title: Biocompatible silicon surfaces through orthogonal click chemistries and a high affinity silicon oxide binding peptide.
abstract: Multifunctionality is gaining more and more importance in the field of improved biomaterials. Especially peptides feature a broad chemical variability and are versatile mediators between inorganic surfaces and living cells. Here, we synthesized a unique peptide that binds to SiO(2) with nM affinity. We equipped the peptide with the bioactive integrin binding c[RGDfK]-ligand and a fluorescent probe by stepwise Diels-Alder reaction with inverse electron demand and copper(I) catalyzed azide-alkyne cycloaddition. For the first time, we report the generation of a multifunctional peptide by combining these innovative coupling reactions. The resulting peptide displayed an outstanding binding to silicon oxide and induced a significant increase in cell spreading and cell viability of osteoblasts on the oxidized silicon surface.
authors.affiliation: Institut für Biochemie, Faculty of Biosciences, Pharmacy and Psychology, Universität Leipzig, Brüderstrasse 34, 04103 Leipzig, Germany.
authors.forename: Rayk
authors.initials: R
authors.lastname: Hassert
authors.forename: Mareen
authors.initials: M
authors.lastname: Pagel
authors.forename: Zhou
authors.initials: Z
authors.lastname: Ming
authors.forename: Tilmann
authors.initials: T
authors.lastname: Häupl
authors.forename: Bernd
authors.initials: B
authors.lastname: Abel
authors.forename: Klaus
authors.initials: K
authors.lastname: Braun
authors.forename: Manfred
authors.initials: M
authors.lastname: Wiessler
authors.forename: Annette G
authors.initials: AG
authors.lastname: Beck-Sickinger
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001710:Biotin / Q000378:metabolism; D002384:Catalysis; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D061565:Cycloaddition Reaction; D015195:Drug Design; D004797:Enzyme-Linked Immunosorbent Assay; D005456:Fluorescent Dyes / Q000737:chemistry; D006801:Humans; D039302:Integrin alphaVbeta3 / Q000378:metabolism; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010006:Osteoblasts / Q000166:cytology / Q000187:drug effects; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D012825:Silicon / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D000480:Alkynes; D001386:Azides; D001672:Biocompatible Materials; D005456:Fluorescent Dyes; D039302:Integrin alphaVbeta3; D009842:Oligopeptides; D010456:Peptides, Cyclic; D001710:Biotin; D012822:Silicon Dioxide; D003300:Copper; C047981:arginyl-glycyl-aspartic acid; D012825:Silicon