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Production of human milk fat substitutes by interesterification of tripalmitin with ethyl oleate catalyzed by candida parapsilosis lipase/acyltransferase

2019Journal article Restricted access
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dc.contributor.authorTecelão, Carla
dc.contributor.authorPerrier, Véronique
dc.contributor.authorDubreucq, Eric
dc.contributor.authorFerreira-Dias, Suzana
dc.date.accessioned2020-08-12T14:29:20Z
dc.date.available2020-08-12T14:29:20Z
dc.date.issued2019
dc.description.abstractIn human milk fat, the saturated fatty acids,namely palmitic acid, are located at the sn-2 position of triacylglycerols (TAG) while unsaturated fatty acids (e.g. oleic acid) are esterified at position sn-1,3. Thus, sn- 1,3-dioleoyl-2-palmitoylglycerol (OPO) is the target TAG to be used as human milk fat substitutes (HMFS) in infant formulas. In this study, the noncommercial recombinant lipase/acyltransferase from Candida parapsilosis (CpLIP2) was immobilized in Accurel MP1000, and used as a biocatalyst for the interesterification of tripalmitin with ethyl oleate in a solvent-free medium, to obtain structured lipids used as HMFS. Different molar ratios (MR) of ethyl oleate to tripalmitin (2:1–8:1) were used. After 4 h reaction at 60ºC, about 30 mol% of oleic acid incorporation was already observed for all tested MR. An apparent equilibrium was reached after 8–24 h, with 32–51 mol% final incorporation, increasing with the MR. The incorporation of oleic acid into TAG was compared with the maximum predicted values when a random or a sn-1,3-regioselective biocatalyst was used. The obtained values are consistent with the maximum incorporation expected for a sn-1,-3-regioselective enzyme. In fact, the amount of oleic acid at position sn-2 was approximately 15% for all the MR tested, which is explained by the acyl migration phenomenon. CpLIP2 exhibited higher activity than most commercial immobilized lipases (e.g. faster reaction in solvent-free media, low enzyme load, and low MR needed), and showed a recognized sn-1,3 regioselective behavior.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationTecelão, C., Perrier, V., Dubreucq, E., & Ferreira-Dias, S. (2019). Production of human milk fat substitutes by interesterification of tripalmitin with ethyl oleate catalyzed by candida parapsilosis lipase/acyltransferase. Journal of the American Oil Chemists' Society. 96. 10.1002/aocs.12250.pt_PT
dc.identifier.doi10.1002/aocs.12250pt_PT
dc.identifier.issn1558-9331
dc.identifier.urihttp://hdl.handle.net/10400.8/5074
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherSpringer Verlagpt_PT
dc.relationLinking Landscape, Environment, Agriculture and Food
dc.relationMARE - Marine and Environmental Sciences Centre
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/pt_PT
dc.subjectCandida parapsilosis lipase acyltransferasept_PT
dc.subjectEthyl oleatept_PT
dc.subjectHuman milk fat substitutept_PT
dc.subjectsn-1,3 regioselective enzymept_PT
dc.subjectStructured lipidspt_PT
dc.titleProduction of human milk fat substitutes by interesterification of tripalmitin with ethyl oleate catalyzed by candida parapsilosis lipase/acyltransferasept_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleLinking Landscape, Environment, Agriculture and Food
oaire.awardTitleMARE - Marine and Environmental Sciences Centre
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FAGR%2F04129%2F2019/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FMAR%2F04292%2F2019/PT
oaire.citation.endPage787pt_PT
oaire.citation.issue7pt_PT
oaire.citation.startPage777pt_PT
oaire.citation.titleJournal of the American Oil Chemists' Societypt_PT
oaire.citation.volume96pt_PT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
person.familyNameTecelão
person.familyNameFerreira-Dias
person.givenNameCarla
person.givenNameSuzana
person.identifier.ciencia-id9B1D-4AC0-1B03
person.identifier.ciencia-idAA14-7B2F-5098
person.identifier.orcid0000-0003-2423-0495
person.identifier.orcid0000-0003-3655-8201
person.identifier.ridE-1128-2013
person.identifier.scopus-author-id7801371939
person.identifier.scopus-author-id6603615381
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
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublication69965b8b-e2fd-4212-b9b5-904eb9b996fa
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