Preparation of ultrathin and degradable polymeric films by electropolymerization of 3-amino-L-tyrosine

Tommaso Marchesi D´Alvise, Sruthi Sunder, Roger Hasler, Julia Moser, Wolfgang Knoll, Christopher V. Synatschke, Sean Harvey, Tanja Weil

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Bioderived polymers are one of many current research areas that promise a sustainable future. Due to their unique properties, the bioderived polymer polydopamine has been in the spotlight over the last decades. Its ability to adhere to virtually any surface and its stability over a wide pH range as well as in several organic solvents make it a suitable candidate for various applications like coatings and biosensors. However, strong light absorption over a broad range of wavelengths and high quenching efficiency limit its uses. Therefore, new bioderived polymers with similar features to polydopamine but without fluorescence quenching properties are highly desirable. Here, the electropolymerization of a bioderived analog of dopamine, 3-amino-l-tyrosine, is demonstrated. The resulting polymer, poly(amino-l-tyrosine), exhibits several characteristics complementary to or even exceeding those of polydopamine and its analog, polynorepinephrine, rendering poly(amino-l-tyrosine) attractive for the development of sensors and photoactive devices. Cyclic voltammetry, spectro-electrochemistry, and electrochemical quartz crystal microbalance measurements are applied to study the electrodeposition of this material, and the resulting films are compared to polydopamine and polynorepinephrine. Impedance spectroscopy reveals increased ion permeability of poly(amino-l-tyrosine) compared to polydopamine and polynorepinephrine. Moreover, the reduced fluorescence quenching of poly(amino-l-tyrosine) supports its use as coating for biosensors and organic semiconductors.
    Original languageEnglish
    Article number2200332
    Number of pages12
    JournalMacromolecular Rapid Communications
    Volume44
    Issue number16
    DOIs
    Publication statusPublished - Jun 2022

    Research Field

    • Biosensor Technologies

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