new liquid chromatographic ligand exchange CSP has been prepared by covalently bonding (S)-N,N-carboxymethyl undecyl leucinol monosodium salt onto silica gel and employed in resolving various alpha-amino acids. The new CSP was quite good in resolving various a-amino acids and the resolution results were dependent on the type and content of organic modifier in the mobile phase. From these results, a chiral recognition model using a lipophilic interaction between the tethering alkyl group of the CSP and the substituent at the chiral center of alpha-amino acids was proposed. The liquid chromatographic resolution of alpha-amino acids on the new CSP was also found to be dependent on the Cu(II) concentration in the mobile phase and the column temperature.
Hyun
Myung Ho
MH
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, South Korea. mhhyun@pusan.ac.kr
Han
Sang Cheol
SC
Lee
Cheong Wha
CW
Lee
Yun Kyeong
YK
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D002853:Chromatography, Liquid / Q000379:methods*; D008024:Ligands; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism
D000596:Amino Acids; D008024:Ligands