A highly selective and sensitive pH chemosensor N,N-bis[(2-thiophene)-ethyl]-3,4,9,10-perylene tetracarboxylic diimide (TEPTD) was designed and synthesized through Schiff-base condensation reaction. It exhibited large Stokes shifts, good water solubility, excellent selectivity and outstanding photo-stability. The pK of the probe was 3.0, which indicated that it could be used in highly acid conditions. With the addition of H, the fluorescence intensity increased gradually. The sensing mechanisms involved photo-induced electron transfer, protonation and deprotonation, which were confirmed by H NMR titration experiment with trifluoroacetic acid. The probe can be used as a convenient probe to distinguish acidic from neutral or alkaline solutions by "naked-eye".
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http://dx.doi.org/10.1016/j.saa.2019.03.049 | DOI Listing |
Mikrochim Acta
July 2023
Beijing Laboratory of Food Quality and Safety, College of Food Science and Nutritional Engineering, China Agricultural University, Beijing, 100083, China.
A cationic perylene probe was designed and synthesized for sensitive determination of tartrazine. In the presence of tartrazine, the fluorescence of the perylene probe was quenched by efficient supramolecular self-assembly of the perylene derivate. The quenching is caused by the synergistic effect of noncovalent interactions including static electricity, π-π stacking, and hydrophobic interaction.
View Article and Find Full Text PDFJ Mater Chem B
May 2023
Molecular Diagnosis and Treatment Center for Infectious Diseases, Dermatology Hospital, Southern Medical University, Guangzhou, 510091, P. R. China.
Syphilis, caused by (), is associated with the oxidative stress due to its inflammation-like symptom, and detecting the reactive oxygen species (ROS) is crucial for monitoring the infectious process. Herein, we design and synthesize a perylene-based tunable fluorescent probe, PerqdOH, which can detect endogenous O˙ during infection. The fluorescence peak shifted from 540 nm to 750 nm with increasing O˙ levels.
View Article and Find Full Text PDFInorg Chem
May 2023
Department of Chemistry, CICECO-Aveiro Institute of Materials, University of Aveiro, Aveiro 3810-393, Portugal.
The incorporation of electroactive organic building blocks into coordination polymers (CPs) and metal-organic frameworks (MOFs) offers a promising approach for adding electronic functionalities such as redox activity, electrical conductivity, and luminescence to these materials. The incorporation of perylene moieties into CPs is, in particular, of great interest due to its potential to introduce both luminescence and redox properties. Herein, we present an innovative synthesis method for producing a family of highly crystalline and stable coordination polymers based on perylene-3,4,9,10-tetracarboxylate (PTC) and various transition metals (TMs = Co, Ni, and Zn) with an isostructural framework.
View Article and Find Full Text PDFJ Org Chem
June 2023
Bionanotechnology Lab, Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal 462066, Madhya Pradesh, India.
In this report, we have designed and synthesized a perylene-based smart fluoroprobe () in which the perylene core has been functionalized with the boronate group at the -position. shows a very fast and ratiometric response toward harmful organic peroxides (OPs) generated in old ethereal solvents auto-oxidation. The response toward OPs takes place with a visible color change from green to yellow, which could be easily observed with the naked eye.
View Article and Find Full Text PDFAnal Bioanal Chem
April 2020
State Key Laboratory Base of Eco-chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, 266042, China.
Biothiols, including cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), play key roles in biological processes, and detecting such thiols selectively is critical for understanding functions of biothiols. In this work, a pyridazine annelated perylene-based fluorescent probe PAPC is synthesized for highly selective detection of Cys. PAPC exhibits strong blue emission in PBS, while the red emission at 605 nm can be observed in the presence of Cys.
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