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Topaquinone

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This is an old revision of this page, as edited by حسن علي البط (talk | contribs) at 02:13, 30 August 2017 (removed Category:Hydroxyquinones; added Category:Hydroxybenzoquinones using HotCat). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

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
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]

References

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