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Cutinase activity in supercritical and organic media: water activity, solvation and acid–base effects

2005Journal article Open access
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dc.contributor.authorGarcía, Sílvia D.
dc.contributor.authorVidinha, Pedro
dc.contributor.authorArvana, Helena
dc.contributor.authorSilva, Marco D.R. Gomes da
dc.contributor.authorFerreira, Olga
dc.contributor.authorCabral, Joaquim M.S.
dc.contributor.authorMacedo, Eugénia A.
dc.contributor.authorHarper, Neil
dc.contributor.authorBarreiros, Susana F.
dc.date.accessioned2011-04-04T16:13:59Z
dc.date.available2011-04-04T16:13:59Z
dc.date.issued2005
dc.description.abstractWe performed a comparative study on the activity of Fusarium solani pisi cutinase immobilized on zeolites NaA and NaY, in n-hexane, acetonitrile, supercritical ethane (sc-ethane) and sc-CO2, at two different water activity (aW) values set by salt hydrate pairs in situ and at acid–base conditions fixed with solid-state buffers of aqueous pKa between 4.3 and 10.6. The reaction studied was the transesterification of vinyl butyrate by (R,S)-2-phenyl-1-propanol. The transesterification activity of cutinase was highest and similar in sc-ethane and in n-hexane,about one order of magnitude lower in acetonitrile and even lower in sc-CO2. Activity coefficients (γ) generated for the two substrates indicated that they were better solvated in acetonitrile and thus less available for binding at the active site than in the other three solvents. γ data also suggested higher reaction rates in sc-ethane than in n-hexane, as observed, and provided evidence for a direct negative effect of sc-CO2 on enzyme activity. Manipulation of the acid–base conditions of the media did not afford any improvement of the initial rates of transesterification relative to the blanks (no added acid–base buffer, only salt hydrate pair), except in the case of cutinase immobilized on zeolite NaA in sc-ethane at aW = 0.7. The poor performance of the blank in this case and the great improvement observed in the presence of a basic buffer suggest a deleterious acidic effect in the medium which, an experiment without additives confirmed, was not due to the known acidic character of the salt hydrate pair used to set aW = 0.7. In acetonitrile, increasing aW was accompanied by a decrease in initial rates of transesterification, unlike in the other solvents. There was considerable hydrolysis in acetonitrile, where initial rates of hydrolysis increased about 20-fold from aW = 0.2 to 0.7. Hydrolysis was less pronounced in sc-ethane and in n-hexane, and only at aW = 0.7, and in sc-CO2 butyric acid was detected only at very long reaction times, in agreement with a generally low catalytic activity. Cutinase enantio-selectivity towards the alcohol substrate was low and unaffected by any manipulation of medium conditions.por
dc.description.sponsorshipThis work has been supported by Fundação para a Ciência e Tecnologia (FCT, Portugal) through the contracts PRAXIS/PBIO/14314/1998 and POCTI/35429/QUI/2000 and the grant PRAXIS XXI/BD/21615/99 (S. Garcia), and by FEDER.We thank Ricardo Baptista for help in the production of cutinase.por
dc.identifier.citationGarcia, Sílvia; Vidinha, Pedro; Arvana, Helena; Gomes da Silva, Marco D.R.; Macedo, Eugénia A.; Harper, Neil; Barreiros, Susana (2005). Cutinase activity in supercritical and organic media: water activity, solvation and acid–base effects. Journal of Supercritical Fluids. ISSN 0896-8446. p.62-65por
dc.identifier.doi10.1016/j.supflu.2004.10.011
dc.identifier.eissn1872-8162
dc.identifier.issn0896-8446
dc.identifier.urihttp://hdl.handle.net/10198/3944
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherElsevierpor
dc.relationStructure-function relationships of serine hydrolases in non-conventional media
dc.relationPhase-behavior and microscopic characterisation of micro/macro-emulsions in CO2. New strategies for polymerisation and enzymatic catalysis.
dc.relationPROCESSAMENTO DE PROTEÍNAS EM FLUIDOS SUPERCRÍTICOS
dc.relation.ispartofseries35;
dc.titleCutinase activity in supercritical and organic media: water activity, solvation and acid–base effectspor
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleStructure-function relationships of serine hydrolases in non-conventional media
oaire.awardTitlePhase-behavior and microscopic characterisation of micro/macro-emulsions in CO2. New strategies for polymerisation and enzymatic catalysis.
oaire.awardTitlePROCESSAMENTO DE PROTEÍNAS EM FLUIDOS SUPERCRÍTICOS
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/POCI/POCTI%2FBIO%2F14314%2F1998/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/POCI/POCTI%2FQUI%2F35429%2F2000/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//PRAXIS XXI%2FBD%2F21615%2F99/PT
oaire.citation.endPage69por
oaire.citation.startPage62por
oaire.citation.titleJournal of Supercritical Fluidspor
oaire.fundingStreamPOCI
oaire.fundingStreamPOCI
person.familyNameFerreira
person.givenNameOlga
person.identifier.ciencia-id9F1D-C75A-4A54
person.identifier.orcid0000-0001-8414-3479
person.identifier.ridM-4567-2013
person.identifier.scopus-author-id57203083219
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspor
rcaap.typearticlepor
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relation.isAuthorOfPublication.latestForDiscovery59e0c608-0c21-4191-af5e-529d21970399
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