Co-assembly of aromatic dipeptides into spherical structures that are similar in morphology to red and white blood cells

Abstract

This paper describes the co-assembly of two aromatic dipeptides, diphenylalanine and Fmoc-L-DOPA(acetonated)-D-Phe-OMe, into different spherical structures that are similar in morphology to either red or white blood cells. Under the examined experimental conditions, each of the peptides formed spherical nanostructures, but a mixture of the two peptides generated new types of assemblies. When the concentration of the two peptides was 1 mg mL⁻¹ they self-assembled into oval biconcave disk nanostructures that are similar in morphology to red blood cells. When the concentration of the peptides was higher they formed spherical structures with bulges on their outer surface. These assemblies are similar in morphology to white blood cells. We determined the morphology and structure of the assemblies using atomic force microscopy and electron microscopy and their secondary structure using ATR-FTIR and CD. In addition, we studied the co-assembly of Fmoc-DOPA(acetonated)-D-Phe-OMe with other diphenylalanine analogues. Furthermore, we showed that the red blood cell-like structures can adsorb and release the anticancer drug, doxorubicin, and therefore might be useful as a system for sustained drug release.