Glutathione sensing mechanism of a fluorescent probe: Excited state intramolecular proton transfer and photoinduced electron transfer | |
Chu, Tian-Shu1,3; Li, Yang2,3; Zhao, Jin-Feng3 | |
刊名 | JOURNAL OF LUMINESCENCE |
2018-12-01 | |
卷号 | 204页码:642-648 |
关键词 | Fluorescent probe Density functional theory Excited state intramolecular proton transfer Photoinduced electron transfer Intramolecular charge transfer |
ISSN号 | 0022-2313 |
DOI | 10.1016/j.jlumin.2018.08.073 |
通讯作者 | Chu, Tian-Shu(tschu@dicp.ac.cn) |
英文摘要 | In this work, the fluorescence turn-on mechanism of glutathione probe azido-substituted 2-(2'-hydroxyphenyl) benzoxazole derivative (AHBO) has been thoroughly studied based on the density functional theory and time-dependent density functional theory methods. The constructed potential energy curves demonstrate that the proton transfer (PT) processes of the probe AHBO and the final product AHBOG after the glutathione-azide reaction are more likely to occur in the first excited state than in the ground state. Results of frontier molecular orbital analyses show that the S-1 state of AHBO is a complete charge-separation state, and the non-radiative acceptor-excited photoinduced electron transfer (a-PET, fluorophore as the electron acceptor) from the excited azide group to the 2-(2'-hydroxyphenyl) benzoxazole (HBO) would take place upon photoexcitation, which is responsible for the fluorescence quenching of the probe AHBO. Whereas, without the electron-rich azide group, the product AHBOG undergoes the excited state intramolecular proton transfer (ESIPT) in conjunction with the weak intramolecular charge transfer (ICT) process in the S-1 state. The absence of the a-PET and the two processes mentioned above provide explanations for the fluorescent enhancement observed with the product AHBOG. |
资助项目 | National Natural Science Foundation of China[21273234] ; National Natural Science Foundation of China[11604333] ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS[SKLMRD-K201817] |
WOS关键词 | SET MODEL CHEMISTRY ; LIVING CELLS ; ANISOTROPIC DIELECTRICS ; DESIGN STRATEGIES ; HYDROGEN-SULFIDE ; CHARGE-TRANSFER ; TOTAL ENERGIES ; HOMOCYSTEINE ; CYSTEINE ; DISCRIMINATION |
WOS研究方向 | Optics |
语种 | 英语 |
出版者 | ELSEVIER SCIENCE BV |
WOS记录号 | WOS:000445668900091 |
资助机构 | National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS ; Open Fund of the State Key Laboratory of Molecular Reaction Dynamics in DICP, CAS |
内容类型 | 期刊论文 |
源URL | [http://cas-ir.dicp.ac.cn/handle/321008/166976] |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
通讯作者 | Chu, Tian-Shu |
作者单位 | 1.Qingdao Univ, Inst Computat Sci & Engn, Growing Base State Key Lab, Lab New Fiber Mat & Modern Text, Qingdao 266071, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China |
推荐引用方式 GB/T 7714 | Chu, Tian-Shu,Li, Yang,Zhao, Jin-Feng. Glutathione sensing mechanism of a fluorescent probe: Excited state intramolecular proton transfer and photoinduced electron transfer[J]. JOURNAL OF LUMINESCENCE,2018,204:642-648. |
APA | Chu, Tian-Shu,Li, Yang,&Zhao, Jin-Feng.(2018).Glutathione sensing mechanism of a fluorescent probe: Excited state intramolecular proton transfer and photoinduced electron transfer.JOURNAL OF LUMINESCENCE,204,642-648. |
MLA | Chu, Tian-Shu,et al."Glutathione sensing mechanism of a fluorescent probe: Excited state intramolecular proton transfer and photoinduced electron transfer".JOURNAL OF LUMINESCENCE 204(2018):642-648. |
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