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Investigation of Temperature Cycling with Coupled Vessels for Efficient Deracemization of NMPA
[Image: see text] Chiral compounds can exist as pairs of nonsuperimposable stereoisomers (enantiomers) possessing the same physical properties but interacting differently with biological systems. This makes them interesting materials to be explored by the pharmaceutical and food industries. In this...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10402294/ https://www.ncbi.nlm.nih.gov/pubmed/37547885 http://dx.doi.org/10.1021/acs.cgd.2c01138 |
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author | Rehman, Ghufran ur Vetter, Thomas Martin, Philip A. |
author_facet | Rehman, Ghufran ur Vetter, Thomas Martin, Philip A. |
author_sort | Rehman, Ghufran ur |
collection | PubMed |
description | [Image: see text] Chiral compounds can exist as pairs of nonsuperimposable stereoisomers (enantiomers) possessing the same physical properties but interacting differently with biological systems. This makes them interesting materials to be explored by the pharmaceutical and food industries. In this study, to obtain pure enantiomers from their conglomerates, a method that involves using a two-vessel system for deracemization of N-(2-methylbenzylidene) phenylglycine amide (NMPA) was developed. In this method, a suspension was transferred with a pulsating pumping profile between two inter-connected stirred vessels that were set at constant temperatures. As the suspension was exposed to more rapid changes in temperature, it resulted in the speeding up of the process and thus enhancing productivity in comparison to a single vessel system. The results confirmed successful deracemization of NMPA. A modified pumping profile and tubing design eliminated the issue of clogging of the transfer tubes and ensured effective suspension transfer for longer durations. Operating parameters, such as initial enantiomeric excess, vessel residence time, and suspension density were also investigated. In this method, optimization of residence time was necessary to enhance the efficiency of the process further. Results confirmed that this methodology has the potential to be more adaptable and scalable as it involved no mechanical attrition. |
format | Online Article Text |
id | pubmed-10402294 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-104022942023-08-05 Investigation of Temperature Cycling with Coupled Vessels for Efficient Deracemization of NMPA Rehman, Ghufran ur Vetter, Thomas Martin, Philip A. Cryst Growth Des [Image: see text] Chiral compounds can exist as pairs of nonsuperimposable stereoisomers (enantiomers) possessing the same physical properties but interacting differently with biological systems. This makes them interesting materials to be explored by the pharmaceutical and food industries. In this study, to obtain pure enantiomers from their conglomerates, a method that involves using a two-vessel system for deracemization of N-(2-methylbenzylidene) phenylglycine amide (NMPA) was developed. In this method, a suspension was transferred with a pulsating pumping profile between two inter-connected stirred vessels that were set at constant temperatures. As the suspension was exposed to more rapid changes in temperature, it resulted in the speeding up of the process and thus enhancing productivity in comparison to a single vessel system. The results confirmed successful deracemization of NMPA. A modified pumping profile and tubing design eliminated the issue of clogging of the transfer tubes and ensured effective suspension transfer for longer durations. Operating parameters, such as initial enantiomeric excess, vessel residence time, and suspension density were also investigated. In this method, optimization of residence time was necessary to enhance the efficiency of the process further. Results confirmed that this methodology has the potential to be more adaptable and scalable as it involved no mechanical attrition. American Chemical Society 2023-07-10 /pmc/articles/PMC10402294/ /pubmed/37547885 http://dx.doi.org/10.1021/acs.cgd.2c01138 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Rehman, Ghufran ur Vetter, Thomas Martin, Philip A. Investigation of Temperature Cycling with Coupled Vessels for Efficient Deracemization of NMPA |
title | Investigation of
Temperature Cycling with Coupled
Vessels for Efficient Deracemization of NMPA |
title_full | Investigation of
Temperature Cycling with Coupled
Vessels for Efficient Deracemization of NMPA |
title_fullStr | Investigation of
Temperature Cycling with Coupled
Vessels for Efficient Deracemization of NMPA |
title_full_unstemmed | Investigation of
Temperature Cycling with Coupled
Vessels for Efficient Deracemization of NMPA |
title_short | Investigation of
Temperature Cycling with Coupled
Vessels for Efficient Deracemization of NMPA |
title_sort | investigation of
temperature cycling with coupled
vessels for efficient deracemization of nmpa |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10402294/ https://www.ncbi.nlm.nih.gov/pubmed/37547885 http://dx.doi.org/10.1021/acs.cgd.2c01138 |
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