Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae

24 p.-6 fig.

Bibliographic Details
Authors: Molina-Gutiérrez, María, Hakalin, Neumara L. S., Rodríguez-Sánchez, Leonor, Prieto Orzanco, Alicia, Martínez, María Jesús
Format: article
Status:Versión aceptada para publicación
Publication Date:2017
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/152031
Online Access:http://hdl.handle.net/10261/152031
Access Level:Open access
Keyword:Enzymatic esterification
Solvent-free transesterification
Sitostanyl ester
Phytosterols
Lipase
Sterol esterase
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spelling Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceaeMolina-Gutiérrez, MaríaHakalin, Neumara L. S.Rodríguez-Sánchez, LeonorPrieto Orzanco, AliciaMartínez, María JesúsEnzymatic esterificationSolvent-free transesterificationSitostanyl esterPhytosterolsLipaseSterol esterase24 p.-6 fig.β-sitostanol esters, used as dietary complement for decreasing cholesterol absorption, have been synthesized at 28 °C via direct esterification or transesterification catalyzed by the versatile lipase/sterol esterase from the ascomycete fungus O. piceae. Direct esterification was conducted in biphasic isooctane: water systems containing 10 mM β-sitostanol and lauric or oleic acid as acyl donors, reaching 90% esterification in 3 h with the recombinant enzyme. The use of molar excesses of the free fatty acids did not improve direct esterification rate, and the enzyme did not convert one of the two fatty acids preferentially when both were simultaneously available. On the other hand, solvent-free transesterification was an extremely efficient mechanism to synthesize β-sitostanyl oleate, yielding virtually full conversion of up to 80 mM β-sitostanol in 2 h. This process may represent a promising green alternative to the current chemical synthesis of these esters of unquestionable nutraceutical value.This work was supported by the Spanish projects BIO2015-68387-R, S2013/MAE-2972 and RTC-2014-1777-3.Peer reviewedElsevierMinisterio de Economía y Competitividad (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]201720172017info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/152031reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/BIO2015-68387-RS2013/MAE-2972/TECNAIRE-CMinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/RTC-2014-1777-3https://doi.org/10.1016/j.foodchem.2016.11.005Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1520312026-05-22T06:33:51Z
dc.title.none.fl_str_mv Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
title Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
spellingShingle Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
Molina-Gutiérrez, María
Enzymatic esterification
Solvent-free transesterification
Sitostanyl ester
Phytosterols
Lipase
Sterol esterase
title_short Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
title_full Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
title_fullStr Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
title_full_unstemmed Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
title_sort Green synthesis of β-sitostanol esters catalyzed by the versatile lipase/sterol esterase from Ophiostoma piceae
dc.creator.none.fl_str_mv Molina-Gutiérrez, María
Hakalin, Neumara L. S.
Rodríguez-Sánchez, Leonor
Prieto Orzanco, Alicia
Martínez, María Jesús
author Molina-Gutiérrez, María
author_facet Molina-Gutiérrez, María
Hakalin, Neumara L. S.
Rodríguez-Sánchez, Leonor
Prieto Orzanco, Alicia
Martínez, María Jesús
author_role author
author2 Hakalin, Neumara L. S.
Rodríguez-Sánchez, Leonor
Prieto Orzanco, Alicia
Martínez, María Jesús
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Economía y Competitividad (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Enzymatic esterification
Solvent-free transesterification
Sitostanyl ester
Phytosterols
Lipase
Sterol esterase
topic Enzymatic esterification
Solvent-free transesterification
Sitostanyl ester
Phytosterols
Lipase
Sterol esterase
description 24 p.-6 fig.
publishDate 2017
dc.date.none.fl_str_mv 2017
2017
2017
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/152031
url http://hdl.handle.net/10261/152031
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/BIO2015-68387-R
S2013/MAE-2972/TECNAIRE-CM
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/RTC-2014-1777-3
https://doi.org/10.1016/j.foodchem.2016.11.005
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,198674

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