title: One-Pot UV-Triggered o-Nitrobenzyl Dopamine Polymerization and Coating for Surface Antibacterial Application.
abstract: Dopamine (DA) protected by an o-nitrobenzyl functionality on its phenolic group was synthesized as a photolabile catecholamine derivative. This compound, o-nitrobenzyl dopamine (NBDA), was more stable than DA in basic solution at pH 8.5 and will not self-polymerize when protected from light. UV irradiation of a methanolic solution of NBDA at 365 nm for 40 min induced ca. 85% deprotection. Taking advantage of the stability of NBDA, a one-pot spray coating technique for modifying surfaces with polydopamine (PDA) was developed. Using ethylene glycol with Tris buffer (pH 8.5) as the solvent for this technique, stainless steel substrates can be coated with a robust PDA layer. Silver was deposited on the PDA-coated surface after treatment with silver nitrate solution, and >80% of the deposited silver remained on the surface after 1 week immersion in water. The NBDA-Ag surface was highly effective in inhibiting Staphylococcus aureus (S. aureus) biofilm formation.
authors.affiliation: Department of Pharmacy, National University of Singapore , 18 Science Drive 4, Singapore 117543.|Department of Chemical and Biomolecular Engineering, National University of Singapore , 4 Engineering Drive 4, Singapore 117585.
authors.forename: Liya
authors.initials: L
authors.lastname: Shi
authors.affiliation: Department of Pharmacy, National University of Singapore , 18 Science Drive 4, Singapore 117543.
authors.forename: Sridhar
authors.initials: S
authors.lastname: Santhanakrishnan
authors.affiliation: Department of Pharmacy, National University of Singapore , 18 Science Drive 4, Singapore 117543.
authors.forename: Yong Shung
authors.initials: YS
authors.lastname: Cheah
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore , 4 Engineering Drive 4, Singapore 117585.
authors.forename: Min
authors.initials: M
authors.lastname: Li
authors.affiliation: Department of Pharmacy, National University of Singapore , 18 Science Drive 4, Singapore 117543.
authors.forename: Christina Li Lin
authors.initials: CL
authors.lastname: Chai
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore , 4 Engineering Drive 4, Singapore 117585.
authors.forename: Koon Gee
authors.initials: KG
authors.lastname: Neoh
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D020099:Coated Materials, Biocompatible / Q000737:chemistry / Q000494:pharmacology; D004298:Dopamine / Q000031:analogs & derivatives*; D007211:Indoles / Q000737:chemistry* / Q000494:pharmacology; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D011108:Polymers / Q000737:chemistry* / Q000494:pharmacology; D012834:Silver / Q000737:chemistry; D013211:Staphylococcus aureus / Q000166:cytology / Q000187:drug effects; D013499:Surface Properties; D014466:Ultraviolet Rays
chemical_list: D000900:Anti-Bacterial Agents; D020099:Coated Materials, Biocompatible; D007211:Indoles; D011108:Polymers; C568283:polydopamine; D012834:Silver; D004298:Dopamine
keywords: UV-induced deprotection; antibacterial; photolabile; polydopamine; silver deposition; spray coating