Excellent benzocoumarin-based ratiometric two-photon fluorescent probe for H2O2 detection
| العنوان: | Excellent benzocoumarin-based ratiometric two-photon fluorescent probe for H2O2 detection |
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| المؤلفون: | Chun Zhang, Xue-Li Hao, Zi-Jing Guo, Ai-Min Ren |
| المصدر: | Physical Chemistry Chemical Physics. 21:281-291 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 2019. |
| سنة النشر: | 2019 |
| مصطلحات موضوعية: | Chemistry, Transition dipole moment, General Physics and Astronomy, 02 engineering and technology, Electronic structure, Derivative, 010402 general chemistry, 021001 nanoscience & nanotechnology, Photochemistry, 01 natural sciences, Fluorescence, Spectral line, 0104 chemical sciences, Two-photon excitation microscopy, Molecule, Density functional theory, Physical and Theoretical Chemistry, 0210 nano-technology |
| الوصف: | The level of hydrogen peroxide (H2O2) plays an essential role in regulating biological processes. The in vivo or in vitro detection of H2O2 in deep tissues by utilizing two-photon (TP) fluorescent probes can significantly alleviate the detection damage inflicted onto living organisms as well as facilitate high-resolution imaging when compared with one-photon (OP) fluorescent probes. However, few TP fluorescent probes possess both high fluorescence efficiency and easily distinguishable spectra for measuring H2O2. Therefore, an in-depth understanding of the relationship between the electronic structure and TP fluorescent properties and fabricating probes with excellent performance are still challenging. Consequently, we designed a series of benzocoumarin-based ratiometric TP fluorescent probes and corresponding product molecules for H2O2 detection. Thereafter, we theoretically evaluated the TP recognition performance of these compounds and studied the relationship between their molecular structure and TP performance by means of time-dependent density functional theory and quadratic response theory. Moreover, we determined their spectral properties and fluorescence efficiencies. Fortunately, in this study, we were able to propose an excellent TP probe BC-3 and the corresponding product molecule DCCA-3, which exhibit large TPA cross-sections in the NIR region (3420 GM/988 nm; 316 GM/939 nm) and large Stokes (116 nm; 60 nm) and emission (225 nm) shifts. Therefore, this probe enables the simultaneous NIR and TP imaging of H2O2, which is a unique ability and has never been previously reported. Moreover, we comprehensively investigated the effect of the benzene-fused position in the coumarin backbone on the transition dipole moment and nonradiative decay channels, explaining the fluorescence near-quenching mechanism of benzo[f]coumarin derivative DCCA-4 for the first time. |
| تدمد: | 1463-9084 1463-9076 |
| DOI: | 10.1039/c8cp06050a |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::b96e41bdfc672efe2d30f34b5201b2ba https://doi.org/10.1039/c8cp06050a |
| Rights: | CLOSED |
| رقم الانضمام: | edsair.doi...........b96e41bdfc672efe2d30f34b5201b2ba |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14639084 14639076 |
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| DOI: | 10.1039/c8cp06050a |