Immobilized and free cells of geotrichum candidum for asymmetric reduction of ketones: Stability and recyclability
Main Author: | |
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Publication Date: | 2018 |
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Format: | Article |
Language: | eng |
Source: | Repositório Institucional da UNESP |
Download full: | http://dx.doi.org/10.3390/molecules23092144 http://hdl.handle.net/11449/171397 |
Summary: | 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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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 |
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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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1834482486032203776 |