毛细管电色谱-电喷雾-飞行时间/质谱联用分离分析混合氨基酸对映体
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摘要
建立了一种简单高效的毛细管电色谱-电喷雾-飞行时间/质谱(CEC-ESI-TOF/MS)联用技术分离混合氨基酸对映体的方法。以D,L-精氨酸、D,L-缬氨酸和D,L-谷氨酸为研究对象,通过优化CEC分离条件和MS检测条件,3种混合氨基酸对映体的6个组分在15 min内实现了分离,分离度分别为3. 03、1. 59和1. 37。该方法为混合对映体的分离分析提供了参考方法和基础数据。
A simple and efficient capillary electrochromatography-electrospray-time of flight/mass spectrometry( CEC-ESI-TOF/MS) method for the separation and analysis of mixed amino acid enantiomers was established. D,L-arginine,D,L-valine,and D,L-glutamate acid were taken as the research objects. By optimizing the CEC separation conditions and MS detection conditions,the six components of the three mixed amino acid enantiomers were separated within 15 min,and the resolutions were 3. 03,1. 59 and 1. 37,respectively. It provides a reference method for the separation and analysis of mixed enantiomers.
A simple and efficient capillary electrochromatography-electrospray-time of flight/mass spectrometry( CEC-ESI-TOF/MS) method for the separation and analysis of mixed amino acid enantiomers was established. D,L-arginine,D,L-valine,and D,L-glutamate acid were taken as the research objects. By optimizing the CEC separation conditions and MS detection conditions,the six components of the three mixed amino acid enantiomers were separated within 15 min,and the resolutions were 3. 03,1. 59 and 1. 37,respectively. It provides a reference method for the separation and analysis of mixed enantiomers.
引文
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[12]LI Yingjie,LIANG Hui,LV Renjiang,et al. One-Step Preparation and Properties of Allyl-β-Cyclodextrin Chiral Monolithic Capillary Electrochromatography Column[J]. Sci China Ser B,2010,40(11):1682-1687(in Chinese).李英杰,梁辉,吕仁江,等.烯丙基-β-环糊精基手性毛细管电色谱整体柱的一步法制备及其性能[J].中国科学:化学,2010,40(11):1682-1687.
[13]LI Yingjie,TANG Yimin,GAO Lidi,et al. Preparation and Application of a New Monolithic Capillary Column for Enantioseparation by CEC-MS[J]. Chem Res Appl,2019.(in Chinese).李英杰,唐艺旻,高立娣,等.一种新型毛细管电色谱整体柱的制备及其在CEC-MS中的应用[J].化学研究与应用,2019.
[14]Al-Hussin A,Boysen R I,Saito K,et al. Preparation and Electrochromatographic Characterization of New Chiralβ-Cyclodextrin Poly(Acrylamidopropyl)Porous Layer Open Tubular Capillary Columns[J]. J Chromatogr A,2014,1358:199-207.
[15]Dittmann M M,Rozing G P. Capillary Electrochromatography:Investigation of the Influence of Mobile Phase and Stationary Phase Properties on Electroosmotic Velocity,Retention,and Selectivity[J]. J Microcolumn Sep,2015,9(5):399-408.
[2]ZHANG Chunyu,LI Yingjie,HAO Xiuju,et al. Chiral Separation of Enantiomers of Four Amino Acids and Two Chial Drugs Through Capillary Electrophoresis[J]. Chinese J Appl Chem,2011,28(11):1340-1342(in Chinese).张春雨,李英杰,郝秀菊,等.毛细管电泳法手性拆分4种氨基酸和2种手性药物对映体[J].应用化学,2011,28(11):1340-1342.
[3]Giuffrida A,Maccarrone G,Cucinotta V,et al. Recent Advances in Chiral Separation of Amino Acids Using Capillary Electromigration Techniques[J]. J Chromatogr A,2014,1363:41-50.
[4]Schurig V. Gas Chromatographic Enantioseparation of Derivatizedα-Amino Acids on Chiral Stationary Phases-Past and Present[J]. J Chromatogr B Analyt Technol Biomed Life Sci,2011,879(29):0-3140.
