EventsThe 27th International Electronic Conference on Synthetic Organic Chemistry
Published
with-doi10.3390/ecsoc-27-16099 (registering DOI)
This submission belongs to the session S2. Bioorganic, Medicinal and Natural Products Chemistry of the event The 27th International Electronic Conference on Synthetic Organic Chemistry
Published date
15 Nov, 2023
Academic Editor
author-avatarJulio A. Seijas
Citation
Sónia C. S. Pinto, Raquel C. R. Gonçalves, Milene Costa da Silva, Juan Gallo, Susana P. G. Costa, M. Manuela M. Raposo, “meso-Dimethylaminonaphthyl-BODIPY Derivatives as Fluorescent Probes for Lysosomes and Lipid Droplets Bioimaging”, in Proceedings of The 27th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2023, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-27-16099
Share
Email
Facebook
Twitter
LinkedIn

meso-Dimethylaminonaphthyl-BODIPY Derivatives as Fluorescent Probes for Lysosomes and Lipid Droplets Bioimaging”

image
image
1. Centre of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal, Portugal
2. Advanced (Magnetic) Theranostic Nanostructures Lab., International Iberian Nanotechnology Laboratory, Av. Mestre José Veiga s/n, 4715-330 Braga, Portugal., Portugal
Abstract

Lipid droplets (LDs) and lysosomes are important organelles in cellular metabolism and physiology, playing vital roles in maintaining intracellular homeostasis. LDs not only store and metabolize neutral lipids, but also contribute to energy balance, membrane dynamics, and lipid trafficking within cells. Dysfunctional LDs can lead to metabolic disorders and diseases like obesity, fatty liver diseases, diabetes, and certain cancers. Likewise, lysosomes are acidic organelles that significantly contribute to degrading cellular waste and maintaining cellular health. Irregularities in lysosome function can lead to various diseases, including lysosomal storage disorders, neurodegenerative and metabolic diseases, as well as cancer. Therefore, it is crucial to have reliable imaging tools for exploring these cellular structures.

Fluorescent probes represent a useful tool for studying specific structures or molecules within cells with spatiotemporal precision. These probes enable the visualization of cellular morphology, tracking of molecular processes, and studying biomolecules behaviour in real-time. 3-Difluoroborodipyrromethene (BODIPY) derivatives have stood out in this field due to their outstanding optical and physical properties, low phototoxicity and photobleaching, strong absorption, high quantum yield, and ease of synthesis. In this context, we report two BODIPY-based fluorescent probes, functionalized with formyl group or benzimidazole heterocyclic moiety at position 2 of the BODIPY core, designed for live cell imaging of lysosomes and lipid droplets. In vitro experiments using confocal microscopy in HeLa cells demonstrated the probe's ability to permeate the cell membrane and selectively label lysosomes and lipid droplets without causing any adverse effects on the cultured cells. These BODIPYs represent a promising tool for intracellular detection of lysosomes and lipid droplets through fluorescence imaging.

Keywords
BODIPY
Fluorescent probes
Bioimaging
Lipid droplets
Lysosomes
Manuscript
Assessing the strategic preparation of CPPs: a computational analysis of the impact of different catechol-based ligands
Synthesis and diversification of chiral spirooxindols via organocatalytic cascade reactions