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Colour modulation of blue anthocyanin-derivatives. Lignosulfonates as a tool to improve the water solubility of natural blue dyes

dc.contributor.authorAraújo, Paula
dc.contributor.authorBasílio, Nuno
dc.contributor.authorAzevedo, Joana
dc.contributor.authorFernandes, Ana
dc.contributor.authorMateus, Nuno
dc.contributor.authorPina, Fernando
dc.contributor.authorde Freitas, Victor
dc.contributor.authorOliveira, Joana
dc.contributor.institutionLAQV@REQUIMTE
dc.contributor.institutionDQ - Departamento de Química
dc.contributor.pblElsevier
dc.date.accessioned2019-04-12T22:11:43Z
dc.date.available2019-04-12T22:11:43Z
dc.date.issued2018-06-01
dc.descriptionSFRH/BPD/112465/2015 IF/00225/2015 PTDC/AGR-TEC/2789/2014 COMPETE POCI-01-0145-FEDER-016616 REDE/1517/RMN/2005 PT2020 and FEDER-Interreg Espana-Portugal Programme (Project ref. 0377_IBERPHENOL_6_E).
dc.description.abstractThe impact of a lignosulfonate (calcium) (L) on the chromatic features of two anthocyanin-derived bluish dyes (portisin, P and pyranoanthocyanin dimer, PD) was evaluated in aqueous solutions using UV–Visible spectroscopy. It was demonstrated that the interaction between each dye and this macromolecule at pH 1 occurs by two mechanisms, association and copigmentation that are dependent on L concentration. For instance, at low concentrations of L (up to 0.27 μM) it is observed the association of dyes promoted by their complexation with lignin (different molecules of dye are bound to the same binding sites of L). At higher concentrations of L (25 μM), the aggregation of dyes decreases and each molecule is bound to a different site of L resulting in the formation of a charge-transfer complex (copigmentation). Moreover, the titration of both dyes (P and PD) in the presence of L (19 μM) showed a strong stabilization of their pyranoflavylium cation forms revealed by the considerably higher pKa1 (6.6 ± 0.1 and 6.2 ± 0.1 for P and PD, respectively) in the presence of this macromolecule when compared to the values obtained in the absence (pKa1 = 4.61 ± 0.03 and 4.93 ± 0.04). In addition, the water solubility of the dyes in the absence and presence of L was also evaluated by turbidimetry and the results showed that the water soluble lignosulfonate improved the solubility of the dyes over time.en
dc.description.versionpreprint
dc.description.versionpublished
dc.format.extent10
dc.format.extent2274351
dc.identifier.doi10.1016/j.dyepig.2018.02.019
dc.identifier.issn0143-7208
dc.identifier.otherPURE: 5587332
dc.identifier.otherPURE UUID: bd1b0c50-d33b-45ac-bf67-7a7a7fb41531
dc.identifier.otherScopus: 85042255565
dc.identifier.otherWOS: 000429764800020
dc.identifier.otherORCID: /0000-0001-8529-6848/work/63723933
dc.identifier.urihttp://www.scopus.com/inward/record.url?scp=85042255565&partnerID=8YFLogxK
dc.identifier.urlhttps://www.scopus.com/pages/publications/85042255565
dc.language.isoeng
dc.peerreviewedyes
dc.relationinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F84805%2F2012/PT
dc.relationinfo:eu-repo/grantAgreement/FCT/5876/147218/PT
dc.subjectAggregation
dc.subjectCalcium lignosulfonate
dc.subjectCharge-transfer complex
dc.subjectColour
dc.subjectPortisins
dc.subjectPyranoanthocyanin dimers
dc.subjectGeneral Chemical Engineering
dc.subjectProcess Chemistry and Technology
dc.titleColour modulation of blue anthocyanin-derivatives. Lignosulfonates as a tool to improve the water solubility of natural blue dyesen
dc.typejournal article
degois.publication.firstPage150
degois.publication.lastPage159
degois.publication.titleDyes and Pigments
degois.publication.volume153
dspace.entity.typePublication
oaire.awardNumberSFRH/BPD/84805/2012
oaire.awardNumberUID/QUI/50006/2013
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F84805%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F50006%2F2013/PT
oaire.fundingStreamSFRH
oaire.fundingStream5876
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.rightsrestrictedAccess
relation.isProjectOfPublication66dc0d0d-db76-4ab7-ae99-3ddbdff70d9c
relation.isProjectOfPublicationb46f8ec0-8992-489c-89d9-54c4a065dc4a
relation.isProjectOfPublication.latestForDiscovery66dc0d0d-db76-4ab7-ae99-3ddbdff70d9c

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