gamma-Carotene

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γ-Carotene
Gamma-carotene.svg
Names
IUPAC name
β,ψ-Carotene
Systematic IUPAC name
2-((1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl)-1,3,3-trimethylcyclohex-1-ene
Other names
β,psi-Carotene
Identifiers
472-93-5
ChEBI CHEBI:27740
ChemSpider 4444349
Jmol-3D images Image
PubChem 5280791
Properties
C40H56
Molar mass 536.87 g·mol−1
Melting point 160 °C (320 °F; 433 K)[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

γ-Carotene is a carotenoid, and is a biosynthetic intermediate for cyclized carotenoid synthesis in plants. It is formed from cyclization of lycopene by lycopene cyclase epsilon.[2] Along with several other carotenoids, γ-Carotene is a vitamer of vitamin A in herbivores and omnivores. Carotenoids with a cyclized, beta-ionone ring can be converted to vitamin A, also known as retinol, by the enzyme Beta-carotene 15,15'-dioxygenase; however, the bioconversion of gamma-carotene to retinol has not been well-characterized.

References[edit]

  1. ^ Ruegg, R.; Schwieter, U.; Ryser, G.; Schudel, P.; Isler, O. (1961). "Synthesen in der Carotinoid-Reihe. 17. Mittelung. γ-Carotin sowie d,l-α- und β-Carotin aus Dehydro-β-apo-12′-carotinal(C25)". Helvetica Chimica Acta 44 (4): 985–93. doi:10.1002/hlca.19610440414. 
  2. ^ Rodriguez-Concepcion M, Stange C. Biosynthesis of carotenoids in carrot: an underground story comes to light. Archives of biochemistry and biophysics. 2013;539:110-6.