A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi

Detalhes bibliográficos
Autor(a) principal: Liu, Hui
Data de Publicação: 2018
Outros Autores: Chen, Bi-Shuang, Ribeiro de Souza, Fayene Zeferino [UNESP], Liu, Lan
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/md16020062
http://hdl.handle.net/11449/170689
Resumo: Whole-cell biocatalysts offer a highly enantioselective, minimally polluting route to optically active alcohols. Currently, most of the whole-cell catalytic performance involves resting cells rather than growing cell biotransformation, which is one-step process that benefits from the simultaneous growth and biotransformation, eliminating the need for catalysts preparation. In this paper, asymmetric reduction of 14 aromatic ketones to the corresponding enantiomerically pure alcohols was successfully conducted using the growing and resting cells of marine-derived fungi under optimized conditions. Good yields and excellent enantioselectivities were achieved with both methods. Although substrate inhibition might be a limiting factor for growing cell biotransformation, the selected strain can still completely convert 10-mM substrates into the desired products. The resting cell biotransformation showed a capacity to be recycled nine times without a significant decrease in the activity. This is the first study to perform asymmetric reduction of ketones by one-step growing cell biotransformation.
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spelling A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungiAsymmetric reductionChiral alcoholsGrowing cellsMarine fungiResting cellsWhole-cell biocatalysts offer a highly enantioselective, minimally polluting route to optically active alcohols. Currently, most of the whole-cell catalytic performance involves resting cells rather than growing cell biotransformation, which is one-step process that benefits from the simultaneous growth and biotransformation, eliminating the need for catalysts preparation. In this paper, asymmetric reduction of 14 aromatic ketones to the corresponding enantiomerically pure alcohols was successfully conducted using the growing and resting cells of marine-derived fungi under optimized conditions. Good yields and excellent enantioselectivities were achieved with both methods. Although substrate inhibition might be a limiting factor for growing cell biotransformation, the selected strain can still completely convert 10-mM substrates into the desired products. The resting cell biotransformation showed a capacity to be recycled nine times without a significant decrease in the activity. This is the first study to perform asymmetric reduction of ketones by one-step growing cell biotransformation.Sun Yat-sen UniversityCommonwealth FundNatural Science Foundation of Guangdong ProvinceNational Natural Science Foundation of ChinaConsiliul National pentru Dezvoltare si InovareSchool of Marine Sciences Sun Yat-Sen UniversityGuangdong Provincial Key Laboratory of Marine Resources and Coastal EngineeringSouth China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center Sun Yat-Sen UniversityDepartamento de Química Faculdade de Ciências UNESPDepartamento de Química Faculdade de Ciências UNESPSun Yat-sen University: 17lgpy58Commonwealth Fund: 201305017Natural Science Foundation of Guangdong Province: 2017A030310232National Natural Science Foundation of China: 41706148Consiliul National pentru Dezvoltare si Inovare: GD2012-D01-001Sun Yat-Sen UniversityGuangdong Provincial Key Laboratory of Marine Resources and Coastal EngineeringUniversidade Estadual Paulista (Unesp)Liu, HuiChen, Bi-ShuangRibeiro de Souza, Fayene Zeferino [UNESP]Liu, Lan2018-12-11T16:52:00Z2018-12-11T16:52:00Z2018-02-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.3390/md16020062Marine Drugs, v. 16, n. 2, 2018.1660-3397http://hdl.handle.net/11449/17068910.3390/md160200622-s2.0-850423746172-s2.0-85042374617.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMarine Drugs0,978info:eu-repo/semantics/openAccess2023-12-01T06:18:56Zoai:repositorio.unesp.br:11449/170689Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T19:14:57.523549Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
title A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
spellingShingle A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
Liu, Hui
Asymmetric reduction
Chiral alcohols
Growing cells
Marine fungi
Resting cells
title_short A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
title_full A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
title_fullStr A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
title_full_unstemmed A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
title_sort A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
author Liu, Hui
author_facet Liu, Hui
Chen, Bi-Shuang
Ribeiro de Souza, Fayene Zeferino [UNESP]
Liu, Lan
author_role author
author2 Chen, Bi-Shuang
Ribeiro de Souza, Fayene Zeferino [UNESP]
Liu, Lan
author2_role author
author
author
dc.contributor.none.fl_str_mv Sun Yat-Sen University
Guangdong Provincial Key Laboratory of Marine Resources and Coastal Engineering
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Liu, Hui
Chen, Bi-Shuang
Ribeiro de Souza, Fayene Zeferino [UNESP]
Liu, Lan
dc.subject.por.fl_str_mv Asymmetric reduction
Chiral alcohols
Growing cells
Marine fungi
Resting cells
topic Asymmetric reduction
Chiral alcohols
Growing cells
Marine fungi
Resting cells
description Whole-cell biocatalysts offer a highly enantioselective, minimally polluting route to optically active alcohols. Currently, most of the whole-cell catalytic performance involves resting cells rather than growing cell biotransformation, which is one-step process that benefits from the simultaneous growth and biotransformation, eliminating the need for catalysts preparation. In this paper, asymmetric reduction of 14 aromatic ketones to the corresponding enantiomerically pure alcohols was successfully conducted using the growing and resting cells of marine-derived fungi under optimized conditions. Good yields and excellent enantioselectivities were achieved with both methods. Although substrate inhibition might be a limiting factor for growing cell biotransformation, the selected strain can still completely convert 10-mM substrates into the desired products. The resting cell biotransformation showed a capacity to be recycled nine times without a significant decrease in the activity. This is the first study to perform asymmetric reduction of ketones by one-step growing cell biotransformation.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T16:52:00Z
2018-12-11T16:52:00Z
2018-02-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.3390/md16020062
Marine Drugs, v. 16, n. 2, 2018.
1660-3397
http://hdl.handle.net/11449/170689
10.3390/md16020062
2-s2.0-85042374617
2-s2.0-85042374617.pdf
url http://dx.doi.org/10.3390/md16020062
http://hdl.handle.net/11449/170689
identifier_str_mv Marine Drugs, v. 16, n. 2, 2018.
1660-3397
10.3390/md16020062
2-s2.0-85042374617
2-s2.0-85042374617.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Marine Drugs
0,978
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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