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基于聚合氨基酸的表面活性剂的结构变化对 enantioselectivity 的影响:氨基酸顺序、空间因素以及手性中心的数量和位置的作用

Examination of structural changes of polymeric amino acid-based surfactants on enantioselectivity: effect of amino acid order, steric factors, and number and position of chiral centers.

作者信息

Billiot E, Warner I M

机构信息

Department of Chemistry, Louisiana State University, Baton Rouge 70803, USA.

出版信息

Anal Chem. 2000 Apr 15;72(8):1740-8. doi: 10.1021/ac9908804.

DOI:10.1021/ac9908804
PMID:10784136
Abstract

In this study, a large number of polymeric chiral surfactants were examined and their performances in terms of enantiomeric resolution compared for a variety of chiral analytes. The surfactants investigated in this study include all possible dipeptide combinations of the L-form of alanine, valine, leucine, and the achiral amino acid glycine (except glycine-glycine). Also included in this study were the single amino acid surfactants of alanine, valine, and leucine as well as the single chiral center dipeptide surfactant poly(sodium undecyl-L-leucine-beta-alanine) (poly L-SULbetaA). Several different aspects of polymeric dipeptide surfactants, as they pertain to chiral separations, are examined. Some of the factors investigated in this report include the effect of position and number of chiral centers, amino acid order, and steric effects.

摘要

在本研究中,对大量聚合型手性表面活性剂进行了考察,并比较了它们对多种手性分析物的对映体拆分性能。本研究中考察的表面活性剂包括丙氨酸、缬氨酸、亮氨酸的L型与非手性氨基酸甘氨酸(甘氨酸 - 甘氨酸除外)的所有可能二肽组合。本研究还包括丙氨酸、缬氨酸和亮氨酸的单氨基酸表面活性剂以及单手性中心二肽表面活性剂聚(十一烷基 - L - 亮氨酸 - β - 丙氨酸钠)(聚L - SULβA)。研究了聚合型二肽表面活性剂与手性分离相关的几个不同方面。本报告中考察的一些因素包括手性中心的位置和数量、氨基酸顺序以及空间效应。

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