title: Enantioseparation of N-derivatized amino acids by micro-liquid chromatography/laser induced fluorescence detection using quinidine-based monolithic columns.
abstract: A novel carbamoylated quinidine based monolith, namely poly(O-9-[2-(methacryloyloxy)-ethylcarbamoyl]-10,11-dihydroquinidine-co-ethylene dimethacrylate (poly(MQD-co-EDMA)), was prepared for the micro-LC enantioseparation of N-derivatized amino acids. The influence of the mobile phase composition, including the organic modifier proportion, the apparent pH and the buffer concentration, on the enantioresolution of N-derivatized amino acids was systematically investigated. Satisfactory column performance in terms of permeability, efficiency and reproducibility was obtained in most cases. The majority of the enantiomers of the tested N-protected amino acids, including 3,5-DNB, 3,5-DClB, FMOC, 3,5-DMB, p-NB, m-ClB, p-ClB and B derivatives, could be baseline separated on the poly(MQD-co-EDMA) monolithic column within 25min. A self-assembled laser induced fluorescence (LIF) detector was employed to improve sensitivity when analyzing 7-nitro-2,1,3-benzoxadiazole (NBD) derivatives of amino acids. Ten NBD-derivatized amino acids, including arginine and histidine whose enantioseparation on quinidine carbamate based CSPs has not been reported so far, were enantioresolved on the poly(MQD-co-EDMA) monolith column. It is worth noting that the d-enantiomers of NBD-derivatized amino acids eluted first, except in the case of glutamic acid. The LOD values obtained with the LIF detector were comparable to those reported using conventional LC-FL methods. The prepared poly(MQD-co-EDMA) monolithic column coupled with the LIF detector opens up interesting perspectives to the determination of trace D-amino acids in biological samples.
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China.
authors.forename: Huihui
authors.initials: H
authors.lastname: Wu
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China; Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Faculty of Biology, Environmental Sciences and Chemistry, University of Alcalá, Ctra. Madrid-Barcelona, Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: Qiqin
authors.initials: Q
authors.lastname: Wang
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China.
authors.forename: Meng
authors.initials: M
authors.lastname: Ruan
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China.
authors.forename: Kun
authors.initials: K
authors.lastname: Peng
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China.
authors.forename: Peijie
authors.initials: P
authors.lastname: Zhu
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China; Laboratory of Analytical Pharmaceutical Chemistry, Department of Pharmaceutical Sciences, University of Liege, CHU B36, B-4000 Liege, Belgium.
authors.forename: Jacques
authors.initials: J
authors.lastname: Crommen
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China. Electronic address: thanhaik@jnu.edu.cn.
authors.forename: Hai
authors.initials: H
authors.lastname: Han
authors.affiliation: Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China. Electronic address: jzjjackson@hotmail.com.
authors.forename: Zhengjin
authors.initials: Z
authors.lastname: Jiang
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D001583:Benzoxazoles / Q000737:chemistry; D002853:Chromatography, Liquid / Q000379:methods*; D005453:Fluorescence; D018698:Glutamic Acid / Q000737:chemistry; D007834:Lasers; D008689:Methacrylates / Q000737:chemistry; D010539:Permeability; D011802:Quinidine / Q000031:analogs & derivatives / Q000737:chemistry*; D015203:Reproducibility of Results; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D001583:Benzoxazoles; D008689:Methacrylates; D018698:Glutamic Acid; C017057:benzoxazolone; C004919:ethylene dimethacrylate; C014486:hydroquinidine; D011802:Quinidine
keywords: Carbamoylated quinidine; Enantioseparation; Monolithic column; NBD-derivatized amino acids; Self-assembled LIF detector