DOPA Residues Endow Collagen with Radical Scavenging Capacity**

Author:

Kurth Markus123ORCID,Barayeu Uladzimir45ORCID,Gharibi Hassan6ORCID,Kuzhelev Andrei7,Riedmiller Kai1ORCID,Zilke Jennifer23,Noack Kasimir2,Denysenkov Vasyl7,Kappl Reinhard8,Prisner Thomas F.7ORCID,Zubarev Roman A.6ORCID,Dick Tobias P.45ORCID,Gräter Frauke123ORCID

Affiliation:

1. Heidelberg Institute for Theoretical Studies Schloß-Wolfsbrunnenweg 35 69118 Heidelberg Germany

2. Centre for Advanced Materials (CAM) Heidelberg University Im Neuenheimer Feld 225 69120 Heidelberg Germany

3. Interdisciplinary Center for Scientific Computing (IWR) Heidelberg University Im Neuenheimer Feld 205 69120 Heidelberg Germany

4. Division of Redox Regulation DKFZ-ZMBH Alliance German Cancer Research Center (DKFZ) Im Neuenheimer Feld 280 69120 Heidelberg Germany

5. Faculty of Biosciences Heidelberg University Im Neuenheimer Feld 234 69120 Heidelberg Germany

6. Division of Physiological Chemistry I Department of Medical Biochemistry and Biophysics Karolinska Institutet Stockholm Sweden

7. Institute of Physical and Theoretical Chemistry Goethe University Frankfurt Max-von-Laue-Str. 7 60438 Frankfurt am Main Germany

8. Institute for Biophysics Saarland University Medical Center CIPMM Geb. 48 66421 Homburg/Saar Germany

Abstract

AbstractHere we uncover collagen, the main structural protein of all connective tissues, as a redox‐active material. We identify dihydroxyphenylalanine (DOPA) residues, post‐translational oxidation products of tyrosine residues, to be common in collagen derived from different connective tissues. We observe that these DOPA residues endow collagen with substantial radical scavenging capacity. When reducing radicals, DOPA residues work as redox relay: they convert to the quinone and generate hydrogen peroxide. In this dual function, DOPA outcompetes its amino acid precursors and ascorbic acid. Our results establish DOPA residues as redox‐active side chains of collagens, probably protecting connective tissues against radicals formed under mechanical stress and/or inflammation.

Funder

Klaus Tschira Stiftung

H2020 European Research Council

Deutsche Forschungsgemeinschaft

Bundesministerium für Bildung und Forschung

Ministerium für Wissenschaft, Forschung und Kunst Baden-Württemberg

Publisher

Wiley

Subject

General Chemistry,Catalysis

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