Article
Chemistry, Physical
Xiao Luo, Wei Shi, Yunfan Yang, Yongqing Li
Summary: The study introduced a new fluorescence probe HMBT-LW, successfully detecting O-2(center dot)- ions in living organisms and exploring its excited intramolecular proton transfer mechanism. The experimental results indicated that the emitted fluorescence originated from the isomer structure of HMBT.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Chemistry, Applied
Catia I. C. Esteves, Luis F. B. Fontes, A. Filipa N. Borges, Joao Rocha, Artur M. S. Silva, Samuel Guieu
Summary: It is discovered that 2'-aminochalcones with a strong push-pull character exhibit dual emission due to the Excited State Intramolecular Proton Transfer (ESIPT) between ketoenamine and enol-imine tautomers. The strength of hydrogen bonds is correlated with the tautomerization energy gap, depending on the electron donating or electron withdrawing group on the amine.
Article
Chemistry, Multidisciplinary
Ke Liu, Jing Zhang, Qiyuan Shi, Liping Ding, Taihong Liu, Yu Fang
Summary: This study reports a new strategy for tuning excited-state intramolecular proton transfer (ESIPT) by incorporating an excited-state intramolecular charge transfer (ESICT) process. Three o-carborane derivatives were designed to selectively detect mustard gas simulant using film-based fluorescence sensing. This work provides a reliable strategy for creating high-performance sensing fluorophores via ESIPT manipulation.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Analytical
Chen Li-Yan, Wu Di
Summary: A ratiometric fluorescence probe HBT-CN was developed for rapid and sensitive detection of HOCl in live cells, demonstrating high specificity and cell membrane permeability.
CHINESE JOURNAL OF ANALYTICAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Junghwa Lee, Pyoungsik Shin, Pi-Tai Chou, Taiha Joo
Summary: The excited state intramolecular proton transfer (ESIPT) dynamics of o-hydroxy analogs of the GFP chromophore were investigated using time-resolved spectroscopies and theoretical calculations. These compounds are an ideal system for studying the influence of electronic properties on the energetics and dynamics of ESIPT, as well as for applications in photonics. Through high-resolution time-resolved fluorescence and quantum chemical methods, the ultrafast ESIPT process was observed in 30 fs. While the ESIPT rates were not affected by the electronic properties of the substituents, the energetics, structures, dynamics following ESIPT, and possibly the product species were found to be distinct. The results suggest that fine tuning the electronic properties of these compounds can modify the molecular dynamics of ESIPT and subsequent structural relaxation to achieve brighter emitters with broad tuning capabilities.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Physical
Xiaohan Zhang, Hongbin Zhuang, Guijie Zhao, Qiang Guo, Wei Shi
Summary: The redox balance between HClO and H2S is crucial for the physiological and pathological properties of organisms. Shen et al. synthesized a reversible ratiometric fluorescence probe BT-Se for the detection of HClO and H2S. The study investigated the luminescence mechanism and attribution of fluorescence peaks, providing important theoretical basis for the detection of photophysical phenomena in reversible ratiometric fluorescent probes.
Article
Optics
Guijie Zhao, Yunfan Yang, Chengyuan Zhang, Yuzhi Song, Yongqing Li
Summary: This study investigates the excited-state intramolecular proton transfer (ESIPT) reaction mechanism of a novel chromophore BTS using density functional theory (DFT) and time-dependent density functional theory (TD-DFT) methods. The research shows that the intramolecular hydrogen bonding is enhanced under the excited state, providing driving force for the ESIPT process.
JOURNAL OF LUMINESCENCE
(2021)
Article
Chemistry, Applied
Li-Xia Wang, Jing-Tao Zhang, Xin Sun, Da-Wei Yang, Ya-Lin Tang
Summary: Chiral supramolecules exhibit superior recognition and catalytic abilities due to their chiral and self-assembly features. The constructed chiral H-aggregates in this study can specifically recognize DNA G-quadruplexes and enhance fluorescence intensity through binding of MeCy monomer.
