Naphthalimide based fluorescent organic nanoparticles in selective sensing of Fe3+ and as a diagnostic probe for Fe2+/Fe3+ transition

Abstract

Fluorescent organic nanoparticles (FONPs) have attracted considerable attention as a practical and effective platform for sensing and imaging applications. The present article delineates the fabrication of FONPs derived from the naphthalimide based histidine appended amphiphile, NID. The self-assembly of NID in 99 vol% water in DMSO led to the formation of FONPs through J-type aggregation. Aggregation-induced emission (AIE) was observed due to the pre-associated excimer of NID with bluish green emission at 470 nm along with intramolecular charge transfer (ICT). The emission of NID FONPs was utilized for selective sensing of Fe³⁺ and bioimaging of Fe³⁺ inside mammalian cells. The fluorescence intensity of the FONPs was quenched with the gradual addition of Fe³⁺ due to the formation of a 1 : 1 stoichiometric complex with the histidine residue of NID. The morphology of the FONPs transformed from spherical to spindle upon the complex formation of NID with Fe³⁺. The limit of detection (LOD) of this AIE based turn-off chemosensor for Fe³⁺ was found to be 12.5 ± 1.2 μM having high selectivity over other metal ions. On the basis of the very low cytotoxicity and selective sensing of Fe³⁺, NID FONPs were successfully employed for bioimaging of Fe³⁺ ions through fluorescence quenching within mammalian cells (NIH3T3, B16F10). Considering the varying oxidative stress inside different cells, NID FONPs were used for detecting Fe²⁺ to Fe³⁺ redox state transition selectively inside cancer cells (B16F10) in comparison to non-cancerous cells (NIH3T3). Selective sensing of cancer cells was substantiated by co-culture experiment and flow cytometry. Hence, NID FONPs can be a selective diagnostic probe for cancer cells owing to their higher H₂O₂ content.