A novel pyrene-based selective colorimetric and ratiometric turn-on sensing for copper

Bayındır, Sinan; Toprak, Mahmut

doi:10.1016/j.saa.2019.01.053

Cited by 51 publications

(19 citation statements)

References 33 publications

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“…All spectroscopic data for 3c is compatible with the literature (Lee et al, 2010 2, 131.8, 130.8, 130.1, 128.7, 128.6, 128.2, 127.4, 126.9, 126.5, 126.0, 125.7, 125.1, 124.2, 124.0, 123.8, 121.6. All spectroscopic data for 3d is compatible with the literature (Wang et al, 2010;Ghosh et al, 2012;Bayindir et al, 2019). 163.3, 143.1, 132.4, 131.6, 122.8, 121.1, 120.7, 111.5.…”

Section: Synthesis Of Organic Compounds and Enzyme Activity Studiessupporting

confidence: 87%

“…In the last years, thiosemicarbazone-appended aromatic compounds have been receiving significant attention in the area of medicine and biochemistry because of their promising biological effects and exceptional pharmacological properties such as antimicrobial (Costello et al, 2008), anti-HIV-1 , anticancer (Jimbow et al, 2000;Yusuf et al, 2014). However, the rich chemistry of thiosemicarbazone (1) and importance of the heterocyclic (Hassan et al, 2011;Gazieva et al, 2012) and metal complexes (Şahin et al, 2010;Netalkar at al., 2015) being steadily derived from this, encourage the further development of the green synthetic methods in this field (Bayindir et al, 2019). A number of popular drugs such as thioacetazone, ambazone (Kleemann et al, 2001) and perchlozone (Smolentsev et al, 2009) are included thiosemicarbazone core (Malkina et al 2017) ( Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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The Synthesis of Thiosemicarbazone-Based Aza-Ylides as Inhibitors of Rat Erythrocyte Glucose 6-Phosphate Dehydrogenase Enzyme

Temel

Bayındır

2019

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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Glucose 6-phosphate dehydrogenase (G6PD) enzyme plays an important role in various biochemical processes such as synthesis of cholesterol, fatty acids, sphingosine, steroid hormones, NADPH, some amino acids and ribose 5-phosphate. In this study, thiosemicarbazone-based aza-ylide (TSCAs) derivatives 3a-3e, which form the main framework of many drugs such as thioacetazone, ambazone, and perchlozone, were synthesized with a green approach and in vitro inhibitor or activator effects on G6PD enzyme activity was investigated. As a result of studies, TSCAs derivatives 3a-3d inhibited the G6PD enzyme activity with IC50 in the range of 40.77 µM to 58.0 µM for G6PD.

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Section: Synthesis Of Organic Compounds and Enzyme Activity Studiessupporting

confidence: 87%

Section: Introductionmentioning

confidence: 99%

The Synthesis of Thiosemicarbazone-Based Aza-Ylides as Inhibitors of Rat Erythrocyte Glucose 6-Phosphate Dehydrogenase Enzyme

Temel

Bayındır

2019

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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“…The same has also been confirmed theoretically by time dependent density functional theory (TDDFT) studies (Table ), where electronic transitions show high energy peak at 219 nm with oscillator strength of 0.2558 (vide infra). Additionally, the peak around 280 nm in the experimentally obtained absorption spectrum of ExT‐P could be attributed to the localized transitions of the pyrene moiety present in the target molecule . The extended core of truxene, ExT gave an absorption maximum at 352 nm, which was found to be red‐shifted (∼45 nm) when compared with the truxene scaffold .…”

Section: Resultsmentioning

confidence: 91%

“…Additionally, the peak around 280 nm in the experimentally obtained absorption spectrum of ExT-P could be attributed to the localized transitions of the pyrene moiety present in the target molecule. [22] The extended core of truxene, ExT gave an absorption maximum at 352 nm, which was found to be redshifted (∼ 45 nm) when compared with the truxene scaffold. [6b] Theoretically, the TDDFT studies revealed the first transition for ExT at 312 nm (vide infra).…”

Section: Steady-state Spectroscopy and Computational Studiesmentioning

confidence: 99%

Design, Synthesis and Selective Functionalization of a Rigid, Truxene Derived Pure Blue‐Emitting Chromophore

et al. 2020

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A novel, rigid, solution processable, blue‐emitting chromophore based on an extended core of truxene (ExT) was designed and synthesized. The core, ExT based on a fused cyclic trimer of indenofluorene, was found to be planar in nature and a potential precursor for blue emission. This could be selectively brominated under mild conditions to generate a tribromo derivative which underwent ready Suzuki coupling to generate a trisubstituted pyrene derivative, ExT‐P. This coupling alters the kinetics of the excited state considerably as evident from transient absorption spectroscopy, showing faster singlet state decay and less triplet state formation in the case of the pyrene coupled ExT‐P (∼1.6 ns) compared to ExT (∼17 ns). The ExT‐P shows emission maxima at 441 nm and 442 nm in THF solution and film, respectively, with high PLQY value of 0.97. The negligible bathochromic shift in the solid‐state emission and narrow FWHM suggests practically no aggregation and pure blue emission in the target molecule due to bulky and rigid core.

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“…Cu-biosensors can also be classified, according to the characteristics of the signals, into turn-on [28] and turn-off [29] biosensors. For the turn-on biosensor, the signal intensity increases with increasing amounts of the target.…”

Section: Introductionmentioning

confidence: 99%

Highly Sensitive and Selective Copper (II)-Catalyzed Dual-DNAzyme Colorimetric Biosensor Based on Exonuclease III-Mediated Cyclical Assembly

et al. 2021

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“Cu-DNAzyme” and “G4-DNAzyme” were used to develop a “turn-off” dual-DNAzyme colorimetric biosensor, which could be used to detect Cu2+ by employing exonuclease III-mediated cyclical assembly (EMCA). EMCA was based on the cleavage activity of Cu2+ to transfer the linkage sequences of the substrate strand and enzyme strand into the transition sequence. The horseradish peroxidase (HRP)-mimicking activity of the G4-DNAzyme was lost after binding with the complementary transition sequence and was hydrolyzed by Exo III. These results demonstrate that the proposed colorimetric biosensor was an effective method for ultradetection of trace metals in a high original signal background. Due to the high sensitivity of the biosensor, the limit of detection (LOD) of Cu2+ is 0.16 nM. This design offers a general purpose platform that could be applied for the detection of any metal ion target through adjustment of metal-dependent DNA-cleaving DNAzymes, which is of great significance for the rapid determination of food safety.

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A novel pyrene-based selective colorimetric and ratiometric turn-on sensing for copper

Cited by 51 publications

References 33 publications

The Synthesis of Thiosemicarbazone-Based Aza-Ylides as Inhibitors of Rat Erythrocyte Glucose 6-Phosphate Dehydrogenase Enzyme

The Synthesis of Thiosemicarbazone-Based Aza-Ylides as Inhibitors of Rat Erythrocyte Glucose 6-Phosphate Dehydrogenase Enzyme

Design, Synthesis and Selective Functionalization of a Rigid, Truxene Derived Pure Blue‐Emitting Chromophore

Highly Sensitive and Selective Copper (II)-Catalyzed Dual-DNAzyme Colorimetric Biosensor Based on Exonuclease III-Mediated Cyclical Assembly

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