Hydrophobic Melanin via Post-Synthetic Modification for Controlled Self-Assembly

Allomelanin is a class of nitrogen-free melanin mostly found in fungi and, like all naturally occurring melanins, is hydrophilic. Herein, we develop a facile method to modify synthetic hydrophilic allomelanin to yield hydrophobic derivatives through post-synthetic modifications. Amine-func-tionalized molecules of various kinds can be conjugated to allomelanin nanoparticles under mild conditions with high loading efficiencies. Hydrophobicity is conferred by introducing amine-terminated alkyl groups with different chain lengths. We demonstrate that the resulting hydrophobic allomelanin nano-particles undergo air/water interfacial self-assembly in a controlled fashion, which enables the generation of large-scale and uniform structural colors. This work provides an efficient and tunable surface chemistry modification strategy to broaden the scope of synthetic melanin structure and function beyond the known diversity found in nature.

Automated summary

Researchers have developed a method to modify synthetic hydrophilic melanin into hydrophobic derivatives through post-synthetic modifications. By introducing amine-terminated alkyl groups on melanin nanoparticles, large-scale and uniform structural colors can be generated.