Chiral Recognition With Polymerized Dipeptide Surfactants in Capillary Electrophoresis.

Chiral Recognition With Polymerized Dipeptide Surfactants in Capillary Electrophoresis.
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毛细管电泳中聚合二肽表面活性剂的手性识别。

DOI:
10.31390/gradschool_disstheses.6805
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发表时间:
1998
影响因子:
6.1
通讯作者:
E. Billiot
E. Billiot
中科院分区:
化学1区
文献类型:
--
作者:
E. Billiot

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本文主要研究了基于氨基酸的聚合表面活性剂在毛细管电泳手性化合物对映体分离中的应用及表征。第一部分,第一章,是对与本手稿中所提出的工作相关的三个主题的介绍,这些主题包括对手性和手性识别的简要讨论,然后是对表面活性剂和胶束体系的描述。介绍的最后一部分是毛细管电泳和胶束电动色谱在手性化合物对映体分离中的应用。第二章报道了二肽表面活性剂中氨基酸的顺序对两种模型atropisomer对映体分离的影响。两种主要的二肽表面活性剂是聚n -十一烷基(L,L)亮氨酸钠和聚n -十一烷基(L,L)亮氨酸-缬氨酸钠。此外,还讨论了它们与其它相关表面活性剂如聚n -十一烷基(L,L)亮氨酸钠、聚n -十一烷基(L,L)缬氨酸钠、聚n -十一烷基L-缬氨酸钠和聚n -十一烷基L-亮氨酸钠的异同。第三章更详细地研究了聚合二肽表面活性剂对氨基酸顺序的影响。采用荧光探针研究表征和比较高分子表面活性剂疏水核内微环境的疏水性。本研究的结果引出了溶液中二肽表面活性剂的结构,并将在下一章中,使用非对映异构体聚合二肽表面活性剂作为诊断
The research presented in this dissertation involves the use and characterization of polymerized amino acid based surfactants for the enantiomeric separation o f chiral compounds using capillary electrophoresis. The first section, Chapter 1, is an introduction to three topics which are relevant to the work presented in this m anuscript The topics include a brief discussion about chirality and chiral recognition, followed by a description o f surfactants and micellar systems. The last part o f the introduction pertains to capillary electrophoresis and the use o f micellar electrokinetic chromatography for enantiomeric separation o f chiral compounds. In Chapter 2, the effect of am ino acid order in dipeptide surfactants on the enantiomeric separation of two model atropisomers is reported. The two main dipeptide surfactants used were poly sodium N-undecyl (L,L) valine-leucine and poly sodium N-undecyl (L,L) leucine-valine. Additionally, their similarity and differences from other related surfactants, i.e. poly sodium N-undecyl (L,L) leucine-leucine, poly sodium N-undecyl (L,L) valine-valine, poly sodium N-undecyl L-valine, and poly sodium N-undecyl L-leucine are also discussed. Chapter 3 outlines an investigation o f the effect o f amino acid order with polymerized dipeptide surfactants in more detail. Fluorescent probe studies were conducted to characterize and compare the hydrophobicity o f the microenvironment within the hydrophobic core o f the polymeric surfactants. The results o f this study lead to a proposed structure o f the dipeptide surfactant in solution, h i die next chapter, the use of diastereomeric polymerized dipeptide surfactants as a diagnostic