A comparative study on asymmetric reduction of ketones using the growing and resting cells of marine-derived fungi
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , , |
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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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 |
|
_version_ |
1808129042083217408 |