Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability

Detalhes bibliográficos
Autor(a) principal: Liu, Hui
Data de Publicação: 2018
Outros Autores: de Souza, Fayene Zeferino Ribeiro [UNESP], Liu, Lan, Chen, Bi-Shuang
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules23092144
http://hdl.handle.net/11449/171397
Resumo: Marine-derived fungus Geotrichum candidum AS 2.361 was previously reported by our group as an active strain for the enantioselective reduction of ketones. Although some other Geotrichum strains were also found from the terrestrial sources, information on their stability and reusability is scarce. Herein, the stabilities—in terms of pH tolerance, thermostability, and storage stability, and reusability—of G. candidum AS 2.361 were described for the asymmetric reduction of a series of aromatic ketones. Two differently immobilized cells (agar immobilization and calcium alginate immobilization) as well as free cells were prepared. For three substrates (1-(3-bromophenyl) ethan-1-one (1b), 1-(2-chlorophenyl) ethan-1-one (1d), and acetophenone (1g)) immobilized cells on agar showed a great improvement in the bioreduction activities compared to the free cells, increasing yields up to 97% with ee values of 99%. Cells immobilized on agar/calcium alginate could maintain more than 90% of the original activities within the assayed pH ranges of 3.5–11, while free cells were highly sensitive to alkaline and acidic conditions. Concerning thermostability, immobilized cells on agar kept 99% of their original activities after incubation at 60◦C for 1 h, while almost no activity was detected for the free cells under the same condition. Immobilized cells were stable at 4◦C for 80 days without any activity loss, while free cells started to decrease the activity after storage at 4◦C for six days. The immobilized cells retained almost 99% activity after four reuse cycles, while free cells lost almost all the activities at on the third cycle.
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spelling Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclabilityAsymmetric reductionFree cellsImmobilizationReusabilityStabilityMarine-derived fungus Geotrichum candidum AS 2.361 was previously reported by our group as an active strain for the enantioselective reduction of ketones. Although some other Geotrichum strains were also found from the terrestrial sources, information on their stability and reusability is scarce. Herein, the stabilities—in terms of pH tolerance, thermostability, and storage stability, and reusability—of G. candidum AS 2.361 were described for the asymmetric reduction of a series of aromatic ketones. Two differently immobilized cells (agar immobilization and calcium alginate immobilization) as well as free cells were prepared. For three substrates (1-(3-bromophenyl) ethan-1-one (1b), 1-(2-chlorophenyl) ethan-1-one (1d), and acetophenone (1g)) immobilized cells on agar showed a great improvement in the bioreduction activities compared to the free cells, increasing yields up to 97% with ee values of 99%. Cells immobilized on agar/calcium alginate could maintain more than 90% of the original activities within the assayed pH ranges of 3.5–11, while free cells were highly sensitive to alkaline and acidic conditions. Concerning thermostability, immobilized cells on agar kept 99% of their original activities after incubation at 60◦C for 1 h, while almost no activity was detected for the free cells under the same condition. Immobilized cells were stable at 4◦C for 80 days without any activity loss, while free cells started to decrease the activity after storage at 4◦C for six days. The immobilized cells retained almost 99% activity after four reuse cycles, while free cells lost almost all the activities at on the third cycle.Commonwealth FundGuangzhou Municipal Science and Technology ProjectNatural Science Foundation of Guangdong ProvinceMinistry of Science and Technology, IsraelNational Natural Science Foundation of ChinaSchool of Marine Sciences Sun Yat-Sen UniversitySouth 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 UNESPCommonwealth Fund: 201305017Natural Science Foundation of Guangdong Province: 2017A030310232Ministry of Science and Technology, Israel: 2018ZX09735010National Natural Science Foundation of China: 41706148Commonwealth Fund: GD2012-D01-001Sun Yat-Sen UniversityUniversidade Estadual Paulista (Unesp)Liu, Huide Souza, Fayene Zeferino Ribeiro [UNESP]Liu, LanChen, Bi-Shuang2018-12-11T16:55:10Z2018-12-11T16:55:10Z2018-08-27info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.3390/molecules23092144Molecules, v. 23, n. 9, 2018.1420-3049http://hdl.handle.net/11449/17139710.3390/molecules230921442-s2.0-850526657592-s2.0-85052665759.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules0,855info:eu-repo/semantics/openAccess2025-04-11T20:55:41Zoai:repositorio.unesp.br:11449/171397Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestrepositoriounesp@unesp.bropendoar:29462025-04-11T20:55:41Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
title Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
spellingShingle Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
Liu, Hui
Asymmetric reduction
Free cells
Immobilization
Reusability
Stability
title_short Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
title_full Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
title_fullStr Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
title_full_unstemmed Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
title_sort Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
author Liu, Hui
author_facet Liu, Hui
de Souza, Fayene Zeferino Ribeiro [UNESP]
Liu, Lan
Chen, Bi-Shuang
author_role author
author2 de Souza, Fayene Zeferino Ribeiro [UNESP]
Liu, Lan
Chen, Bi-Shuang
author2_role author
author
author
dc.contributor.none.fl_str_mv Sun Yat-Sen University
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Liu, Hui
de Souza, Fayene Zeferino Ribeiro [UNESP]
Liu, Lan
Chen, Bi-Shuang
dc.subject.por.fl_str_mv Asymmetric reduction
Free cells
Immobilization
Reusability
Stability
topic Asymmetric reduction
Free cells
Immobilization
Reusability
Stability
description Marine-derived fungus Geotrichum candidum AS 2.361 was previously reported by our group as an active strain for the enantioselective reduction of ketones. Although some other Geotrichum strains were also found from the terrestrial sources, information on their stability and reusability is scarce. Herein, the stabilities—in terms of pH tolerance, thermostability, and storage stability, and reusability—of G. candidum AS 2.361 were described for the asymmetric reduction of a series of aromatic ketones. Two differently immobilized cells (agar immobilization and calcium alginate immobilization) as well as free cells were prepared. For three substrates (1-(3-bromophenyl) ethan-1-one (1b), 1-(2-chlorophenyl) ethan-1-one (1d), and acetophenone (1g)) immobilized cells on agar showed a great improvement in the bioreduction activities compared to the free cells, increasing yields up to 97% with ee values of 99%. Cells immobilized on agar/calcium alginate could maintain more than 90% of the original activities within the assayed pH ranges of 3.5–11, while free cells were highly sensitive to alkaline and acidic conditions. Concerning thermostability, immobilized cells on agar kept 99% of their original activities after incubation at 60◦C for 1 h, while almost no activity was detected for the free cells under the same condition. Immobilized cells were stable at 4◦C for 80 days without any activity loss, while free cells started to decrease the activity after storage at 4◦C for six days. The immobilized cells retained almost 99% activity after four reuse cycles, while free cells lost almost all the activities at on the third cycle.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T16:55:10Z
2018-12-11T16:55:10Z
2018-08-27
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/molecules23092144
Molecules, v. 23, n. 9, 2018.
1420-3049
http://hdl.handle.net/11449/171397
10.3390/molecules23092144
2-s2.0-85052665759
2-s2.0-85052665759.pdf
url http://dx.doi.org/10.3390/molecules23092144
http://hdl.handle.net/11449/171397
identifier_str_mv Molecules, v. 23, n. 9, 2018.
1420-3049
10.3390/molecules23092144
2-s2.0-85052665759
2-s2.0-85052665759.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
0,855
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 repositoriounesp@unesp.br
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