Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/31395
Share/Export:
logo share SHARE logo core CORE BASE
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE
Title

Trans–cis isomerisation of the carotenoid lycopene upon complexation with cholesteric polyester carriers investigated by Raman spectroscopy and density functional theory

AuthorsLópez-Ramírez, M.Rosa; Sánchez-Cortés, Santiago CSIC ORCID; Pérez Méndez, Mercedes ; Blach, Graciela
KeywordsCholesteric polyester
Isomerisation
Lycopene
Raman spectroscopy
Issue DateOct-2010
PublisherJohn Wiley & Sons
CitationJournal of Raman Spectroscopy 41(10): 1170–1177 (2010)
AbstractRaman spectroscopy and density functional theory (DFT) were used in thiswork for the structural characterisation of lycopene, the antioxidant carotenoid, and its complexes with two synthetic thermotropic cholesteric polyesters. Both polyesters were employed successfully to encapsulate the carotenoid lycopene (Lyc). Besides protecting it from oxidation, they induced the trans–cis isomerisation of lycopene towards the more biologically active and bioavailable isomer cis-Lyc. The Raman spectra revealed changes mainly concerning the band ν1 and bands of methyl groups. This would explain the interaction mechanism between lycopene and cholesteric polyesters, inducing structural changes in the carotenoid by formation of a cis C=C bond in central positions of the isomer chain and hydrophobic interaction that affects the side methyl groups. DFT calculations confirmed that the isomerisation occurs at central positions of lycopene molecule. The analysis of ν1 and ν2 bands and those of methyl groups in the calculated spectra of lycopene indicates that the interactionwith the synthetic cholesteric polyesters could mainly lead to the 13-cis-Lyc isomer. The analysis of marker structural bands of the polyesters revealed structural changes in the host which mainly affect the ester groups, most probably due to a restructuring of the polyester chain to better accommodate the ligand. Copyright c 2010 JohnWiley & Sons, Ltd.
Publisher version (URL)http://dx.doi.org/10.1002/jrs.2570
URIhttp://hdl.handle.net/10261/31395
DOI10.1002/jrs.2570
ISSN0377-0486
E-ISSN1097-4555
Appears in Collections:(ICTP) Artículos

Show full item record
Review this work

SCOPUSTM   
Citations

18
checked on Jan 6, 2022

WEB OF SCIENCETM
Citations

15
checked on Jan 20, 2022

Page view(s)

380
checked on Jan 20, 2022

Google ScholarTM

Check

Altmetric

Dimensions


WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.