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Theoretical investigation on the fluorescent sensing mechanism for recognizing formaldehyde: TDDFT calculation and excited-state nonadiabatic dynamics |
| Yunfan Yang(杨云帆)1,3,†, Lujia Yang(杨璐佳)1, Fengcai Ma(马凤才)2, Yongqing Li(李永庆)2,‡, and Yue Qiu(邱岳)4 |
1 Key Laboratory for Microstructural Material Physics of Hebei Province, School of Science, Yanshan University, Qinhuangdao 066004, China;
2 Department of Physics, Liaoning University, Shenyang 110036, China;
3 State Key Laboratory of Molecular Reaction Dynamics, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China;
4 Grimwade Centre for Cultural Materials Conservation, School of Historical and Philosophical Studies, Faculty of Arts University of Melbourne, Parkville, VIC 3052, Australia |
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Abstract Inspired by the activity-based sensing method, the hydrazine-modified naphthalene derivative (Naph1) was synthesized and used as a fluorescent probe to detect formaldehyde (FA) in living cells. Through the condensation reaction between the probe Naph1 and analyte FA, researchers observed a ～ 14 folds enhancement of fluorescent signal around 510 nm in an experiment, realizing the high selectivity and sensitivity detection of FA. However, a theoretical understanding of the sensing mechanism was not provided in the experimental work. Given this, the light-up fluorescent detecting mechanism was in-depth unveiled by performing the time-dependent density functional theory (TDDFT) and the complete active space self-consistent field (CASSCF) theoretical calculations on excited-state intramolecular proton transfer (ESIPT) and non-adiabatic excited-state dynamics simulation. The deactivation channel of S1/T2 intersystem crossing (ISC) was turned off to successfully recognize FA. Insight into the ESIPT-based fluorescent detecting mechanism indicated that ESIPT was essential to light-up fluorescent probes. This work would provide a new viewpoint to develop ESIPT-based fluorescent probes for detecting reactive carbon species in vivo or vitio.
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Received: 02 June 2022
Revised: 29 June 2022
Accepted manuscript online: 13 July 2022
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PACS:
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78.47.da
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(Excited states)
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33.15.Hp
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(Barrier heights (internal rotation, inversion, rotational isomerism, conformational dynamics))
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87.15.ht
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(Ultrafast dynamics; charge transfer)
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33.20.-t
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(Molecular spectra)
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| Fund: Project supported by the National Natural Science Foundation of China (Grant No. 12104392); the Natural Science Foundation of Hebei Province, China (Grant No. B2021203017); the High-Level Innovative Talents Program of Shenyang City (Grant No. RC200565); and the Innovation Capability Improvement Project of Hebei Province, China (Grant No. 22567605H). The numerical calculations in this paper have been done on the supercomputing system in the High-Performance Computing Center of Yanshan University. |
Corresponding Authors:
Yunfan Yang, Yongqing Li
E-mail: yangyunfan2626@163.com;yqli@lnu.edu.cn
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Cite this article:
Yunfan Yang(杨云帆), Lujia Yang(杨璐佳), Fengcai Ma(马凤才), Yongqing Li(李永庆), and Yue Qiu(邱岳) Theoretical investigation on the fluorescent sensing mechanism for recognizing formaldehyde: TDDFT calculation and excited-state nonadiabatic dynamics 2023 Chin. Phys. B 32 057801
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