Study of the time-course of cis/trans (Z/E) isomerization of lycopene, phytoene, and phytofluene from tomato

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Título

Study of the time-course of cis/trans (Z/E) isomerization of lycopene, phytoene, and phytofluene from tomato

Tema

ALIMENTOS
TECNOLOGIA DE LOS ALIMENTOS
TOMATE
CAROTENOIDES
BIBLIOGRAFIA NACIONAL QUIMICA
2014

Abstract

In this study we investigated the formation of isomers of lycopene, phytoene, and phytofluene from tomato and their theoretical energy. The results indicated that certain (Z)-isomers are favored thermodynamically and/or kinetically over their (all-E)-counterparts. The relative percentages of (5Z)-lycopene in either thermodynamic or kinetic equilibria were approximately 33%, and those of (all-E)-lycopene were only approximately 22%. Most strikingly (15Z)-phytoene was the major isomer (>90%) when the thermodynamic or the kinetic equilibria were reached. These observations can explain the high levels of lycopene (Z)-isomers found in humans and their rapid formations upon additions of oil to tomato products. In addition, the results can be useful to predict the isomeric forms of lycopene, phytoene, and phytofluene expected in foods as well as in plasma and tissues upon ingestion. In light of the data in the present study, the use of certain geometrical isomers of phytoene, phytofluene and lycopene on their own or as mixtures is recommended in future studies aimed at assessing their possible bioactivity.

Autor

Meléndez-Martínez, A.J.
Stinco, C.M.
Mapelli-Brahm, P.
Wang, X. D.

Fuente

Journal of Agricultural and Food Chemistry v. 62, no. 51, 2014. -- p. 12399-12406

Editor

ACS

Fecha

2014

Formato

PDF

Idioma

Inglés

Tipo

Artículo

Identificador

DOI: 10.1021/jf5041965

Document Item Type Metadata

Original Format

PDF
Fecha de agregación
April 10, 2015
Colección
Bibliografía Nacional Química
Tipo de Elemento
Document
Citación
Meléndez-Martínez, A.J., “Study of the time-course of cis/trans (Z/E) isomerization of lycopene, phytoene, and phytofluene from tomato,” RIQUIM - Repositorio Institucional de la Facultad de Química - UdelaR, accessed December 5, 2022, http://riquim.fq.edu.uy/items/show/2707.
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