Singlet oxygen quenching ability of naturally occurring carotenoids

  title={Singlet oxygen quenching ability of naturally occurring carotenoids},
  author={Osamu Hirayama and Kyoko Nakamura and Syoko Hamada and Yoko Kobayasi},
The singlet oxygen quenching ability of various naturally occurring carotenoids was examined by measuring toluidine blue-sensitized photooxidation of linoleic acid. To assess quenching, the oxidation of linoleic acid was followed by measuring oxygen consumption and ultraviolet absorbance at 235 nm. We found that oxygen quenching increased as the number of conjugated double bonds in the carotenoids increased, but quenching varied with chain structure and functional groups. Acyclic carotenoids… 
Antioxidant Protection from UV- and Light-Stress Related to Carotenoid Structures
There is a tendency towards mono and bicyclic carotenoids with keto groups at C-4/C-4’ and the longest possible polyene structure functions to act best in singlet oxygen quenching and radical scavenging.
Singlet oxygen quenching ability of astaxanthin esters from the green alga Haematococcus pluvialis
The singlet oxygen quenching activities of carotenoids, β-carotene, free astaxanthin, its monoester and its diester, were examined in vitro by a simple and rapid method for the measurement of
Reaction and Scavenging Mechanism of β-Carotene and Zeaxanthin with Reactive Oxygen Species.
Reaction products obtained by reacting β-carotene or zeaxanthin with singlet oxygen, superoxide anion radical, and hydroxyl radical were analyzed by LC/PDA ESI-MS, and ESR spectrometry and confirmed β-Carotene endoperoxides were identified as the major reaction products.
Mechanistic aspects of carotenoid biosynthesis.
Carotenoids represent a large class of terpenoids characterized by an extensively conjugated polyene chain that carries out light independent functions in scavenging peroxyl radicals and preventing oxidative damage particularly against singlet oxygen (1O2).
Radical scavenging and singlet oxygen quenching activity of marine carotenoid fucoxanthin and its metabolites.
Hydroxyl radical scavenging activity of fucoxanthin and fu Coxanthinol compared with halocynthiaxanthin is assumed to be due to presence of the allenic bond, and ESR analysis of the superoxide radical scavenge activity showed the superiority of fuoxanthin over the other two carotenoids tested.
Photo-oxidative stress in Rhodobacter sphaeroides: protective role of carotenoids and expression of selected genes.
Results obtained under photo-oxidative stress conditions with strains impaired in carotenoid synthesis suggest that sphaeroidene and neurosporene provide less protection against methylene-blue-generated singlet oxygen than sphaenone in vivo, and it is suggested that singletoxy acts as a specific signal for gene expression in R. sphaeroides.
Health impact of marine carotenoids
Major nutritional effects of astaxanthin, such as cardio-, skin-, and ocular-protective effects, are based on its in vivo antioxidant activity, however, the antioxidant activity of fucoxanthin is not largely involved in its characteristic nutritional activity and anti-obesity andanti-diabetic effects.
Antioxidative Activities of Algal Keto Carotenoids Acting as Antioxidative Protectants in the Chloroplast
These in vitro studies demonstrated the substantial antioxidative properties of all four keto carotenoids with superior protection by astaxanthin fatty acid monoesters which were as effective as free astXanthin and of peridinin against radicals.
Singlet Oxygen Production by PSII Under Light Stress: Mechanism, Detection and the Protective role of β-Carotene
  • A. Telfer
  • Biology, Chemistry
    Plant & cell physiology
  • 2014
The indirect evidence for the formation of singlet oxygen (1O2) obtained from experiments with the isolated PSII reaction center complex is outlined, and the current views on the role of 1O2 as a signaling molecule and the distance it might be able to travel within cells are discussed.


Antioxidant activity of β-carotene-related carotenoids in solution
The effect of the antioxidant activity of β-carotene and related carotenoids on the free radical-oxidation of methyl linoleate in solution was examined by measuring the production of methyl linoleate
beta-Carotene: an unusual type of lipid antioxidant.
New experiments in vitro show that beta-carotene belongs to a previously unknown class of biological antioxidants, and exhibits good radical-trapping antioxidant behavior only at partial pressures of oxygen significantly less than 150 torr, the pressure of oxygen in normal air.
Lycopene as the most efficient biological carotenoid singlet oxygen quencher.
Photoenhancement of lipid peroxidation associated with the generation of reactive oxygen species in hepatic microsomes of hematoporphyrin derivative-treated rats.
The data indicate that in vitro irradiation of hepatic microsomes prepared from HPD-treated rats results in the generation of both singlet oxygen and hydroxyl radical, which may explain the unique susceptibility of membranous components of cells to this type of phototoxic injury.
Protein damage and degradation by oxygen radicals. I. general aspects.
  • K. Davies
  • Biology, Chemistry
    The Journal of biological chemistry
  • 1987
Aging: a theory based on free radical and radiation chemistry.
It seems possible that one factor in aging may be related to deleterious side attacks of free radicals (which are normally produced in the course of cellular metabolism) on cell constituents.