Recent progresses in fluorescent probes for detection of polarity

Xiao, Haibin; Li, Ping; Tang, Bo

doi:10.1016/j.ccr.2020.213582

Cited by 189 publications

(115 citation statements)

References 99 publications

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“…In this work, we reported a novel GFP chromophore-derived fluorogenic dye (compound 1) that adopted dimethylamine (-NMe 2 ) as an electron donor and exhibited a dramatic dependence of FQY on solvent polarity, making this small organic molecule (with current and engineerable properties: non-toxic, cell-permeable, robust fluorescence, photostable, on-demand labeling) a potential polarity sensor for in vitro or in vivo applications [2,23,67]. Quantum calculations suggested the favorable formation of a dark TICT state from the near-planar FS, caused by facile rotation of the -NMe 2 group in the electronic excited state.…”

Section: Discussionmentioning

confidence: 99%

“…This peculiar phenomenon was ascribed to radiative emission from higher vibronic levels of the TICT state and thus referred to as hot fluorescence [20]. Nevertheless, the TICT-induced fluorescence sensitivity to solvent polarity renders it possible to develop polarity sensors for in vitro and in vivo applications (typically with nanomolar concentration and photostability under visible light irradiation for tens of minutes in fluorescence microscopy) [21][22][23] with a quantitative characterization of the solute-fluorescence-solvent-polarity relationships in various regions of interest.…”

Section: Introductionmentioning

confidence: 99%

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A Novel Dialkylamino GFP Chromophore as an Environment-Polarity Sensor Reveals the Role of Twisted Intramolecular Charge Transfer

et al. 2021

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We discovered a novel fluorophore by incorporating a dimethylamino group (–NMe2) into the conformationally locked green fluorescent protein (GFP) scaffold. It exhibited a marked solvent-polarity-dependent fluorogenic behavior and can potentially find broad applications as an environment-polarity sensor in vitro and in vivo. The ultrafast femtosecond transient absorption (fs-TA) spectroscopy in combination with quantum calculations revealed the presence of a twisted intramolecular charge transfer (TICT) state, which is formed by rotation of the –NMe2 group in the electronic excited state. In contrast to the bright fluorescent state (FS), the TICT state is dark and effectively quenches fluorescence upon formation. We employed a newly developed multivariable analysis approach to the FS lifetime in various solvents and showed that the FS → TICT reaction barrier is mainly modulated by H-bonding capability instead of viscosity of the solvent, accounting for the observed polarity dependence. These deep mechanistic insights are further corroborated by the dramatic loss of fluorogenicity for two similar GFP-derived chromophores in which the rotation of the –NMe2 group is inhibited by structural locking.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A Novel Dialkylamino GFP Chromophore as an Environment-Polarity Sensor Reveals the Role of Twisted Intramolecular Charge Transfer

et al. 2021

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“…Polarity is critical for many metabolic reaction processes, and abnormal polarity is related to pathological processes 37 . Studies have demonstrated that normal cells have a larger polarity of LDs compared to cancer cells.…”

Section: Resultsmentioning

confidence: 99%

High-fidelity carbon dots polarity probes: revealing the heterogeneity of lipids in oncology

Sun

Geng

et al. 2022

Light Sci Appl

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Polarity is an integral microenvironment parameter in biological systems closely associated with a multitude of cellular processes. Abnormal polarity variations accompany the initiation and development of pathophysiological processes. Thus, monitoring the abnormal polarity is of scientific and practical importance. Current state-of-the-art monitoring techniques are primarily based on fluorescence imaging which relies on a single emission intensity and may cause inaccurate detection due to heterogeneous accumulation of the probes. Herein, we report carbon dots (CDs) with ultra-sensitive responses to polarity. The CDs exhibit two linear relationships: one between fluorescence intensity and polarity and the other between polarity and the maximum emission wavelength. The emission spectrum is an intrinsic property of the probes, independent of the excitation intensity or probe concentration. These features enable two-color imaging/quantitation of polarity changes in lipid droplets (LDs) and in the cytoplasm via in situ emission spectroscopy. The probes reveal the polarity heterogeneity in LDs which can be applied to make a distinction between cancer and normal cells, and reveal the polarity homogeneity in cytoplasm.

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“…[25][26][27][28][29][30][31][32][33][34][35] In particular, small-molecule fluorescent probes exhibit some unique merits, including facile synthesis and modification, excellent penetration and targeting ability and satisfactory reproducibility. [36][37][38][39][40][41][42][43][44][45][46][47][48][49][50] Consequently, numerous small-molecule fluorescent probes have been explosively fabricated to explore ER as well as its corresponding active species in recent years. However, this interesting and frontier topic has not been reviewed systematically so far.…”

Section: Introductionmentioning

confidence: 99%

Recent progress in small-molecule fluorescent probes for endoplasmic reticulum imaging in biological systems

Tang

Zhai

et al. 2022

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Recent progresses in fluorescent probes for detection of polarity

Cited by 189 publications

References 99 publications

A Novel Dialkylamino GFP Chromophore as an Environment-Polarity Sensor Reveals the Role of Twisted Intramolecular Charge Transfer

A Novel Dialkylamino GFP Chromophore as an Environment-Polarity Sensor Reveals the Role of Twisted Intramolecular Charge Transfer

High-fidelity carbon dots polarity probes: revealing the heterogeneity of lipids in oncology

Recent progress in small-molecule fluorescent probes for endoplasmic reticulum imaging in biological systems

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