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Angew Chem Int Ed Engl. 2016 Apr 4;55(15):4826-30. doi: 10.1002/anie.201511781. Epub 2016 Mar 3.

Multifunctional Coating Improves Cell Adhesion on Titanium by using Cooperatively Acting Peptides.

Author information

1
Institut für Biochemie, Universität Leipzig, Brüderstrasse 34, 04103, Leipzig, Germany.
2
Institut für Bioanalytische Chemie, Universität Leipzig, Deutscher Platz 5, 04103, Leipzig, Germany.
3
Leibniz-Institut für Oberflächenmodifizierung (IOM), and Wilhelm-Ostwald-Institut für Physikalische und Theoretische Chemie, Universität Leipzig, Permoserstrasse 15, 04318, Leipzig, Germany.
4
Deutsches Krebsforschungszentrum, Department Medizinische Physik in der Radiologie, Im Neuenheimer Feld 280, 69120, Heidelberg, Germany.
5
Institut für Biochemie, Universität Leipzig, Brüderstrasse 34, 04103, Leipzig, Germany. abeck-sickinger@uni-leipzig.de.

Abstract

Promotion of cell adhesion on biomaterials is crucial for the long-term success of a titanium implant. Herein a novel concept is highlighted combining very stable and affine titanium surface adhesive properties with specific cell binding moieties in one molecule. A peptide containing L-3,4-dihydroxyphenylalanine was synthesized and affinity to titanium was investigated. Modification with a cyclic RGD peptide and a heparin binding peptide (HBP) was realized by an efficient on-resin combination of Diels-Alder reaction with inverse electron demand and Cu(I) catalyzed azide-alkyne cycloaddition. The peptide was fluorescently labeled by thiol Michael addition. Conjugating the cyclic RGD and HBP in one peptide gave improved spreading, proliferation, viability, and the formation of well-developed actin cytoskeleton and focal contacts of osteoblast-like cells.

KEYWORDS:

DOPA; cell adhesion; click chemistry; peptides; surface chemistry

PMID:
26938787
DOI:
10.1002/anie.201511781
[Indexed for MEDLINE]

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