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题名: Chiral separation of enantiomers of amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase
作者: Ding, GS;  Liu, Y;  Cong, RZ;  Wang, JD
关键词: norvancomycin ;  chiral separation ;  stationary phase ;  amino acid derivatives
刊名: TALANTA
发表日期: 2004-04-19
DOI: 10.1016/j.talanta.2003.10.032
卷: 62, 期:5, 页:997-1003
收录类别: SCI
文章类型: Article
项目归属: 102
产权排名: 1;1
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Analytical
研究领域[WOS]: Chemistry
英文摘要: A novel norvancomycin-bonded chiral stationary phase (NVC-CSP) was synthesized by using the chiral selector of norvancomycin. The chiral separation of enantiomers of several dansyl-amino acids by high-performance liquid chromatography (HPLC) in the reversed-phase mode is described. The effects of some parameters, such as organic modifier concentration, column temperature, pH and flow rate of the mobile phase, on the retention and enantioselectivity were investigated. The study showed that ionic, as well as hydrophobic interactions were engaged between the analyte and macrocycle in this chromatographic system. Increasing pH of buffers usually improved the chiral resolution for dansyl-alpha-amino-n-butyric acid (Dns-But), dansyl-methionine (Dns-Met) and dansyl-threonine (Dns-Thr), but not for dansyl-glutamic acid (Dns-Glu) which contains two carboxylic groups in its molecular structure. The natural logarithms of selectivity factors (In alpha) of all the investigated compounds depended linearly on the reciprocal of temperature (1/T), most processes of enantioseparation were controlled enthalpically. Interestingly, the process of enantioseparation for dansyl-threonine was enthalpy-controlled at pH of 3.5, while at pH of 7.0, it was entropy-controlled according to thermodynamic parameters Delta(R,S)DeltaHdegrees and Delta(R,S)DeltaSdegrees afforded by Van't Hoff plots. In order to get baseline separation for all the solutes researched, norvancomycin was also used as a chiral mobile phase additive. In combination with the NVC-CSP remarkable increases in enanselectivity were observed for all the compounds, as the result of a "synergistic" effect. (C) 2003 Elsevier B.V. All rights reserved.
关键词[WOS]: HUMAN SERUM-ALBUMIN ;  MACROCYCLIC ANTIBIOTICS ;  CAPILLARY-ELECTROPHORESIS ;  VANCOMYCIN ;  TEICOPLANIN ;  DIMERIZATION ;  RETENTION ;  SELECTORS ;  ENANTIOSEPARATIONS ;  RESOLUTION
语种: 英语
原文出处: 查看原文
WOS记录号: WOS:000220215400019
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/91831
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116012, Peoples R China

Recommended Citation:
Ding, GS,Liu, Y,Cong, RZ,et al. Chiral separation of enantiomers of amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase[J]. TALANTA,2004,62(5):997-1003.
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