Tripodal BODIPY-Tagged and Functional Molecular Probes: Synthesis, Computational Investigations and Explorations by Multiphoton Fluorescence Lifetime Imaging Microscopy.
Marina LledosDavid G CalatayudFernando Cortezon-TamaritHaobo GeCharareh PourzandStanley W BotchwayMariona SodupeAgustí LledósIan M EgglestonSofia Ioana PascuPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2024)
A range of novel BODIPY derivatives with a tripodal aromatic core was synthesized and characterized spectroscopically. These new fluorophores showed promising features as probes for in vitro assays in live cells and offer strategic routes for further functionalization towards hybrid nanomaterials. Incorporation of biotin tags facilitated proof-of-concept access to targeted bioconjugates as molecular probes. Computational explorations using DFT and TD-DFT calculations identified the most stable tripodal linker conformations and predicted their absorption and emission behavior. The uptake and speciation of these molecules in living prostate cancer cells was imaged by single- and two-photon excitation techniques coupled with two-photon fluorescence lifetime imaging (2P FLIM).
Keyphrases
- living cells
- single molecule
- density functional theory
- fluorescent probe
- high resolution
- induced apoptosis
- fluorescence imaging
- energy transfer
- high throughput
- molecular dynamics
- cell cycle arrest
- molecular dynamics simulations
- cancer therapy
- high speed
- endoplasmic reticulum stress
- amino acid
- optical coherence tomography