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A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol
We herein report a novel chiral magnetic molybdenum disulfide nanocomposite (MMoS(2)/PNG-CD) with a high enantioselectivity and excellent thermosensitivity and magnetism. The prepared MMoS(2)/PNG-CD shows temperature-dependent chiral discrimination and enantioselectivity toward a chiral drug RS-prop...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9910328/ https://www.ncbi.nlm.nih.gov/pubmed/36777935 http://dx.doi.org/10.1039/d2ra04866c |
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author | Yu, Hai-Rong Lei, Li Wang, Yan-Lin Wang, Xi Liang, Ting Cheng, Chang-Jing |
author_facet | Yu, Hai-Rong Lei, Li Wang, Yan-Lin Wang, Xi Liang, Ting Cheng, Chang-Jing |
author_sort | Yu, Hai-Rong |
collection | PubMed |
description | We herein report a novel chiral magnetic molybdenum disulfide nanocomposite (MMoS(2)/PNG-CD) with a high enantioselectivity and excellent thermosensitivity and magnetism. The prepared MMoS(2)/PNG-CD shows temperature-dependent chiral discrimination and enantioselectivity toward a chiral drug RS-propranolol (RS-PPL), which is based on the molecular recognition ability of beta-cyclodextrin (β-CD) and the thermosensitivity of poly(N-isopropylacrylamide) (PNIPAM). The synthesized MMoS(2)/PNG2-CD by using a monomer molar ratio of GMA to NIPAM of 2 : 1 demonstrates a high selectivity toward R-PPL over S-PPL due to the synergistic effect of the PNIPAM moieties and β-CD hosts. The thermo-induced volume phase transition (VPT) of the introduced PNIPAM moieties significantly affects the inclusion constants of the β-CD/R-PPL complex, and thus the loading and desorption of R-PPL on the MMoS(2)/PNG2-CD. The enantioselectivity at temperatures below the lower critical solution temperature (LCST) of the PNG-β-CD grafting chains is much higher than that at temperatures above the LCST. As a result, the regeneration of the MMoS(2)/PNG2-CD is easily achieved via simply changing the operating temperature. Moreover, the regenerated MMoS(2)/PNG2-CD can be readily recovered from the RS-PPL solution under an external magnetic field for reuse. Such a multifunctional molybdenum disulfide nanocomposite with a high enantioselectivity and excellent thermosensitivity and regenerability is promising to serve as a high-performance nanoselector for direct resolution of various β-blocker drugs. |
format | Online Article Text |
id | pubmed-9910328 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-99103282023-02-10 A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol Yu, Hai-Rong Lei, Li Wang, Yan-Lin Wang, Xi Liang, Ting Cheng, Chang-Jing RSC Adv Chemistry We herein report a novel chiral magnetic molybdenum disulfide nanocomposite (MMoS(2)/PNG-CD) with a high enantioselectivity and excellent thermosensitivity and magnetism. The prepared MMoS(2)/PNG-CD shows temperature-dependent chiral discrimination and enantioselectivity toward a chiral drug RS-propranolol (RS-PPL), which is based on the molecular recognition ability of beta-cyclodextrin (β-CD) and the thermosensitivity of poly(N-isopropylacrylamide) (PNIPAM). The synthesized MMoS(2)/PNG2-CD by using a monomer molar ratio of GMA to NIPAM of 2 : 1 demonstrates a high selectivity toward R-PPL over S-PPL due to the synergistic effect of the PNIPAM moieties and β-CD hosts. The thermo-induced volume phase transition (VPT) of the introduced PNIPAM moieties significantly affects the inclusion constants of the β-CD/R-PPL complex, and thus the loading and desorption of R-PPL on the MMoS(2)/PNG2-CD. The enantioselectivity at temperatures below the lower critical solution temperature (LCST) of the PNG-β-CD grafting chains is much higher than that at temperatures above the LCST. As a result, the regeneration of the MMoS(2)/PNG2-CD is easily achieved via simply changing the operating temperature. Moreover, the regenerated MMoS(2)/PNG2-CD can be readily recovered from the RS-PPL solution under an external magnetic field for reuse. Such a multifunctional molybdenum disulfide nanocomposite with a high enantioselectivity and excellent thermosensitivity and regenerability is promising to serve as a high-performance nanoselector for direct resolution of various β-blocker drugs. The Royal Society of Chemistry 2023-02-09 /pmc/articles/PMC9910328/ /pubmed/36777935 http://dx.doi.org/10.1039/d2ra04866c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Yu, Hai-Rong Lei, Li Wang, Yan-Lin Wang, Xi Liang, Ting Cheng, Chang-Jing A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title | A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title_full | A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title_fullStr | A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title_full_unstemmed | A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title_short | A chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of RS-propranolol |
title_sort | chiral magnetic molybdenum disulfide nanocomposite for direct enantioseparation of rs-propranolol |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9910328/ https://www.ncbi.nlm.nih.gov/pubmed/36777935 http://dx.doi.org/10.1039/d2ra04866c |
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