title: Biomimetic PEG-catecholates for stabile antifouling coatings on metal surfaces: applications on TiO2 and stainless steel.
abstract: Trimeric catecholates have been designed for the stable immobilization of effector molecules on metal surfaces. The design of these catecholates followed a biomimetic approach and was inspired by natural multivalent metal binders, such as mussel adhesion proteins (MAPs) and siderophores. Three catecholates have been conjugated to central scaffolds based on adamantyl or trisalkylmethyl core structures. The resulting triscatecholates have been immobilized on TiO2 and stainless steel. In a proof of concept study we have demonstrated the high stability of the resulting nanolayers at neutral and slightly acidic pH. Furthermore, polyethylene glycol (PEG) conjugates of our triscatecholates have been synthesized and were immobilized on TiO2 and stainless steel. The PEG coated surfaces showed excellent antifouling properties upon exposure to human blood and bacteria as demonstrated by fluorescence microscopy, ellipsometry and a bacterial assay with Staphylococcus epidermidis. In addition, our PEG-triscatecholates showed no cytotoxicity against bone-marrow stem cells on TiO2.
authors.affiliation: University of Hamburg, Department of Chemistry, Pharmaceutical and Medicinal Chemistry, Bundesstrasse 45, 20146 Hamburg, Germany.
authors.forename: Faiza
authors.initials: F
authors.lastname: Khalil
authors.affiliation: University of Hamburg, Department of Chemistry, Pharmaceutical and Medicinal Chemistry, Bundesstrasse 45, 20146 Hamburg, Germany.
authors.forename: Elisa
authors.initials: E
authors.lastname: Franzmann
authors.affiliation: University of Hamburg, Department of Chemistry, Pharmaceutical and Medicinal Chemistry, Bundesstrasse 45, 20146 Hamburg, Germany.
authors.forename: Julian
authors.initials: J
authors.lastname: Ramcke
authors.affiliation: Justus-Liebig-University Giessen, Laboratory of Experimental Trauma Surgery, Schubertstr. 81, 35392 Giessen, Germany.
authors.forename: Olga
authors.initials: O
authors.lastname: Dakischew
authors.affiliation: Justus-Liebig-University Giessen, Laboratory of Experimental Trauma Surgery, Schubertstr. 81, 35392 Giessen, Germany.
authors.forename: Katrin S
authors.initials: KS
authors.lastname: Lips
authors.affiliation: University of Hamburg, Department of Chemistry, Institute of Biochemistry, Pharmaceutical Biology and Microbiology, Bundesstrasse 45, 20146 Hamburg, Germany.
authors.forename: Alexander
authors.initials: A
authors.lastname: Reinhardt
authors.affiliation: University of Hamburg, Department of Chemistry, Institute of Biochemistry, Pharmaceutical Biology and Microbiology, Bundesstrasse 45, 20146 Hamburg, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Heisig
authors.affiliation: University of Hamburg, Department of Chemistry, Pharmaceutical and Medicinal Chemistry, Bundesstrasse 45, 20146 Hamburg, Germany. Electronic address: maison@chemie.uni-hamburg.de.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Maison
mesh_terms: D000368:Aged; D057219:Biofouling / Q000517:prevention & control*; D001681:Biological Assay; D040761:Biomimetic Materials / Q000737:chemistry / Q000494:pharmacology*; D002396:Catechols / Q000737:chemistry*; D020099:Coated Materials, Biocompatible / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008297:Male; D008670:Metals / Q000494:pharmacology; D008875:Middle Aged; D011092:Polyethylene Glycols / Q000737:chemistry / Q000494:pharmacology*; D013193:Stainless Steel / Q000494:pharmacology*; D013499:Surface Properties; D014025:Titanium / Q000494:pharmacology*
chemical_list: D002396:Catechols; D020099:Coated Materials, Biocompatible; D008670:Metals; D013193:Stainless Steel; C009495:titanium dioxide; D011092:Polyethylene Glycols; D014025:Titanium
keywords: Antifouling surfaces; Biofouling; Catecholates; Multivalency; Surface engineering