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无需借助色谱法对手性有机化合物进行对映选择性和化学选择性光学检测。

Enantioselective and Chemoselective Optical Detection of Chiral Organic Compounds without Resorting to Chromatography.

作者信息

Bhushan Ravi

机构信息

Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India.

出版信息

Chem Asian J. 2023 Dec 14;18(24):e202300825. doi: 10.1002/asia.202300825. Epub 2023 Nov 14.

DOI:10.1002/asia.202300825
PMID:37906446
Abstract

Enantiorecognition and resolution are of essential importance in many diverse areas of science. Whenever there arises a need to analyze/investigate enantiomers in different situations chromatography stands up in our minds immediately. Nevertheless, chemoselective and enantioselective recognition/discrimination (without going for separation) constitutes a different perception and requirement. The techniques using chiroptical sensing cause detection based on molecular interactions induced in different manners. Enantioselective sensing of monosaccharides in γ-cyclodextrin assembly and by diboronic acid based fluorescent sensors, application of bi-naphthol and H BINOL based sensors and dendrimers, metal-to-ligand charge transfer transitions in CD, exciton-coupled circular dichroism, surface enhanced Raman spectroscopy, and enantioselective indicator displacement sensor arrays for enantioselective recognition/detection of chiral organic compounds, such as amines, amino acids/alcohols, and hydroxycarboxylic acids have been discussed in progressive manner with mechanistic explanations, wherever available. Besides, the chiroptical vs LC approach has been discussed. The present paper is focused on certain different non-chromatographic optical techniques and aims to extend an understanding and a view to consider such techniques which have been successful in selective detection, and determination of absolute configuration and enantiomeric excess, (without resorting to separation vis-à-vis LC) and that have potential use in high-throughput chiral assay and combinatorial search for asymmetric catalysts and reagents.

摘要

对映体识别和拆分在许多不同的科学领域都至关重要。每当需要在不同情况下分析/研究对映体时,色谱法就会立刻浮现在我们脑海中。然而,化学选择性和对映选择性识别/区分(不进行分离)构成了一种不同的认知和要求。使用手性光学传感的技术基于以不同方式诱导的分子相互作用进行检测。本文以递进的方式讨论了在γ-环糊精组装体中以及基于二硼酸的荧光传感器对单糖的对映选择性传感、基于联萘酚和 H BINOL 的传感器及树枝状大分子的应用、环糊精中的金属-配体电荷转移跃迁、激子耦合圆二色性、表面增强拉曼光谱以及用于对映选择性识别/检测手性有机化合物(如胺、氨基酸/醇和羟基羧酸)的对映选择性指示剂置换传感器阵列,并在可行的情况下给出了机理解释。此外,还讨论了手性光学方法与液相色谱方法的对比。本文聚焦于某些不同的非色谱光学技术,旨在拓展对这些技术的理解和认识,这些技术已成功用于选择性检测、绝对构型和对映体过量的测定(无需借助液相色谱进行分离),并且在高通量手性分析以及不对称催化剂和试剂组合搜索方面具有潜在应用价值。

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Enantioselective and Chemoselective Optical Detection of Chiral Organic Compounds without Resorting to Chromatography.无需借助色谱法对手性有机化合物进行对映选择性和化学选择性光学检测。
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