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68831-78-7

68831-78-7 Structure

68831-78-7 Structure
IdentificationBack Directory
[Name]

(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol
[CAS]

68831-78-7
[Synonyms]

Antherxanthin
cis-Antheraxanthin
(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol
(3S,3'R,5R,6S,9Z)-5,6-Epoxy-5,6-dihydro-β,β-carotene-3,3'-diol
[Molecular Formula]

C40H56O3
[MOL File]

68831-78-7.mol
[Molecular Weight]

584.89
Hazard InformationBack Directory
[Uses]

Antheraxanthin is a carotenoid pigment in the xanthophyll-cycle. Antheraxanthin levels were found to be higher in plants during depressions of photosystem II (PSII) efficiency.
[Definition]

ChEBI: Antheraxanthin is an epoxycarotenol that is beta-carotene-3,3'-diol in which one of the one of the endocyclic double bonds has been oxidised to the corresponding epoxide. It is a neutral yellow plant pigment found in Euglenophyta. It has a role as a biological pigment, a plant metabolite and a marine metabolite.
[Purification Methods]

Likely impurities are violaxanthin (see later) and mutatoxanthin (which contains a dihydrofuran ring derived from the epoxy group of antheraxanthin). Purify it by chromatography on columns of Ca(OH)2 and of ZnCO3. It crystallises from *C6H6/MeOH as needles or thin plates. Store it in the dark, under N2 or Ar at -20o. In CHCl3/SbCl2 it gives a blue colour with max at 587nm and gives a stable blue colour with conc HCl. [Karrer & Oswald Helv Chim Acta 18 1303 1935, Karrer & Jucker Helv Chim Acta 28 300
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