Antioxidant reactions of beta-carotene: identification of carotenoid-radical adducts.

Abstract:

:beta-Carotene and other carotenoids are thought to exert disease preventive actions by scavenging reactive free radicals, but the mechanisms of these reactions are poorly understood. We detected products formed by reaction of beta-carotene with alkoxyl, and alkylperoxyl free radicals generated by thermolysis of azobis(2,4-dimethylvaleronitrile) (AMVN) in benzene. Analyses by atmospheric pressure chemical ionization mass spectrometry identified two previously unknown classes of beta-carotene oxidation products. Substitution products contain one AMVN-derived radical adduct group and result from hydrogen transfer from the carotenoid polyene followed by radical recombination. Addition products contain two AMVN-derived adduct groups and result instead from sequential radical additions to the polyene. These product structures provide the first mechanistic explanation for the radical scavenging reactions of carotenoids.

journal_name

Chem Res Toxicol

authors

Liebler DC,McClure TD

doi

10.1021/tx950151t

subject

Has Abstract

pub_date

1996-01-01 00:00:00

pages

8-11

issue

1

eissn

0893-228X

issn

1520-5010

pii

tx950151t

journal_volume

9

pub_type

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