Topaquinone
Names | |
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IUPAC name (2S)-2-Amino-3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-yl)propanoic acid | |
Other names 6-Hydroxydopaquinone | |
Identifiers | |
PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |
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). |
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]