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Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates

To date, various immobilized chiral stationary phases (CSPs) have been developed. The immobilized CSPs have opened up possibilities not only maintaining the high chiral recognition abilities as well as corresponding coated ones but also affording high durability to various mobile phase. This report...

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Autores principales: Onishi, Takafumi, Ueda, Takunori, Yoshida, Kenichi, Uosaki, Kosuke, Ando, Hiroyuki, Hamasaki, Ryota, Ohnishi, Atsushi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9321961/
https://www.ncbi.nlm.nih.gov/pubmed/35413148
http://dx.doi.org/10.1002/chir.23446
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author Onishi, Takafumi
Ueda, Takunori
Yoshida, Kenichi
Uosaki, Kosuke
Ando, Hiroyuki
Hamasaki, Ryota
Ohnishi, Atsushi
author_facet Onishi, Takafumi
Ueda, Takunori
Yoshida, Kenichi
Uosaki, Kosuke
Ando, Hiroyuki
Hamasaki, Ryota
Ohnishi, Atsushi
author_sort Onishi, Takafumi
collection PubMed
description To date, various immobilized chiral stationary phases (CSPs) have been developed. The immobilized CSPs have opened up possibilities not only maintaining the high chiral recognition abilities as well as corresponding coated ones but also affording high durability to various mobile phase. This report directed to investigate enantioseparation of recently launched four immobilized CSPs with cellulose and amylose backbones under normal phase liquid chromatography conditions. Their chiral recognition abilities were compared with previously developed six immobilized CSPs. Particularly, we focused on the complementarity for chiral recognitions. Among them, amylose tris(3‐chloro‐5‐methylphenylcarbamate) CSP, namely, CHIRALPAK IG, showed notable chiral recognition abilities to various racemates. As expected, the investigated immobilized CSPs represented remarkable durability to wide range of mobile phases, whereas the corresponding coated CSPs could not be run due to the irreversible degradation. Taking advantage of unrestricted solvent compatibility, chiral separation selectivities were improved for some racemates.
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spelling pubmed-93219612022-07-30 Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates Onishi, Takafumi Ueda, Takunori Yoshida, Kenichi Uosaki, Kosuke Ando, Hiroyuki Hamasaki, Ryota Ohnishi, Atsushi Chirality Special Issue: A Special Issue to Celebrate the 80th Birthday of Professor Yoshio Okamoto To date, various immobilized chiral stationary phases (CSPs) have been developed. The immobilized CSPs have opened up possibilities not only maintaining the high chiral recognition abilities as well as corresponding coated ones but also affording high durability to various mobile phase. This report directed to investigate enantioseparation of recently launched four immobilized CSPs with cellulose and amylose backbones under normal phase liquid chromatography conditions. Their chiral recognition abilities were compared with previously developed six immobilized CSPs. Particularly, we focused on the complementarity for chiral recognitions. Among them, amylose tris(3‐chloro‐5‐methylphenylcarbamate) CSP, namely, CHIRALPAK IG, showed notable chiral recognition abilities to various racemates. As expected, the investigated immobilized CSPs represented remarkable durability to wide range of mobile phases, whereas the corresponding coated CSPs could not be run due to the irreversible degradation. Taking advantage of unrestricted solvent compatibility, chiral separation selectivities were improved for some racemates. John Wiley and Sons Inc. 2022-04-12 2022-07 /pmc/articles/PMC9321961/ /pubmed/35413148 http://dx.doi.org/10.1002/chir.23446 Text en © 2022 Daicel Corporation. Chirality published by Wiley Periodicals LLC. https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Special Issue: A Special Issue to Celebrate the 80th Birthday of Professor Yoshio Okamoto
Onishi, Takafumi
Ueda, Takunori
Yoshida, Kenichi
Uosaki, Kosuke
Ando, Hiroyuki
Hamasaki, Ryota
Ohnishi, Atsushi
Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title_full Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title_fullStr Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title_full_unstemmed Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title_short Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
title_sort characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates
topic Special Issue: A Special Issue to Celebrate the 80th Birthday of Professor Yoshio Okamoto
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9321961/
https://www.ncbi.nlm.nih.gov/pubmed/35413148
http://dx.doi.org/10.1002/chir.23446
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