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Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer

[Image: see text] Lupanine is an alkaloid used in the pharma industry as a building block or precursor in the synthesis of sparteine and also explored for drug synthesis in the pharma industry as a chiral selector. This alkaloid is found in lupin bean processing wastewaters originated from the debit...

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Autores principales: Esteves, Teresa, Ferreira, Flávio A., Mota, Ana Teresa, Sánchez-González, Ángel, Gil, Adrià, Andrade, Késsia H. S., Afonso, Carlos A. M., Ferreira, Frederico Castelo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9773177/
https://www.ncbi.nlm.nih.gov/pubmed/35420019
http://dx.doi.org/10.1021/acsami.2c02053
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author Esteves, Teresa
Ferreira, Flávio A.
Mota, Ana Teresa
Sánchez-González, Ángel
Gil, Adrià
Andrade, Késsia H. S.
Afonso, Carlos A. M.
Ferreira, Frederico Castelo
author_facet Esteves, Teresa
Ferreira, Flávio A.
Mota, Ana Teresa
Sánchez-González, Ángel
Gil, Adrià
Andrade, Késsia H. S.
Afonso, Carlos A. M.
Ferreira, Frederico Castelo
author_sort Esteves, Teresa
collection PubMed
description [Image: see text] Lupanine is an alkaloid used in the pharma industry as a building block or precursor in the synthesis of sparteine and also explored for drug synthesis in the pharma industry as a chiral selector. This alkaloid is found in lupin bean processing wastewaters originated from the debittering process to make these beans edible. In this work, a computational chemistry approach was taken to design molecularly imprinted polymers (MIPs) selecting itaconic acid, a biobased building block, as a functional monomer that can provide higher affinities for lupanine. MIP-1 was prepared using lupanine as the template, itaconic acid as a functional monomer, and ethylene glycol dimethacrylate as a cross-linker by bulk polymerization. Lupanine was concentrated from lupin bean wastewater by nanofiltration, extracted with ethyl acetate, and purified using the synthesized MIP. MIP-1 was able to selectively recognize lupanine and improve the purity of lupanine from 78 to 88%, with 82% recovery of the alkaloid. These results show the potential application of this strategy to render the industrial process more sustainable.
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spelling pubmed-97731772022-12-23 Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer Esteves, Teresa Ferreira, Flávio A. Mota, Ana Teresa Sánchez-González, Ángel Gil, Adrià Andrade, Késsia H. S. Afonso, Carlos A. M. Ferreira, Frederico Castelo ACS Appl Mater Interfaces [Image: see text] Lupanine is an alkaloid used in the pharma industry as a building block or precursor in the synthesis of sparteine and also explored for drug synthesis in the pharma industry as a chiral selector. This alkaloid is found in lupin bean processing wastewaters originated from the debittering process to make these beans edible. In this work, a computational chemistry approach was taken to design molecularly imprinted polymers (MIPs) selecting itaconic acid, a biobased building block, as a functional monomer that can provide higher affinities for lupanine. MIP-1 was prepared using lupanine as the template, itaconic acid as a functional monomer, and ethylene glycol dimethacrylate as a cross-linker by bulk polymerization. Lupanine was concentrated from lupin bean wastewater by nanofiltration, extracted with ethyl acetate, and purified using the synthesized MIP. MIP-1 was able to selectively recognize lupanine and improve the purity of lupanine from 78 to 88%, with 82% recovery of the alkaloid. These results show the potential application of this strategy to render the industrial process more sustainable. American Chemical Society 2022-04-14 2022-04-27 /pmc/articles/PMC9773177/ /pubmed/35420019 http://dx.doi.org/10.1021/acsami.2c02053 Text en © 2022 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 Esteves, Teresa
Ferreira, Flávio A.
Mota, Ana Teresa
Sánchez-González, Ángel
Gil, Adrià
Andrade, Késsia H. S.
Afonso, Carlos A. M.
Ferreira, Frederico Castelo
Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title_full Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title_fullStr Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title_full_unstemmed Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title_short Greener Strategy for Lupanine Purification from Lupin Bean Wastewaters Using a Molecularly Imprinted Polymer
title_sort greener strategy for lupanine purification from lupin bean wastewaters using a molecularly imprinted polymer
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9773177/
https://www.ncbi.nlm.nih.gov/pubmed/35420019
http://dx.doi.org/10.1021/acsami.2c02053
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