Topaquinone

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	64192-68-3;
PubChem CID	123871;
CompTox Dashboard (EPA)	DTXSID40982735 ;
Properties
Chemical formula	C9H9NO5
Molar mass	211.173 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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.[1] 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 Cu²⁺ dependent manner.[1]

References

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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[Dooley-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.