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Molecules 2017, 22(1), 38; doi:10.3390/molecules22010038

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

1
Daicel Corporation, Life Science Development Center, Himeji 671-1283, Japan
2
Graduate School of Engineering, Yokohama National University, Yokohama 240-8501, Japan
*
Author to whom correspondence should be addressed.
Academic Editor: Yoshio Okamoto
Received: 16 November 2016 / Revised: 19 December 2016 / Accepted: 23 December 2016 / Published: 28 December 2016
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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. View Full-Text
Keywords: chiral stationary phase; cellulose; amylose; position isomer; achiral; chromatography; simulation chiral stationary phase; cellulose; amylose; position isomer; achiral; chromatography; simulation
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Shibata, T.; Shinkura, S.; Ohnishi, A.; Ueda, K. Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition. Molecules 2017, 22, 38.

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