Mimicking the chemistry of natural eumelanin synthesis: the ke sequence in polypeptides and in proteins allows for a specific control of nanosized functional polydopamine formation

Bergtold, Camille; Hauser, Daniel; Alain Chaumont; El Yakhlifi, Salima; Mateescu, Mihaela; Meyer, Florent; Metz-Boutigue, Marie-Hélène; Benoît Frisch; Schaaf, Pierre; Ihiawakrim, Dris; Ersen, Ovidiu; Monnier, Christophe A.; Petri-Fink, Alke; Rothen-Rutishauser, Barbara; Ball, Vincent

doi:10.1021/acs.biomac.8b00818

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Mimicking the chemistry of natural eumelanin synthesis: the ke sequence in polypeptides and in proteins allows for a specific control of nanosized functional polydopamine formation

Bergtold, Camille Université de Strasbourg, Faculté de Chirurgie Dentaire, France - Institut National de la Santé et de la Recherche Médicale, Strasbourg Cedex, France
Hauser, Daniel Département de Chimie, University of Fribourg, Switzerland
Alain Chaumont Faculté de Chimie, Chimie de la Matière Complexe, Centre National de la Recherche Scientifique, Unité Mixte de Recherche 7140, Strasbourg, France
El Yakhlifi, Salima Institut National de la Santé et de la Recherche Médicale, Strasbourg Cedex, France
Mateescu, Mihaela Université de Strasbourg, Faculté de Chirurgie Dentaire, France
Meyer, Florent Université de Strasbourg, Faculté de Chirurgie Dentaire, France - Institut National de la Santé et de la Recherche Médicale, Strasbourg Cedex, France
Metz-Boutigue, Marie-Hélène Université de Strasbourg, Faculté de Chirurgie Dentaire, France - Institut National de la Santé et de la Recherche Médicale, Strasbourg Cedex, France
Benoît Frisch Université de Strasbourg, Faculté de Pharmacie, Laboratoire de Conception et application de molécules bioactives, Illkirch-Graffenstaden, France
Schaaf, Pierre Université de Strasbourg, Faculté de Chirurgie Dentaire, France - Centre National de la Recherche Scientifique, Institut Charles Sadron, Strasbourg, France
Ihiawakrim, Dris Centre National de la Recherche Scientifique, Institut de Physique et de Chimie des Matériaux, Unité Mixte de Recherche 7504, Strasbourg, France
Ersen, Ovidiu Centre National de la Recherche Scientifique, Institut de Physique et de Chimie des Matériaux, Unité Mixte de Recherche 7504, Strasbourg, France
Monnier, Christophe A. Département de Chimie, University of Fribourg, Switzerland
Petri-Fink, Alke Département de Chimie, University of Fribourg, Switzerland
Rothen-Rutishauser, Barbara Département de Chimie, University of Fribourg, Switzerland
Ball, Vincent Université de Strasbourg, Faculté de Chirurgie Dentaire, France - Institut National de la Santé et de la Recherche Médicale, Strasbourg Cedex, France

10.09.2018

Published in:

Biomacromolecules. - 2018, vol. 19, no. 9, p. 3693–3704

English The oxidation of dopamine and of other catecholamines leads to the formation of conformal films on the surface of all known materials and to the formation of a precipitate in solution. In some cases, it has been shown that the addition of additives in the dopamine solution, like certain surfactants or polymers, polyelectrolytes, and certain proteins, allows to get polydopamine nanoparticles of controlled size and the concomitant decrease, in an additive/dopamine dependent manner, in film formation on the surface of the reaction beaker. However, the mechanism behind this controlled oxidation and self-assembly of catecholamines is not known. In this article, it is shown that a specific diad of amino acids in proteins, namely KE, allows for specific control in the oxidation-self-assembly of dopamine to obtain polydopamine@protein core–shell nanoparticles which are biocompatible. The interactions between dopamine and the adjacent KE amino acids potentially responsible for the size control of polydopamine aggregates was investigated by molecular dynamics simulations. The obtained core– shell nanoparticles display the biological activity of the protein used to control the self- assembly of PDA. The photon to heat conversion ability of PDA is conserved in the PDA@protein particles.

Faculty

Faculté des sciences et de médecine

Department

Département de Chimie

Language