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基于两性离子替考拉宁的2微米表面多孔颗粒的高效和超快手性液相色谱的未来展望

Future perspectives in high efficient and ultrafast chiral liquid chromatography through zwitterionic teicoplanin-based 2-μm superficially porous particles.

作者信息

Ismail Omar H, Antonelli Michela, Ciogli Alessia, Villani Claudio, Cavazzini Alberto, Catani Martina, Felletti Simona, Bell David S, Gasparrini Francesco

机构信息

Dipartimento di Chimica e Tecnologie del Farmaco, "Sapienza" Università di Roma, P. le Aldo Moro 5, 00185 Roma, Italy.

Dipartimento di Chimica e Tecnologie del Farmaco, "Sapienza" Università di Roma, P. le Aldo Moro 5, 00185 Roma, Italy.

出版信息

J Chromatogr A. 2017 Oct 20;1520:91-102. doi: 10.1016/j.chroma.2017.09.008. Epub 2017 Sep 6.

Abstract

With the aim of pushing forward the limits of high efficient and ultrafast chiral liquid chromatography, a new Chiral Stationary Phase (CSP) has been prepared by covalently bonding the teicoplanin selector on 2.0μm Superficially Porous Particles (SPPs). An already validated bonding protocol, which permits to achieve teicoplanin-based CSPs exhibiting zwitterionic behaviour, has been employed to prepare not only the 2.0μm version of the CSP but also two other analogous CSPs based, respectively, on 2.7μm SPPs and 1.9μm Fully Porous Particles (FPPs). The kinetic performance of these CSPs has been compared through the analysis of both van Deemter curves and kinetic plots by employing in-house packed columns of 4.6mm internal diameter and different lengths (20, 50 and 100mm). In particular on the columns packed with 2.0μm SPPs, extremely large efficiencies were observed for both achiral (>310,000 theoretical plates/meter, N/m; h: 1.61) and chiral compounds (>290,000 N/m; h: 1.72) in HILIC conditions. Thanks to their efficiency and enantioselectivity, these CSPs were successfully employed in ultrafast chiral separations. As an example, the enantiomers of haloxyfop were baseline resolved in about 3s, with a resolution higher than 2.0, (flow rate: 8mL/min) on a 2cm long column packed with the 2.0μm chiral SPPs.

摘要

为了突破高效和超快速手性液相色谱的极限,通过将替考拉宁选择剂共价键合在2.0μm表面多孔颗粒(SPP)上,制备了一种新型手性固定相(CSP)。已采用一种经过验证的键合方案来制备基于替考拉宁的CSP,该方案可实现具有两性离子行为的CSP,不仅制备了2.0μm版本的CSP,还制备了另外两种类似的CSP,分别基于2.7μm SPP和1.9μm全多孔颗粒(FPP)。通过使用内径为4.6mm、长度不同(20、50和100mm)的自制填充柱,对这些CSP的动力学性能进行了范德姆特曲线和动力学图分析比较。特别是在填充有2.0μm SPP的色谱柱上,在亲水作用色谱(HILIC)条件下,非手性化合物(>310,000理论塔板数/米,N/m;板高:1.61)和手性化合物(>290,000 N/m;板高:1.72)均观察到极高的柱效。由于其柱效和对映体选择性,这些CSP成功应用于超快速手性分离。例如,在填充有2.0μm手性SPP的2cm长色谱柱上,氟吡甲禾灵对映体在约3s内实现基线分离,分离度高于2.0(流速:8mL/min)。

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