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Helical springs as a color indicator for determining chirality and enantiomeric excess
Chirality plays a key role in the physiological system, because molecular functionalities may drastically alter due to a change in chirality. We report herein a unique color indicator with a static helicity memory, which exhibits visible color changes in response to the chirality of chiral amines. A...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Association for the Advancement of Science
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8245042/ https://www.ncbi.nlm.nih.gov/pubmed/34193429 http://dx.doi.org/10.1126/sciadv.abg5381 |
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author | Maeda, Katsuhiro Hirose, Daisuke Nozaki, Mai Shimizu, Yoichi Mori, Taro Yamanaka, Kentaro Ogino, Koji Nishimura, Tatsuya Taniguchi, Tsuyoshi Moro, Munetsugu Yashima, Eiji |
author_facet | Maeda, Katsuhiro Hirose, Daisuke Nozaki, Mai Shimizu, Yoichi Mori, Taro Yamanaka, Kentaro Ogino, Koji Nishimura, Tatsuya Taniguchi, Tsuyoshi Moro, Munetsugu Yashima, Eiji |
author_sort | Maeda, Katsuhiro |
collection | PubMed |
description | Chirality plays a key role in the physiological system, because molecular functionalities may drastically alter due to a change in chirality. We report herein a unique color indicator with a static helicity memory, which exhibits visible color changes in response to the chirality of chiral amines. A difference of less than 2% in the enantiomeric excess (ee) values causes a change in the absorption that is visible to the naked eyes. This was further quantified by digital photography by converting to RGB values. This system relies on the change in the tunable helical pitch of the π-conjugated polymer backbone in specific solvents and allows rapid on-site monitoring of chirality of nonracemic amines, including drugs, and the simultaneous quantitative determination of their ee values. |
format | Online Article Text |
id | pubmed-8245042 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Association for the Advancement of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-82450422021-07-13 Helical springs as a color indicator for determining chirality and enantiomeric excess Maeda, Katsuhiro Hirose, Daisuke Nozaki, Mai Shimizu, Yoichi Mori, Taro Yamanaka, Kentaro Ogino, Koji Nishimura, Tatsuya Taniguchi, Tsuyoshi Moro, Munetsugu Yashima, Eiji Sci Adv Research Articles Chirality plays a key role in the physiological system, because molecular functionalities may drastically alter due to a change in chirality. We report herein a unique color indicator with a static helicity memory, which exhibits visible color changes in response to the chirality of chiral amines. A difference of less than 2% in the enantiomeric excess (ee) values causes a change in the absorption that is visible to the naked eyes. This was further quantified by digital photography by converting to RGB values. This system relies on the change in the tunable helical pitch of the π-conjugated polymer backbone in specific solvents and allows rapid on-site monitoring of chirality of nonracemic amines, including drugs, and the simultaneous quantitative determination of their ee values. American Association for the Advancement of Science 2021-06-30 /pmc/articles/PMC8245042/ /pubmed/34193429 http://dx.doi.org/10.1126/sciadv.abg5381 Text en Copyright © 2021 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution License 4.0 (CC BY). https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution license (https://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Maeda, Katsuhiro Hirose, Daisuke Nozaki, Mai Shimizu, Yoichi Mori, Taro Yamanaka, Kentaro Ogino, Koji Nishimura, Tatsuya Taniguchi, Tsuyoshi Moro, Munetsugu Yashima, Eiji Helical springs as a color indicator for determining chirality and enantiomeric excess |
title | Helical springs as a color indicator for determining chirality and enantiomeric excess |
title_full | Helical springs as a color indicator for determining chirality and enantiomeric excess |
title_fullStr | Helical springs as a color indicator for determining chirality and enantiomeric excess |
title_full_unstemmed | Helical springs as a color indicator for determining chirality and enantiomeric excess |
title_short | Helical springs as a color indicator for determining chirality and enantiomeric excess |
title_sort | helical springs as a color indicator for determining chirality and enantiomeric excess |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8245042/ https://www.ncbi.nlm.nih.gov/pubmed/34193429 http://dx.doi.org/10.1126/sciadv.abg5381 |
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