L-Dopaquinone
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| Names | |
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| IUPAC name
3,4-Dioxo-3,4-dihydro-L-phenylalanine
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| Systematic IUPAC name
(2S)-2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid | |
| Other names
o-Dopaquinone
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| Identifiers | |
3D model (JSmol)
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PubChemCID
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| UNII | |
CompTox Dashboard(EPA)
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| Properties | |
| C9H9NO4 | |
| Molar mass | 195.174g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).
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l-Dopaquinonealso known aso-dopaquinoneis a metabolite ofL-DOPA(L-dihydroxyphenylalanine) and a precursor ofmelanin.[1][2]
Biosynthesisof melanin occurs inmelanocytes,wheretyrosineis converted into DOPA and then dopaquinone, which goes on to be formed into pheomelanin or eumelanin.[3]
References
[edit]- ^Ito S, Wakamatsu K (2008). "Chemistry of mixed melanogenesis – pivotal roles of dopaquinone".Photochem. Photobiol.84(3): 582–92.doi:10.1111/j.1751-1097.2007.00238.x.PMID18435614.
- ^Hearing VJ (2011)."Determination of melanin synthetic pathways".J. Invest. Dermatol.131(E1): E8–E11.doi:10.1038/skinbio.2011.4.PMC6944209.PMID22094404.
- ^Schlessinger, Daniel I.; Schlessinger, Joel (January 2020)."Biochemistry, Melanin".StatPearls Publishing.PMID29083759.Retrieved22 May2020.
External links
[edit]- dopaquinoneat the U.S. National Library of MedicineMedical Subject Headings(MeSH)
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