Journal ArticleDOI
Aziridinyl Fluorophores Demonstrate Bright Fluorescence and Superior Photostability by Effectively Inhibiting Twisted Intramolecular Charge Transfer
TLDR
In highly polar fluorophores, it is shown that aziridinyl dyes even outperform their azetidinyl analogues in aqueous solution, and proposed one simple mechanism that can explain the vulnerability of quantum yield to hydrogen bond interactions in protonic solvents in various fluorophore families.Abstract:
Replacing conventional dialkylamino substituents with a three-membered aziridine ring in naphthalimide leads to significantly enhanced brightness and photostability by effectively suppressing twisted intramolecular charge transfer formation. This replacement is generalizable in other chemical families of fluorophores, such as coumarin, phthalimide, and nitrobenzoxadiazole dyes. In highly polar fluorophores, we show that aziridinyl dyes even outperform their azetidinyl analogues in aqueous solution. We also proposed one simple mechanism that can explain the vulnerability of quantum yield to hydrogen bond interactions in protonic solvents in various fluorophore families. Such knowledge is a critical step toward developing high-performance fluorophores for advanced fluorescence imaging.read more
Citations
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Journal ArticleDOI
An Emerging Molecular Design Approach to Heavy-Atom-Free Photosensitizers for Enhanced Photodynamic Therapy under Hypoxia
Van-Nghia Nguyen,Sujie Qi,Sangin Kim,Nahyun Kwon,Gyoungmi Kim,Yubin Yim,Sungnam Park,Juyoung Yoon +7 more
TL;DR: The ROS generation ability of MANi-S was suppressed under physiological conditions due to their self-assembly and was significantly recovered in cancer cells and cellular experiments showed that MANI-S still produced a considerable amount of ROS even under severely hypoxic conditions (1% O2) through a type-I mechanism.
Journal ArticleDOI
Twisted intramolecular charge transfer (TICT) and twists beyond TICT: from mechanisms to rational designs of bright and sensitive fluorophores
TL;DR: The twisted intramolecular charge transfer (TICT) mechanism has guided the development of numerous bright and sensitive fluorophores as mentioned in this paper, with emphasis on understanding the structure-property relationships between the twisted geometries and how they can directly affect the fluorescence of the molecules.
Journal ArticleDOI
An enzyme-activatable probe liberating AIEgens: on-site sensing and long-term tracking of β-galactosidase in ovarian cancer cells
Kaizhi Gu,Wanshan Qiu,Zhiqian Guo,Chenxu Yan,Shiqin Zhu,Defan Yao,Ping Shi,He Tian,Weihong Zhu +8 more
TL;DR: An enzyme-regulated liberation strategy to in situ generate AIEgen nanoaggregates for on-site sensing and long-term tracking of β-galactosidase in ovarian cancer cells is described.
Journal ArticleDOI
BODIPY-Based Two-Photon Fluorescent Probe for Real-Time Monitoring of Lysosomal Viscosity with Fluorescence Lifetime Imaging Microscopy.
Ling-Ling Li,Kun Li,Meng-Yang Li,Lei Shi,Yan-Hong Liu,Hong Zhang,Sheng-Lin Pan,Nan Wang,Qian Zhou,Xiao-Qi Yu +9 more
TL;DR: A BODIPY-based two-photon fluorescent probe was presented for monitoring lysosomal viscosity with high spatial and temporal resolution and Lyso-B succeeded in showing the impact of dexamethasone in real time.
Journal ArticleDOI
Quantitative Design of Bright Fluorophores and AIEgens by the Accurate Prediction of Twisted Intramolecular Charge Transfer (TICT)
Chao Wang,Chao Wang,Qinglong Qiao,Weijie Chi,Jie Chen,Wenjuan Liu,Davin Tan,Scott McKechnie,Da Lyu,Xiao-Fang Jiang,Wei Zhou,Ning Xu,Qisheng Zhang,Zhaochao Xu,Xiaogang Liu +14 more
TL;DR: Based on a comprehensive comparison of various representative exchange-correlation functionals and solvent formalisms, a reliable and generalizable computational approach is established for modeling TICT formations of popular organic fluorophores with time-dependent density functional theory (TD-DFT).
References
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Journal ArticleDOI
Structural Changes Accompanying Intramolecular Electron Transfer: Focus on Twisted Intramolecular Charge-Transfer States and Structures
TL;DR: The Rehybridization of the Acceptor (RICT) and Planarization ofThe Molecule (PICT) III is presented, with a comparison of the effects on yield and radiationless deactivation processes.
Journal ArticleDOI
HaloTag: A Novel Protein Labeling Technology for Cell Imaging and Protein Analysis
Georgyi V. Los,Lance P. Encell,Mark McDougall,Danette Hartzell,Natasha Karassina,Chad Zimprich,Monika G. Wood,Randy Learish,Rachel Friedman Ohana,Marjeta Urh,Daniel J. Simpson,Jacqui Méndez,Kris Zimmerman,Paul Otto,Gediminas Vidugiris,Ji Zhu,Aldis Darzins,Dieter Klaubert,Robert F. Bulleit,Keith V. Wood +19 more
TL;DR: The utility of this modular protein tagging system for cellular imaging and protein immobilization is demonstrated by analyzing multiple molecular processes associated with NF-kappaB-mediated cellular physiology, including imaging of subcellular protein translocation and capture of protein--protein and protein--DNA complexes.
Journal ArticleDOI
Super-Resolution Fluorescence Microscopy
TL;DR: It is anticipated that super-resolution fluorescence microscopy will become a widely used tool for cell and tissue imaging to provide previously unobserved details of biological structures and processes.
Journal ArticleDOI
Evaluation of fluorophores for optimal performance in localization-based super-resolution imaging
Graham T. Dempsey,Joshua C. Vaughan,Joshua C. Vaughan,Kok Hao Chen,Mark Bates,Xiaowei Zhuang,Xiaowei Zhuang +6 more
TL;DR: This analysis quantitatively characterized the switching properties of 26 organic dyes and directly related these properties to the quality of super-resolution images, providing guidelines for characterization ofsuper-resolution probes and a resource for selecting probes based on performance.
Journal ArticleDOI
A general method to improve fluorophores for live-cell and single-molecule microscopy
Jonathan B. Grimm,Brian P. English,Jiji Chen,Joel P Slaughter,Zhengjian Zhang,Andrey Revyakin,Ronak Patel,John J. Macklin,Davide Normanno,Robert H. Singer,Timothée Lionnet,Luke D. Lavis +11 more
TL;DR: Inspired by molecular modeling, the N,N-dimethylamino substituents in tetramethylrhodamine are replaced with four-membered azetidine rings, which doubles the quantum efficiency and improves the photon yield of the dye in applications ranging from in vitro single-molecule measurements to super-resolution imaging.