ESIPT-based fluorescent probe for bioimaging and identification of group IIIA ions in live cells and zebrafish

Zheng, Qinxiang; Ding, Feng; Hu, Xinming; Feng, Jiayao; Shen, Jianliang; He, Xiaojun

doi:10.1016/j.bioorg.2021.104746

Cited by 45 publications

(9 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Especially, fluorescent imaging agents can be used to kill cancerous cells under external stimuli, such as light irradiation. 8,9 Therefore, activatable fluorescent probes should be promising candidates for simultaneous diagnosis and therapy of PC. Although a few activatable fluorescent probes have been presented for PC imaging so far, 10,11 none of them can kill PC cells.…”

Section: ■ Introductionmentioning

confidence: 99%

“…In contrast, activatable fluorescent probes, whose fluorescence can be specifically triggered by biological species overexpressed in the tumor sites, display high sensitivity, real-time monitoring, and high tumor-to-normal signal-to-noise ratio. Especially, fluorescent imaging agents can be used to kill cancerous cells under external stimuli, such as light irradiation. , Therefore, activatable fluorescent probes should be promising candidates for simultaneous diagnosis and therapy of PC. Although a few activatable fluorescent probes have been presented for PC imaging so far, , none of them can kill PC cells.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

NQO-1 Enzyme-Activated NIR Theranostic Agent for Pancreatic Cancer

Peng

Chen

et al. 2022

Anal. Chem.

Self Cite

View full text Add to dashboard Cite

Pancreatic cancer (PC) is one of the most lethal cancers worldwide, which is usually diagnosed in the advanced stage and is highly resistant to traditional chemotherapy, radiotherapy, and immunotherapy. Therefore, there is an urgent need for developing new PC-specific imaging and treatment. In this study, an quinone oxidoreductase 1 (NQO-1)-activated near-infrared (NIR) agent, ICy-Q, was synthesized. ICy-Q is almost nonemissive, while its NIR emission at 705 nm is triggered by NQO-1-induced reduction in the PC cells. In addition, the reduction product, ICy-OH, is specifically enriched in mitochondria and lysosomes and acts as an effective chemotherapeutic agent to selectively induce pancreatic cancer cell death via the cell pyroptosis pathway. Further studies have shown that ICy-Q is suitable for ex vivo imaging of clinical PC sections and solid tumors from patients. We expect this study will be helpful in the future for the design of targeted theranostic agents for PC.

show abstract

Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

NQO-1 Enzyme-Activated NIR Theranostic Agent for Pancreatic Cancer

Peng

Chen

et al. 2022

Anal. Chem.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Generally, the uorescence analysis method is popular because of its high sensitivity and super antiinterference ability compared with other detection methods [16,17]. To date, many uorescence sensors for the detection of Al 3+ are altered by the heteroatoms (N and/or O atoms) as the donor sites such as Schiff bases [18,19], avone bases [20] and peptide bases [21], all of which are almost designed based on the incorporation and chelation using the reported sensing mechanism such as photoinduced electron transfer (PET) [22], uorescence resonance energy transfer (FRET) [23], chelation-enhanced uorescence (CHEF) [24], aggregation-induced emission (AIE) [25], and many more [26,27]. Moreover, most of Al 3+ sensors have exhibited tremendous potential ascendent in physiological environmental and actual environmental.…”

Section: Introductionmentioning

confidence: 99%

An Acid-triggered Reactive and Enhanced Fluorescent Probe for Selective Detection of Al3+/H+ and its Application in Real Water Samples and Living Cells

Zhao²,

Kan³

et al. 2022

J Fluoresc

View full text Add to dashboard Cite

A reactive uorescent "turn-on" probe (di-PIP) with imine-linked dual phenanthro [9,10-d]imidazole luminophore have been conveniently prepared as an Al 3+ and H + dual functional receptor. di-PIP displayed high selectivity and sensitivity towards Al 3+ ion in DMF/HEPES accompanied by uorescence blue-shift and a good linear relationship as well as a low detection limit of 30.5 nmol•L − 1 , which can root from the synergetic functions of the decomposition reaction of di-PIP promoted by acidic Al 3+ and the coordination effect between decomposition product and Al 3+ . Intriguingly, it was found that hydrogen ion H + can be su cient for simulating the uorescence enhancing of di-PIP. 1 H NMR titration and MS analyses for elucidation of the intermediate structure further revealed that the acid-triggered decomposition reaction resulted in the rapid, and sensitive sensing to Al 3+ and H + . In addition, the probe di-PIP could be successfully applied to the detection of Al 3+ in real water samples, and also utilized to visualize Al 3+ and H + in the living cells.

show abstract

“…Compared with molecules without excited proton transfer, excited proton transfer molecules generally have large Stokes transfer [20][21][22], ultra-fast process [23,24], intricate spectral responses [25,26], and triple emission [27]. These special photophysical properties make excited proton transfer molecules widely used in many aspects, such as white-light emissions [28][29][30], fluorescent probe [31][32][33], laser dyes [34,35], electroluminescent materials [36,37], and UV absorbers [38].…”

Section: Introductionmentioning

confidence: 99%

Unveiling the effect of solvent polarity on the excited state intramolecular proton transfer and hydrogen bond mechanisms of DHP

Song

Wang

Chen

2022

J of Physical Organic Chem

View full text Add to dashboard Cite

In this present work, using density functional theory and time‐dependent density functional theory, the mechanism of excited state intramolecular proton transfer (ESIPT) of 2‐(4′‐diethylamino‐2′‐hydroxyphenyl)‐1Himidazo‐[4,5‐b] pyridine (DHP) in ether, 1‐butanol, 1‐propanol, and acetonitrile phases was systematically studied. The optimized geometry includes both normal and tautomeric structure. The fluorescence spectrum and absorption spectrum calculated based on geometric structure agree with the experimental data. The data of bond lengths and bond angles related to hydrogen bonds indicate that hydrogen bonds are strengthened in the S1 state. Frontier molecular orbital analysis combined with Hirshfeld's method shows a redistribution of electron density in different solvents. The infrared vibrational spectra show that the hydrogen bond strength decreases with the increase of solvent polarity. Finally, through the analysis of the potential energy surface, it is found that the excited state intramolecular proton transfer becomes more and more difficult as the polarity of the solvent increases.

show abstract

ESIPT-based fluorescent probe for bioimaging and identification of group IIIA ions in live cells and zebrafish

Cited by 45 publications

References 31 publications

NQO-1 Enzyme-Activated NIR Theranostic Agent for Pancreatic Cancer

NQO-1 Enzyme-Activated NIR Theranostic Agent for Pancreatic Cancer

An Acid-triggered Reactive and Enhanced Fluorescent Probe for Selective Detection of Al3+/H+ and its Application in Real Water Samples and Living Cells

Unveiling the effect of solvent polarity on the excited state intramolecular proton transfer and hydrogen bond mechanisms of DHP

Contact Info

Product

Resources

About