title: Liquid chromatographic direct resolution of beta-amino acids on a doubly tethered chiral stationary phase containing N--H amide linkage based on (+)-(18-crown-6)- 2,3,11,12-tetracarboxylic acid.
abstract: A doubly tethered chiral stationary phase (CSP) prepared by bonding (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid to doubly tethered primary aminoalkyl silica gel was used for the resolution of various beta-amino acids. All the beta-amino acids tested were resolved quite well, the separation (alpha) and the resolution factors (RS) being in the ranges 1.34-2.09 and 2.52-7.45, respectively, with a mobile phase of methanol-water (50:50, v/v) containing 10 mM acetic acid. The chiral recognition efficiency of the doubly-tethered CSP was found to be generally superior to that of the corresponding singly-tethered CSP in the resolution of beta-amino acids. The chiral recognition behaviors for the resolution of beta-amino acids on the doubly tethered CSP were examined by varying the type and content of organic and acidic modifiers in the aqueous mobile phase and the column temperature.
authors.affiliation: Department of Chemistry, Pusan National University, Busan, Republic of Korea. mhhyun@pusan.ac.kr
authors.forename: Myung Ho
authors.initials: MH
authors.lastname: Hyun
authors.forename: Yanci
authors.initials: Y
authors.lastname: Song
authors.forename: Yoon Jae
authors.initials: YJ
authors.lastname: Cho
authors.forename: Hee Jung
authors.initials: HJ
authors.lastname: Choi
mesh_terms: D000577:Amides / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry* / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D043844:Crown Ethers; D007202:Indicators and Reagents; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000596:Amino Acids; D043844:Crown Ethers; D007202:Indicators and Reagents; C090732:18-crown-6 2,3,11,12-tetracarboxylic acid