Article
Chemistry, Multidisciplinary
Naoya Suzuki, Tomoya Kubota, Naoki Ando, Shigehiro Yamaguchi
Summary: A new design strategy for an excited-state intramolecular proton transfer (ESIPT) fluorophore capable of functioning in acidic media has been reported. By utilizing an intramolecular charge-transfer transition, the fluorophore undergoes proton transfer from the amine to the pyridine moiety in the excited state, resulting in significantly red-shifted emission wavelength and increased fluorescence quantum yield.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Biochemistry & Molecular Biology
Junhan Xie, Ziyu Wang, Ruixue Zhu, Jiaming Jiang, Tsu-Chien Weng, Yi Ren, Shuhua Han, Yifan Huang, Weimin Liu
Summary: In this study, a bis-benzimidazole derivative (BBM) molecule consisting of two 2-(2 '-hydroxyphenyl) benzimidazole (HBI) halves was synthesized and used as a ratiometric fluorescence sensor for sensitive detection of Cu2+ based on enol-keto excited-state intramolecular proton transfer (ESIPT). The primary photodynamics of the BBM molecule were investigated using femtosecond stimulated Raman spectroscopy, time-resolved electronic spectroscopies, and quantum chemical calculations. The results showed that ESIPT occurred only in one of the HBI halves with a time constant of 300 fs, followed by rotation of the dihedral angle between the two HBI halves and generation of a planarized BBM-keto* isomer in 3 ps, resulting in a dynamic redshift of BBM-keto* emission.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Multidisciplinary
Wenhao Shao, Jie Hao, Hanjie Jiang, Paul M. Zimmerman, Jinsang Kim
Summary: Metal-free organic triplet emitters, with tunable emission and responsive to environmental stimuli, have great potential in solid-state lighting, sensors, and anti-counterfeiting systems. A novel excited-state intramolecular proton transfer system is proposed, showing simultaneous activation of thermally activated delayed fluorescence and room-temperature phosphorescence from both keto and enol tautomers.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Review
Biochemistry & Molecular Biology
Hem C. Joshi, Liudmil Antonov
Summary: Excited-state intramolecular proton transfer (ESIPT) has become an attractive research field with various aspects such as excitation wavelength dependence, anti-Kasha ESIPT, fast and slow ESIPT, reversibility and irreversibility, hydrogen bonding, and geometrical factors. Studies also involve excited-state double proton transfer (ESDPT) mechanisms including concerted and stepwise processes.
Article
Chemistry, Multidisciplinary
Yong Ren, Lei Zhou, Xin Li
Summary: Novel strategies were developed to optimize the photophysical properties of organic fluorophores for imaging probes. By mimicking the excited-state intramolecular proton transfer (ESIPT) effect, a series of 2-(2-hydroxyphenyl)-benzothiazole (HBT) derivatives were designed by complexing the heteroatoms therein with a boron atom, resulting in significant red-shifted emission wavelengths, enhanced quantum yields, and minimal impact on molecular size. Notably, compounds 12B and 13B emitted in the near-infrared region, making them among the smallest organic structures with emission above 650 nm.
FRONTIERS IN CHEMISTRY
(2021)
Article
Chemistry, Physical
Yuanchun Li, Xueqin Bai, Runhui Liang, Xiting Zhang, Yen H. Nguyen, Brett VanVeller, Lili Du, David Lee Phillips
Summary: Decorating with electron-withdrawing groups such as thiadiazol and pyrazine on the hydroxyphenyl ring strongly inhibits the proton-transfer processes in the excited states of compounds 1 and 2. However, compound 3, modified with a phenanthrol ring, shows rare increases in the ESIPT process due to reduced effective conjugation compared with HBO.
JOURNAL OF PHYSICAL CHEMISTRY B
(2021)
Article
Chemistry, Inorganic & Nuclear
Sangita Das, Partha Pratim Das, James W. Walton, Kakali Ghoshal, Lakshman Patra, Maitree Bhattacharyya
Summary: Detection of biological phosphate is important and a new ratiometric fluorescent probe BTP is developed for its detection. The probe undergoes a unique phosphate induced hydrolytic reaction, leading to a colorimetric change and fluorescence intensity enhancement in the presence of phosphate ion. The probe shows high sensitivity and specificity, making it suitable for monitoring phosphate ion in biological samples.
DALTON TRANSACTIONS
(2022)