Skip to main content
Chemistry LibreTexts

Astaxanthin

  • Page ID
    73661
  • [ "article:topic" ]

    • Main ChemSpider page
    • Molecular formula: C40H52O4
    • Molar mass: 596.839
    • CAS Registry Number: 7542-45-2
    • Appearance: Not available
    • Melting point: Not available
    • Boiling point: Not available
    • Solubility: Not available
    • Safety sheet: Not available
    • Spectra: Check on SDBSAdd Spectra (Help).

    From Wikipedia

    Astaxanthin is a keto-carotenoid. It belongs to a larger class of chemical compounds known as terpenes, which are built from five carbon precursors; isopentenyl diphosphate (or IPP) and dimethylallyl diphosphate (or DMAPP). Astaxanthin is classified as a xanthophyll (originally derived from a word meaning "yellow leaves" since yellow plant leaf pigments were the first recognized of the xanthophyll family of carotenoids), but currently employed to describe carotenoid compounds that have oxygen-containing moities, hydroxyl (-OH) or ketone (C=O), such as zeaxanthin and canthaxanthin. Indeed, astaxanthin is a metabolite of zeaxanthin and/or canthaxanthin, containing both hydroxyl and ketone functional groups. Like many carotenoids, astaxanthin is a colorful, lipid-soluble pigment. This colour is due to the extended chain of conjugated (alternating double and single) double bonds at the centre of the compound. This chain of conjugated double bonds is also responsible for the antioxidant function of astaxanthin (as well as other carotenoids) as it results in a region of decentralized electrons that can be donated to reduce a reactive oxidizing molecule.

    Astaxanthin is found in microalgaeyeastsalmontroutkrillshrimpcrayfishcrustaceans, and the feathers of some birds. It provides the red color of salmon meat and the red color of cooked shellfish. Professor Basil Weedon's group was the first to prove the structure of astaxanthin by synthesis, in 1975.

    Astaxanthin, unlike several carotenes and one other known carotenoid, is not converted to vitamin A (retinol) in the human body. Like other carotenoids, astaxanthin has self-limited absorption orally and such low toxicity by mouth that no toxic syndrome is known. It is an antioxidant with a slightly lower antioxidant activity in some model systems than other carotenoids. However, in living organisms the free-radical terminating effectiveness of each carotenoid is heavily modified by its lipid solubility, and thus varies with the type of system being protected.

    While astaxanthin is a natural dietary component, it can also be used as a food supplement. The supplement is intended for human, animal, and aquaculture consumption. The industrial production of astaxanthin comes from both natural and synthetic sources.

    The U.S. Food and Drug Administration (FDA) has approved astaxanthin as a food coloring (or color additive) for specific uses in animal and fish foods. The European Commission considers it food dye and it is given the E number E161j. Natural astaxanthin is generally recognized as safe (GRAS) by the FDA, but as a food coloring in the United States it is restricted to use in animal food.

    Read more... Edit at Wikipedia...

    Other names

    3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione (IUPAC Name); 3,3'-Dihydroxy-4,4'-diketo-beta-carotene; 3,3'-Dihydroxy-b,beta-carotene-4,4'-dione; 3,3'-Dihydroxy-beta,beta-carotin-4,4'-dion; (3S,3's)-astaxanthin; (3S,3's)-all-trans-astaxanthin; astaxanthine