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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...

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Autores principales: Yu, Hai-Rong, Lei, Li, Wang, Yan-Lin, Wang, Xi, Liang, Ting, Cheng, Chang-Jing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
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.
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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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