[5]Müller C,Fonseca J R,et al. Enantioseparation and Selective Detection of D-Amino Acids by Ultra-High-Performance Liquid Chromatography/Mass Spectrometry in Analysis of Complex Biological Samples[J]. J Chromatogr A,2014,1324:109-114.
[6]Visser W F,Verhoeven-Duif N M,Ophoff R,et al. A Sensitive and Simple Ultra-High-Performance-Liquid ChromatographyTandem Mass Spectrometry Based Method for the Quantification of D-Amino Acids in Body Fluids[J]. J Chromatogr A,2011,1218(40):7130-7136.
[7]Gogami Y,Okada K,Oikawa T. High-Performance Liquid Chromatography Analysis of Naturally Occurring D-Amino Acids in Sake[J]. J Chromatogr B Analyt Technol Biomed Life Sci,2011,879(29):0-3267.
[8]LI Yingjie,ZHAO Nan,GAO Lidi,et al. Preparation ofβ-Cyclodextrin Derivative Chiral Stationary Phase and Their Application in Capillary Electrochromatography-Mass Spectrometry[J]. J Anal Sci,2018,34(3):377-381(in Chinese).李英杰,赵楠,高立娣,等.β-环糊精衍生物手性固定相的制备及其在毛细管电色谱-质谱中的应用[J].分析科学学报,2018,34(3):377-381.
[9]LIU Shuren,LI Yingjie,GAO Lidi,et al. Enatio-Separation of Two Kinds ofβ2-Adrenergic Receptor by CEC-ESI-TOF/MS[J]. Chem Res Appl,2017,29(7):945-950(in Chinese).刘树仁,李英杰,高立娣,等. CEC-ESI-TOF/MS手性分离两种β2-受体激动剂的研究[J].化学研究与应用,2017,29(7):945-950.
[10]LI Yingjie,XU Hongmei,GAO Lidi,et al. Separation and Analysis of Chiral Drugs Mixture by Capillary Electrochromatography-Electrospray-Time-of-Flight/Mass spectrometry[J]. J Instrum Anal,2018,34(3):377-381(in Chinese).李英杰,徐红梅,高立娣,等.毛细管电色谱-电喷雾-飞行时间/质谱联用分离分析混合手性药物[J].分析测试学报,2015,34(06):691-695.
[11]Wang S Y,Wang Y Y,Zhou J,et al. Mono-6'-(4-Methoxybutylamino)-6'-β-Cyclodextrin as a Chiral Selector for Enantiomeric Separation[J]. J Sep Sci,2014,37(15):2056-2061.
[12]LI Yingjie,LIANG Hui,LV Renjiang,et al. One-Step Preparation and Properties of Allyl-β-Cyclodextrin Chiral Monolithic Capillary Electrochromatography Column[J]. Sci China Ser B,2010,40(11):1682-1687(in Chinese).李英杰,梁辉,吕仁江,等.烯丙基-β-环糊精基手性毛细管电色谱整体柱的一步法制备及其性能[J].中国科学:化学,2010,40(11):1682-1687.
[13]LI Yingjie,TANG Yimin,GAO Lidi,et al. Preparation and Application of a New Monolithic Capillary Column for Enantioseparation by CEC-MS[J]. Chem Res Appl,2019.(in Chinese).李英杰,唐艺旻,高立娣,等.一种新型毛细管电色谱整体柱的制备及其在CEC-MS中的应用[J].化学研究与应用,2019.
[14]Al-Hussin A,Boysen R I,Saito K,et al. Preparation and Electrochromatographic Characterization of New Chiralβ-Cyclodextrin Poly(Acrylamidopropyl)Porous Layer Open Tubular Capillary Columns[J]. J Chromatogr A,2014,1358:199-207.
[15]Dittmann M M,Rozing G P. Capillary Electrochromatography:Investigation of the Influence of Mobile Phase and Stationary Phase Properties on Electroosmotic Velocity,Retention,and Selectivity[J]. J Microcolumn Sep,2015,9(5):399-408.
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