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Topaquinone

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Topaquinone
Names
IUPAC name (2S)-2-Amino-3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-yl)propanoic acid
Other names 6-Hydroxydopaquinone
Identifiers
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Properties
Chemical formula C9H9NO5
Molar mass 211.173 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Topaquinone (TPQ) is a redox cofactor derived from the amino acid tyrosine. Its name derives from 2,4,5-trihydroxyphenylalanine-quinone. Its structure was first identified in 1990. It is used by copper amine oxidases which contain a tyrosine residue near the active site. This residue catalyses its own transition, first to dopaquinone and then to topaquinone, in a Cu dependent manner.

References

  1. ^ Dooley, D. M. (Feb 1999). "Structure and biogenesis of topaquinone and related cofactors". Journal of Biological Inorganic Chemistry. 4 (1): 1–11. doi:10.1007/s007750050283. ISSN 0949-8257. PMID 10499097. S2CID 10104769.
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