Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition
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 t...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2016-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/22/1/38 |
| _version_ | 1811262600353153024 |
|---|---|
| author | Tohru Shibata Satoshi Shinkura Atsushi Ohnishi Kazuyoshi Ueda |
| author_facet | Tohru Shibata Satoshi Shinkura Atsushi Ohnishi Kazuyoshi Ueda |
| author_sort | Tohru Shibata |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-12T19:28:23Z |
| format | Article |
| id | doaj.art-717f89d462294db69fdfe3e4f132fc45 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-12T19:28:23Z |
| publishDate | 2016-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-717f89d462294db69fdfe3e4f132fc452022-12-22T03:19:24ZengMDPI AGMolecules1420-30492016-12-012213810.3390/molecules22010038molecules22010038Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral RecognitionTohru Shibata0Satoshi Shinkura1Atsushi Ohnishi2Kazuyoshi Ueda3Daicel Corporation, Life Science Development Center, Himeji 671-1283, JapanDaicel Corporation, Life Science Development Center, Himeji 671-1283, JapanDaicel Corporation, Life Science Development Center, Himeji 671-1283, JapanGraduate School of Engineering, Yokohama National University, Yokohama 240-8501, JapanChromatographic 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.http://www.mdpi.com/1420-3049/22/1/38chiral stationary phasecelluloseamyloseposition isomerachiralchromatographysimulation |
| spellingShingle | Tohru Shibata Satoshi Shinkura Atsushi Ohnishi Kazuyoshi Ueda Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition Molecules chiral stationary phase cellulose amylose position isomer achiral chromatography simulation |
| title | Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition |
| title_full | Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition |
| title_fullStr | Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition |
| title_full_unstemmed | Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition |
| title_short | Achiral Molecular Recognition of Aromatic Position Isomers by Polysaccharide-Based CSPs in Relation to Chiral Recognition |
| title_sort | achiral molecular recognition of aromatic position isomers by polysaccharide based csps in relation to chiral recognition |
| topic | chiral stationary phase cellulose amylose position isomer achiral chromatography simulation |
| url | http://www.mdpi.com/1420-3049/22/1/38 |
| work_keys_str_mv | AT tohrushibata achiralmolecularrecognitionofaromaticpositionisomersbypolysaccharidebasedcspsinrelationtochiralrecognition AT satoshishinkura achiralmolecularrecognitionofaromaticpositionisomersbypolysaccharidebasedcspsinrelationtochiralrecognition AT atsushiohnishi achiralmolecularrecognitionofaromaticpositionisomersbypolysaccharidebasedcspsinrelationtochiralrecognition AT kazuyoshiueda achiralmolecularrecognitionofaromaticpositionisomersbypolysaccharidebasedcspsinrelationtochiralrecognition |