Small molecule modulators of aggregation in synthetic melanin polymerizations

Abstract

There are numerous potential applications for melanin-binding compounds, and new methods are of interest to identify melanin-binding agents. A portion of the polymerization to eumelanin, the black to brown pigment in humans, is thought to be supramolecular aggregation of nanoparticles derived from dihydroxyindoles. Starting with chloroquine, a known eumelanin-binding compound, the ability of small molecules to influence aggregation in synthetic eumelanin polymerizations was investigated. Twenty-eight compounds were tested, including pharmaceuticals, dyes, aromatics, and amines. Compounds that either accelerate or delay the appearance of macroscopic particles in synthetic eumelanin polymerizations were uncovered.

Publisher

Pergamon Press

Publication Date

9-1-2012

Publication Title

Bioorganic & Medicinal Chemistry Letters

Department

Chemistry and Biochemistry

Document Type

Article

DOI

https://dx.doi.org/10.1016/j.bmcl.2012.07.027

Notes

This paper is dedicated to Professor J. Fraser Stoddart on the occasion of his 70th birthday.

Keywords

Melanin, Eumelanin, Aggregation, Chloroquine, Congo red

Language

English

Format

text

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