Triplet-driven chemical reactivity of β-carotene and its biological implications.

ABSTRACT: The endoperoxides of β-carotene (βCar-EPOs) are regarded as main products of the chemical deactivation of ¹O₂ by β-carotene, one of the most important antioxidants, following a concerted singlet-singlet reaction. Here we challenge this view by showing that βCar-EPOs are formed in the absence of ¹O₂ in a non-concerted triplet-triplet reaction: ³O₂ + ³β-carotene → βCar-EPOs, in which ³β-carotene manifests a strong biradical character. Thus, the reactivity of β-carotene towards oxygen is governed by its excited triplet state. βCar-EPOs, while being stable in the dark, are photochemically labile, and are a rare example of nonaromatic endoperoxides that release ¹O₂, again not in a conce

SUBMITTER: Zbyradowski M 

PROVIDER: S-EPMC9072317 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature