NanoFN10: A High-Contrast Turn-On Fluorescence Nanoprobe for Multiphoton Singlet Oxygen Imaging
Abstract
:1. Introduction
2. Materials and Methods
2.1. General Materials
2.2. General Synthetic Remarks
2.3. Synthesis of FN10 [(E)-(5-(2-(Naphtho[1,2-d]oxazol-2-yl)vinyl)furan-2-yl)methanol]
2.4. Isolation and Identification of the FN10 Oxidation Product (FN10-ox)
2.5. Synthesis of the Silylated PEG-Amino Linker [(EtO)3Si-L-NH2)]
2.6. Synthesis of Silylated Rose Bengal [(MeO)3Si-RB: 2,4,5,7-Tetraiodo-3-oxo-9-(2,3,4,5-tetrachloro-6-((3-(trimethoxysilyl)-propoxy)-carbonyl)-phenyl)-3H-xanthen-6-olate]
2.7. Synthesis of Mesoporous Silica Nanoparticles (MSNP)
2.8. Grafting of Rose Bengal onto Mesoporous Silica Nanoparticles (MSNP-RB)
2.9. Grafting of the Sylilated PEG-Amino Linker onto Mesoporous Silica Nanoparticles
2.10. Grafting of Carboxylic-Acid Groups on the MSNP-L-NH-CO-CH2-CH2-COOH and RB-MSNP-L-NH-CO-CH2-CH2-COOH Nanoparticles
2.11. Synthesis of NanoFN10 [MSNP-L-NH-CO-CH2-CH2-CO-O-FN10] and NanoFN10RB [MSNP-L-NH-CO-CH2-CH2-CO-O-FN10]
2.12. Determination of the Hydrodynamic Size, ζ-Potential, and Organic Elemental Analysis of the Synthesized Nanoparticles
2.13. One-Photon Spectroscopy
2.14. Two-Photon Spectroscopy
2.15. Cell Culture
2.16. Microscopy Analysis
3. Results and Discussion
3.1. Synthesis and Characterization of the Molecular Probe FN10
3.2. Reactivity of FN10 with Singlet Oxygen
3.3. Synthesis and Characterization of the Nanoprobe NanoFN10
3.4. Imaging of Singlet Oxygen in Cells
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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FN10 | |
λabs/nm | 363 |
ε/cm−1M−1 | 4.3 × 104 |
λflu/nm | 439 |
ΦF | 0.005 |
ΦΔ | 0.003 |
kq/M−1s−1 | 3.0 × 107 |
kr/M−1s−1 | 1.7 × 107 |
FN10-ox | |
λabs/nm | 335 |
λflu/nm | 405 |
Fluorescence enhancement | 180 (at 400 nm) |
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Zanocco, R.P.; Bresolí-Obach, R.; Nájera, F.; Pérez-Inestrosa, E.; Zanocco, A.L.; Lemp, E.; Nonell, S. NanoFN10: A High-Contrast Turn-On Fluorescence Nanoprobe for Multiphoton Singlet Oxygen Imaging. Sensors 2023, 23, 4603. https://doi.org/10.3390/s23104603
Zanocco RP, Bresolí-Obach R, Nájera F, Pérez-Inestrosa E, Zanocco AL, Lemp E, Nonell S. NanoFN10: A High-Contrast Turn-On Fluorescence Nanoprobe for Multiphoton Singlet Oxygen Imaging. Sensors. 2023; 23(10):4603. https://doi.org/10.3390/s23104603
Chicago/Turabian StyleZanocco, Renzo P., Roger Bresolí-Obach, Francisco Nájera, Ezequiel Pérez-Inestrosa, Antonio L. Zanocco, Else Lemp, and Santi Nonell. 2023. "NanoFN10: A High-Contrast Turn-On Fluorescence Nanoprobe for Multiphoton Singlet Oxygen Imaging" Sensors 23, no. 10: 4603. https://doi.org/10.3390/s23104603