Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/175056
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Campo DC | Valor | Lengua/Idioma |
---|---|---|
dc.contributor.author | Serrano, Ana | es_ES |
dc.contributor.author | Sancho, Ferrán | es_ES |
dc.contributor.author | Viña-González, Javier | es_ES |
dc.contributor.author | Carro, Juan | es_ES |
dc.contributor.author | Alcalde Galeote, Miguel | es_ES |
dc.contributor.author | Guallar, Victor | es_ES |
dc.contributor.author | Martínez, Ángel T. | es_ES |
dc.date.accessioned | 2019-01-31T13:52:05Z | - |
dc.date.available | 2019-01-31T13:52:05Z | - |
dc.date.issued | 2019-01-22 | - |
dc.identifier.citation | Catalysis Science & Technology 9(3): 833-841 (2019) | es_ES |
dc.identifier.issn | 2044-4753 | - |
dc.identifier.uri | http://hdl.handle.net/10261/175056 | - |
dc.description | 9 p.-8 fig.-4 tab. | es_ES |
dc.description.abstract | Oxidation of primary alcohols by aryl-alcohol oxidase (AAO), a flavoenzyme that provides H2O2 to fungal peroxidases for lignin degradation in nature, is achieved by concerted hydroxyl proton transfer and stereoselective hydride abstraction from the pro-R benzylic position. In racemic secondary alcohols, the R-hydrogen abstraction would result in the selective oxidation of the S-enantiomer to the corresponding ketone. This stereoselectivity of AAO may be exploited for enzymatic deracemization of chiral mixtures and isolation of R-enantiomers of industrial interest by switching the enzyme activity from primary to secondary alcohols. A combination of computational simulations and mutagenesis has been used to produce AAO variants with increased activity on secondary alcohols, using the already available F501A variant of Pleurotus eryngii AAO as a starting point. Adaptive-PELE simulations for the diffusion of (S)-1-(p-methoxyphenyl)-ethanol in this variant allowed Ile500 to be identified as one of the key residues with a higher number of contacts with the substrate during its transition from the solvent to the active site. Substitution of Ile500 produced more efficient variants for the oxidation of several secondary alcohols, and the I500M/F501W double variant was able to fully oxidize (after 75 min) with high selectivity (ee >99%) the S-enantiomer of the model secondary aryl-alcohol (±)-1-(p-methoxyphenyl)-ethanol, while the R-enantiomer remained unreacted. | es_ES |
dc.description.sponsorship | This work was supported by the INDOX ( KBBE-2013-7-613549) EU project and by the BIO2017-86559-R (GenoBioref), CTQ2016-79138-R and BIO2016-79106-R projects of the Spanish Ministry of Economy, Industry and Competitiveness, cofinanced by FEDER funds. | es_ES |
dc.description.sponsorship | We acknowledge support of the publication fee by the CSIC Open Access Support Initiative through its Unit of Information Resources for Research (URICI | - |
dc.language.iso | eng | es_ES |
dc.publisher | Royal Society of Chemistry (UK) | es_ES |
dc.relation | info:eu-repo/grantAgreement/EC/FP7/613549 | es_ES |
dc.relation | MICIU/ICTI2017-2020/BIO2017-86559-R | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-79138-R | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/BIO2016-79106-R | es_ES |
dc.relation.isversionof | Publisher's version | es_ES |
dc.rights | openAccess | es_ES |
dc.title | Switching the substrate preference of fungal arylalcohol oxidase: towards stereoselective oxidation of secondary benzyl alcohols | es_ES |
dc.type | artículo | es_ES |
dc.identifier.doi | 10.1039/C8CY02447b | - |
dc.description.peerreviewed | Peer reviewed | es_ES |
dc.relation.publisherversion | https://doi.org/10.1039/C8CY02447b | es_ES |
dc.identifier.e-issn | 2044-4761 | - |
dc.rights.license | https://creativecommons.org/licenses/by-nc/3.0/ | es_ES |
dc.contributor.funder | Ministerio de Economía, Industria y Competitividad (España) | es_ES |
dc.contributor.funder | European Commission | es_ES |
dc.contributor.funder | Consejo Superior de Investigaciones Científicas (España) | - |
dc.contributor.funder | Ministerio de Economía y Competitividad (España) | - |
dc.relation.csic | Sí | es_ES |
oprm.item.hasRevision | no ko 0 false | * |
dc.identifier.funder | http://dx.doi.org/10.13039/501100000780 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100010198 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100003339 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100003329 | es_ES |
dc.contributor.orcid | Carro, Juan [0000-0002-7556-9782] | es_ES |
dc.contributor.orcid | Alcalde Galeote, Miguel [0000-0001-6780-7616] | es_ES |
dc.contributor.orcid | Guallar, Victor [0000-0002-4580-1114] | es_ES |
dc.contributor.orcid | Martínez, Ángel T. [0000-0002-1584-2863] | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.languageiso639-1 | en | - |
item.fulltext | With Fulltext | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.cerifentitytype | Publications | - |
item.grantfulltext | open | - |
item.openairetype | artículo | - |
Aparece en las colecciones: | (CIB) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
---|---|---|---|---|
CST 2019.pdf | Artículo principal | 5,67 MB | Adobe PDF | Visualizar/Abrir |
CORE Recommender
WEB OF SCIENCETM
Citations
15
checked on 27-feb-2024
Page view(s)
259
checked on 23-abr-2024
Download(s)
247
checked on 23-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
Este item está licenciado bajo una Licencia Creative Commons