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手性两性离子表面活性剂在毛细管电泳对映体拆分中的应用。

Use of chiral zwitterionic surfactants for enantiomeric resolutions by capillary electrophoresis.

作者信息

Hadley Mark R, Harrison Mark W, Hutt Andrew J

机构信息

Analytical Chemistry Group, Process R&D, AstraZeneca, Charter Way, Silk Road Business Park, Macclesfield, Cheshire SK10 2NA, UK.

出版信息

Electrophoresis. 2003 Aug;24(15):2508-13. doi: 10.1002/elps.200305467.

DOI:10.1002/elps.200305467
PMID:12900862
Abstract

The enantiomeric resolution of 1,1'-binaphthyl-2,2'-diamine and Tröger's base was investigated using the commercially available zwitterionic surfactants 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulphonate (CHAPS) and 3-[(3-cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulphonate (CHAPSO). Resolution of the weakly basic chiral probes was achieved using varying concentrations of surfactant, above their critical micellar concentrations, in a phosphate buffer (pH 2.5; 100 mM) to ensure ionisation of the analytes. Both CHAPS and CHAPSO were employed in the absence of additional coselectors or surfactants as sole micellar-forming agents. The addition of organic modifiers, methanol and acetonitrile (ACN), to the background electrolyte (BGE) was found to have a detrimental effect on enantioselectivity presumably by alteration of the phase polarity.

摘要

使用市售两性离子表面活性剂3-[(3-胆酰胺丙基)二甲基铵基]-1-丙烷磺酸盐(CHAPS)和3-[(3-胆酰胺丙基)二甲基铵基]-2-羟基-1-丙烷磺酸盐(CHAPSO)研究了1,1'-联萘-2,2'-二胺和特罗格碱的对映体拆分。在磷酸盐缓冲液(pH 2.5;100 mM)中,使用高于其临界胶束浓度的不同浓度表面活性剂实现了弱碱性手性探针的拆分,以确保分析物的离子化。CHAPS和CHAPSO均在不存在额外共选择剂或表面活性剂的情况下用作唯一的胶束形成剂。发现向背景电解质(BGE)中添加有机改性剂甲醇和乙腈(ACN)可能会通过改变相极性而对对映选择性产生不利影响。

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