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Measuring Interactions between Fluorescent Probes and Lignin in Plant Sections by sFLIM Based on Native Autofluorescence
Published on: January 2, 2020
Fluorescent probes based on 1,8-naphthalimide derivatives with large Stokes shift for dynamic monitoring of organelle
Long-Kun Li1, Qi Lin1, Ru Sun1
1College of Chemistry, Chemical Engineering and Material Science, Soochow University, No. 199 Ren'Ai Road, Suzhou, 215123, China.
Abstract:
Fluorescent probes with long wavelengths and large Stokes shift serve as effective tools for observing the dynamic changes of lipid droplets (LDs) and lysosomes in living cells. However, conventional 1,8-naphthalimide probes are limited by their relatively short emission wavelengths. Therefore, by combining 1,8-naphthylimide derivatives as electron acceptors with 9,10-dihydroacridine as electron donors, three polarity-responsive fluorescent probes 2a-2c with twisted intramolecular charge transfer (TICT) effects were designed, specifically targeting different organelles, respectively. All three probes 2a-2c exhibited significant Stokes shift (∼210 nm), long emission wavelengths (up to 601 nm), with polarity response ranges of 0 %-40 %, 0 %-70 %, and 0 %-60 % water content, respectively. As solvent polarity increased, their fluorescence intensity decreased significantly (18 - 22-fold) and emission wavelengths red-shift (71 - 95 nm). They exhibited excellent photostability, pH stability, and selectivity in complex physiological environments. Moreover, probes 2a-2b could monitor real-time changes in LDs and lysosomal polarity during oxidative stress (H2O2) and chloroquine (CQ) treatment, respectively. Additionally, they could dynamically track organelle interactions (fusion, division, and migration) in live cells under lipopolysaccharide (LPS) or dimethyl sulfoxide (DMSO) stimulation. These results underscore the applicability of probes 2a-2b for studying organelle microenvironments and their roles in disease-related processes.
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