Photosensitized Oxidative Reaction of 2,5-Dimethyl-4-hydroxy-3(2H)-furanone

2,5-Dimethyl-4-hydroxy-3(2H)-furanone (DMHF) in absolute alcohol containing chlorophyll was exposed to light while being bubbled with oxygen. The photooxidation products, including ethyl pyruvate, ethyl lactate, acetic acid, ethyl 2-acetoxypropionate, acetoxyacetone, 1,2-ethanediol, acetoxy-2,3-buta...

Full description

Saved in:
Bibliographic Details
Published in:Journal of agricultural and food chemistry 1996-08, Vol.44 (8), p.2361-2365
Main Authors: Chen, Chung-Wen, Shu, Chi-Kuen, Ho, Chi-Tang
Format: Article
Language:English
Subjects:
ANTIPHOTOOXIDATIVE PROPERTIES
Biological and medical sciences
CAPSANTHIN
Food additives
Food industries
FOTOOXIDACION
Fundamental and applied biological sciences. Psychology
FURANE
FURANOS
FURANS
General aspects
INHIBICION
INHIBITION
PHOTOOXIDATION
PHOTOOXYDATION
XANTHOPHYLLE
XANTHOPHYLLS
XANTOFILAS
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:2,5-Dimethyl-4-hydroxy-3(2H)-furanone (DMHF) in absolute alcohol containing chlorophyll was exposed to light while being bubbled with oxygen. The photooxidation products, including ethyl pyruvate, ethyl lactate, acetic acid, ethyl 2-acetoxypropionate, acetoxyacetone, 1,2-ethanediol, acetoxy-2,3-butanedione, 2-oxopropyl 2-acetoxypropionate, lactic acid, and 2-acetoxypropionic acid were identified using gas chromatography (GC) and gas chromatography−mass spectrometry (GC-MS). Possible formation mechanisms for these products are postulated. The antiphotooxidative effect of capsanthin and lutein on DMHF in absolute alcohol containing chlorophyll was studied under light exposure while bubbling with oxygen. Both capsanthin and lutein showed the antiphotooxidative effect on DMHF, and their antiphotooxidative activity increased with increasing concentration. The activity of capsanthin, which contains 11 conjugated double bonds, a conjugated keto group, and one cyclopentane ring, was higher than that of lutein, which contains 10 conjugated double bonds but neither a conjugated keto group nor a cyclopentane ring. Keywords: 2,5-Dimethyl-4-hydroxy-3(2H)-furanone; photosensitized oxidation; photooxidation; capsanthin; lutein
ISSN:0021-8561
1520-5118
DOI:10.1021/jf960030e