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Melanin‐Inspired Chromophoric Microparticles Composed of Polymeric Peptide Pigments

Ayala Lampel, Scott A. McPhee, Salma Kassem, Deborah Sementa, Tlalit Massarano, James M. Aramini, Ye He, Rein V. Ulijn

2021Angewandte Chemie International Edition36 citationsDOI

Abstract

Melanin and related polyphenolic pigments are versatile functional polymers that serve diverse aesthetic and protective roles across the living world. These polymeric pigments continue to inspire the development of adhesive, photonic, electronic and radiation-protective materials and coatings. The properties of these structures are dictated by covalent and non-covalent interactions in ways that, despite progress, are not fully understood. It remains a major challenge to direct oxidative polymerization of their precursors (amino acids, (poly-)phenols, thiols) toward specific structures. By taking advantage of supramolecular pre-organization of tyrosine-tripeptides and reactive sequestering of selected amino acids during enzymatic oxidation, we demonstrate the spontaneous formation of distinct new chromophores with optical properties that are far beyond the range of those found in biological melanins, in terms of color, UV absorbance and fluorescent emission.

Topics & Concepts

Covalent bondChemistryPolymerizationChromophoreTripeptideSupramolecular chemistryBiomoleculePolymerFluorescenceAmino acidTyrosinePhotochemistryNanotechnologyCombinatorial chemistryOrganic chemistryMaterials scienceMoleculeBiochemistryPhysicsQuantum mechanicsPhotochromic and Fluorescence ChemistrySupramolecular Self-Assembly in Materialsmelanin and skin pigmentation
Melanin‐Inspired Chromophoric Microparticles Composed of Polymeric Peptide Pigments | Litcius