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

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

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Adhesion*
  • Chromatography, High Pressure Liquid
  • Peptides / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Titanium / chemistry*

Substances

  • Peptides
  • Titanium