Discriminatory Interaction Behavior of Lipid Vesicles toward Diversely Emissive Carbon Dots Synthesized from Ortho, Meta, and Para Isomeric Carbon Precursors

Abstract

Photoluminescent carbon dots (C-dots) are widely used for bioimaging techniques to study different cellular processes. However, biocompatibility of C-dots is crucial because the wrong selection of C-dots may lead to an adverse effect on a particular cellular process. Herein, we investigate the interaction of zwitterionic lipid vesicles with photoluminescent C-dots derived from different isomeric (ortho, meta, and para) precursors of phenylenediamine (PDA) by spectroscopic and microscopic imaging techniques as well as dynamic light scattering methods. The study reveals that interaction of lipid vesicles with C-dots is highly dependent on the properties of the isomeric precursors. We find that vesicles retain their morphology upon interaction with ortho C-dots (oCD). The microscopic images reveal that oCD are selectively embedded in the lipid vesicles and can effectively be used for imaging purpose. On the contrary, meta and para C-dots (mCD and pCD) being located on the interfacial region induce aggregation in the vesicles. We explain the observation in terms of the location of the C-dots on the lipid vesicles, their electrostatic attraction at the vesicle interface, possible cross-linking with other vesicles and different hydration features of the isomeric precursors of the C-dots. The study may be helpful in understanding the interactions and attachment processes of C-dots at the interface of biological membranes. © 2020 American Chemical Society.