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基于多糖的手性固定相对手性芳香位置异构体的非手性分子识别及其与手性识别的关系

Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition.

作者信息

Shibata Tohru, Shinkura Satoshi, Ohnishi Atsushi, Ueda Kazuyoshi

机构信息

Daicel Corporation, Life Science Development Center, Himeji 671-1283, Japan.

Graduate School of Engineering, Yokohama National University, Yokohama 240-8501, Japan.

出版信息

Molecules. 2016 Dec 28;22(1):38. doi: 10.3390/molecules22010038.

DOI:10.3390/molecules22010038
PMID:28036038
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6155686/
Abstract

Chromatographic separation of several sets of aromatic position isomers on three cellulose- and one amylose-based chiral stationary phases was performed to evaluate the potential of a polysaccharide-based chiral stationary phase (CSP) in the separation of isomeric or closely similar molecules, and to understand the interaction mechanism of this type of CSP with analytes. Their ability of molecular recognition was quite outstanding, but the selection rule was particular to each polysaccharide derivative. In the series of analytes, cellulose tris(4-methylbenzoate) and tris(3,5-dimethylphenylcarbamate) exhibited a contrasting selection rule, and the recognition mechanism was considered based on the computer-simulation of the former polymer.

摘要

在三种纤维素基和一种直链淀粉基手性固定相上对几组芳香族位置异构体进行了色谱分离,以评估多糖基手性固定相(CSP)在分离异构体或结构相近分子方面的潜力,并了解这类CSP与分析物的相互作用机制。它们的分子识别能力相当出色,但每种多糖衍生物的选择规则都很独特。在这一系列分析物中,三(4-甲基苯甲酸酯)纤维素和三(3,5-二甲基苯基氨基甲酸酯)表现出相反的选择规则,并基于对前一种聚合物的计算机模拟来考虑识别机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/daa62c5ab425/molecules-22-00038-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/44bf7323b110/molecules-22-00038-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/7d6335006880/molecules-22-00038-g001a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/67bfce3c8968/molecules-22-00038-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/c2e93f868198/molecules-22-00038-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/9524e0589b2a/molecules-22-00038-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/236a2c539d43/molecules-22-00038-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/eb9521da37ac/molecules-22-00038-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/daa62c5ab425/molecules-22-00038-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/44bf7323b110/molecules-22-00038-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/7d6335006880/molecules-22-00038-g001a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/67bfce3c8968/molecules-22-00038-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/c2e93f868198/molecules-22-00038-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/9524e0589b2a/molecules-22-00038-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/236a2c539d43/molecules-22-00038-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/eb9521da37ac/molecules-22-00038-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5bd6/6155686/daa62c5ab425/molecules-22-00038-g006.jpg

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