Cited by 278Antioxidant Activity and Oxidative StressFree Radicals and AntioxidantsPhytochemicals and Antioxidant Activities

The Interaction of Dietary Carotenoids with Radical Species

Mortensen, A., Skibsted, L.H., Truscott, T.G.·2001·Archives of Biochemistry and Biophysics

Abstract

Dietary carotenoids react with a wide range of radicals such as CCl3O2*, RSO2*, NO2*, and various arylperoxyl radicals via electron transfer producing the radical cation of the carotenoid. Less strongly oxidizing radicals, such as alkylperoxyl radicals, can lead to hydrogen atom transfer generating the neutral carotene radical. Other processes can also arise such as adduct formation with sulphur-centered radicals. The oxidation potentials have been established, showing that, in Triton X-100 micelles, lycopene is the easiest carotenoid to oxidize to its radical cation and astaxanthin is the most difficult. The interaction of carotenoids and carotenoid radicals with other antioxidants is of importance with respect to anti- and possibly pro-oxidative reactions of carotenoids. In polar environments the vitamin E (alpha-tocopherol) radical cation is deprotonated (TOH*+ --> TO* + H+) and TO* does not react with carotenoids, whereas in nonpolar environments such as hexane, TOH*+ is converted to TOH by hydrocarbon carotenoids. However, the nature of the reaction between the tocopherol and various carotenoids shows a marked variation depending on the specific tocopherol homologue. The radical cations of the carotenoids all react with vitamin C so as to "repair" the carotenoid.

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Registry

Crossref · 10.1006/abbi.2000.2172

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  • Antioxidant properties of carotenoids are related to conjugated double bonds which can accommodate unpaired electrons and extensively delocalize them over the conjugated system of double bonds.

    “The antioxidant properties of carotenoids are related to conjugated double bonds which can accommodate unpaired electrons and extensively delocalize them over the conjugated system of double bonds (Mortensen et al. 2001).”

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Authors
Mortensen, A., Skibsted, L. H., & Truscott, T. G.
Affiliations
Keele University (GB)
Corresponding author
Truscott, T.G.
Venue
Archives of Biochemistry and Biophysics
Publisher
Elsevier BV
Published
2001-01
Volume
385
Issue
1
Pages
13-19
ISSN
0003-9861 (ISSN-L)
OpenAlex
W1997144800
Cited by
278
References
38
Citations by year
2026: 4 · 2025: 9 · 2024: 9 · 2023: 13 · 2022: 6 · 2021: 8 · 2020: 11 · 2019: 11 · 2018: 3 · 2017: 7 · 2016: 8 · 2015: 14 · 2014: 16 · 2013: 10 · 2012: 12
FWCI
10.60
Type
journal article
Language
en
Open access
closed
Locations
  • Archives of Biochemistry and Biophysics (publishedVersion)
  • PubMed (publishedVersion)
  • Research at the University of Copenhagen (University of Copenhagen) (submittedVersion)
Topics
  • Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
  • Physical Sciences › Chemistry › Organic Chemistry › Free Radicals and Antioxidants
  • Health Sciences › Medicine › Biochemistry › Phytochemicals and Antioxidant Activities
Keywords
dietary carotenoids, radical cations, electron transfer, hydrogen atom transfer, oxidation potential, lycopene, astaxanthin, Triton X-100 micelles, tocopherols, vitamin C, antioxidant interactions, pro-oxidant activity, carotenoid oxidation
MeSH terms
Lycopene, Adjuvants, Immunologic, Antioxidants, Carotenoids, Cations, Detergents, Diet, Electrons, Free Radicals, Kinetics, Models, Chemical, Protein Binding, Time Factors, Vitamin E, Octoxynol, beta Carotene, Xanthophylls

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