期刊
JOURNAL OF MOLECULAR LIQUIDS
卷 361, 期 -, 页码 -出版社
ELSEVIER
DOI: 10.1016/j.molliq.2022.119555
关键词
ESIPT; Intermolecular hydrogen bond; Hole-electron analyzing; IGMH
资金
- Open Project of SKLMRD (the open fund of the state key laboratory of molecular reaction dynam-ics in DICP, CAS)
- General Program from Education depart-ment of Liaoning Province [LJKZ0534]
This study investigates the proton transfer and fluorescence characteristics of 1'-hydroxy-2'-acetonaphthone (HAN) in different microenvironments. The researchers used density functional theory (DFT) and time-dependent density functional theory (TD-DFT) to reveal the mechanism behind the fluorescence properties of HAN. The study found that the hydrogen bond dynamics in high-polar aqueous solution and low-polar hydrophobic pocket play a significant role in the fluorescence characteristics of HAN.
1'-hydroxy-2'-acetonaphthone (HAN) is a useful fluorescence probe based on excited state intramolecular proton transfer (ESIPT). A number of experiments had explored the fluorescence properties of HAN in different microenvironments and applied HAN to bioimaging. However, the mechanism of fluorescence properties of HAN in different microenvironments was not been fully reported. Thus, our research aims to investigate the proton transfer (PT) and fluorescence characteristics of HAN in different microenvironments, focusing on revealing the hydrogen bond dynamics in high-polar aqueous solution (HAN-H2O) and low-polar hydrophobic pocket of bovine serum albumin by the density functional theory (DFT) and time-dependent density functional theory (TD-DFT). Explicit water molecules were placed around HAN to simulate the hydrogen bond interactions between HAN and the water molecules in an aqueous solution. The intermolecular hydrogen bonds slightly affect the geometric structures of HAN, but would inhibit the ESIPT process while increasing the charge transfer distance, leading to red shift of fluorescence. Upon photoexcitation, the intramolecular hydrogen bond had been strengthened, providing the driving force of PT, which resulted in HAN and HAN-H2O undergoing ultrafast ESIPT process. Meanwhile, after photoexcitation, the intermolecular hydrogen bonds were significantly enhanced, decreasing the energy of HAN-H2O in the excited state and promoted the radiationless deactivation of HAN-H2O. Therefore, HAN has weak fluorescence in the aqueous solution. (C) 2022 Elsevier B.V. All rights reserved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据