The Chemistry of Bioinspired Catechol(amine)-Based Coatings

Abstract

Surface coatings are widely used for the protection of underlying materials from erosion or contamination by the external environment, with biomimetic organic coatings based on catecholamine chemistry gaining prominence in recent years. Such coatings have found use in the biomedical field, e.g., in diagnostics, implant manufacturing, and biosensing, with coatings based on polydopamine (PDA) being the most popular. This Review aims to summarize the chemistry of catechol(amine) coatings, in particular the adhesion and cohesion properties of catecholamine-based coatings. This will allow for the design and synthesis of new polymers and coating materials in a more rational manner, enabling the selection of parameters and conditions to precisely control the structure of the materials formed. Particular attention is paid to the formation mechanism, structure, and variables affecting the properties of PDA, which is the most widely reported catechol(amine) coating. The use of other catechol(amine) precursors to synthesize biomimetic coatings is also discussed. A summary of the different methods reported in the literature to effect specific chemical properties on catechol(amine) coatings will allow the reader to best choose the technique to tailor coating properties for specific applications.

Melanin Biopolymers: Tailoring Chemical Complexity for Materials Design

“…PDAaggregation could also result in nanoparticle formation and deposition that contributes to surface morphology. [63] What other factors determine adhesion and film deposition is still an open issue.Consistent evidence [60,[64][65][66][67][68][69] indicates that PDAa dhesion and film deposition:i )depends on relatively high dopamine concentrations (greater than 1mm); ii)requires primary amine groups and quinone moieties;i ii)isd ue to early intermediates in dopamine autoxidation;i v) is enhanced by the addition of periodate or al ong chain diamine,l ike hexamethylenediamine (HMDA). Overall these data, coupled with the complete lack of intrinsic adhesivity of DHI melanin, [54,69] indicate that the PDAa dhesion reflects intermolecular amine-quinone condensation processes leading to cross-linked oligomer structures unrelated to DHI that stick to the substrate enabling further film growth by cohesive interactions.T he role of DHI in PDAd eposition has been investigated recently.…”

Micrococcal-Nuclease-Triggered On-Demand Release of Vancomycin from Intramedullary Implant Coating Eradicates Staphylococcus aureus Infection in Mouse Femoral Canals

“…To enhance the adhesion and stability of the hydrogel coating to the metallic substrate, the Ti6Al4V surface was first treated with dopamine methacrylate (DopaMA, Figure 3a). The catechol group from DopaMA is known for high affinity for surface oxides of Ti6Al4V 39 whereas the methacrylate is designed to covalently polymerize with the PEGDMA matrix during hydrogel coating application. Dip-coating the metallic substrate with DopaMA is expected to promote a more uniform and stable surface coating of the functionalized PEGDMA.…”

Investigation of the potency of leukodepletion filter membranes immobilized with bovine serum albumin via polydopamine spacer

“…The results presented indicate that the EVAL membranes became slightly hydrophilic after the PD formation (Table 1). This is obviously due to the presence of hydrophilic catecholic groups derived from the PD [32]. However, the WCA values were raised after BSA immobilization.…”