A fully water-soluble Calix[4]arene probe for fluorometric and colorimetric detection of toxic hydrosulfide and cyanide ions: Practicability in living cells and food samples

Oguz, Alev; Oğuz, Mehmet; Kurşunlu, Ahmed Nuri

doi:10.1016/j.foodchem.2022.134132

Cited by 18 publications

(4 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It is typically based on hydrogen bonding or deprotonation of CH, NH, and OH groups, which changes the optical properties of colorimetric or fluorescent organic compounds . There are many methods for cyanide ion recognition based on various mechanisms, such as deprotonation-protonation and complexation with a probe through hydrogen bond formation . In these methods, the deprotonation of an acidic proton present in the receptor ensures a low detection limit, high specificity, and selectivity. − In addition, while the benefits of mercury and aluminum reach deep into industries and daily life, both pose significant threats to our health and the environment.…”

Section: Introductionmentioning

confidence: 99%

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Bayindir,

Hussein

2024

ACS Omega

View full text Add to dashboard Cite

This study aims to synthesize N-and 5-monosubstituted rhodanine derivatives as ion-sensing organics and investigate their sensing abilities. Following an easy and green approach to synthesis, the anion-sensing properties of the rhodanines were studied using colorimetric detection and spectroscopic methods. As a result of studies, rhodanines are found to be highly solventcontrolled colorimetric and fluorescent cyanide, mercury, and aluminum sensors. The stoichiometry of the interaction between CN − and both probes was determined to be 1:1 using Job's plot analysis. The binding constants (K s ) of CN − to 5-arylRh and N-arylRh were calculated to be 3.25 × 10 4 and 7.07 × 10 4 M −1 , respectively, demonstrating their high affinity for cyanide ions. The limits of detections for the 5-arylRh and N-arylRh were also determined as 356 and 617 nM, respectively. In addition to detecting CN − , 5-arylRh also serves as a specific turn-off sensor for mercury and aluminum when cyanide and hydroxide are present. This enables the fluorescence intensity to be toggled on/off by alternating the addition of CN − /OH − and Hg 2+ /Al 3+ . Furthermore, the LOD values for Hg 2+ and Al 3+ with 5-arylRh−CN − and 5-arylRh−OH − were determined to be 414 nM and 1.35 μM, respectively. Furthermore, the turn-on binding mechanisms of 5-arylRh and N-arylRh with cyanide ions were elucidated, and the experimental band gap (highest occupied molecular orbital/least unoccupied molecular orbital) energy values corroborated the proposed mechanism. Additionally, the interaction mechanism of the probes with CN − was further investigated by using the 1 H NMR technique. Collectively, these findings suggest that 5-arylRh, N-arylRh, and 5-arylRh−CN − hold promise as selective and sensitive candidate sensors for CN − , Hg 2+ , and Al 3+ ions.

show abstract

Section: Introductionmentioning

confidence: 99%

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Bayindir,

Hussein

2024

ACS Omega

View full text Add to dashboard Cite

show abstract

“…Meanwhile, some food seeds (such as bitter almonds; chickpeas; and the seeds of peaches, apples, apricots, cherries, and plums) contain cyanide in small amounts. [19][20][21][22][23] When we consume these seeds, our bodies break down the amygdalin present in them and hydrolyse it to generate hydrogen cyanide. Such exposure to hydrogen cyanide, although at minimal levels, causes signicant harm, resulting in vomiting, tremors, and unconsciousness; such symptoms are also apparent when the compound is absorbed through the skin, lungs, and digestive system.…”

Section: Introductionmentioning

confidence: 99%

A reaction based carbazole–indolium conjugate probe for the selective detection of environmentally toxic ions

Palanisamy,

Gatasheh,

Hatamleh

2024

Anal. Methods

View full text Add to dashboard Cite

show abstract

“…The recent progress in this field has resulted in a large number of different architectures. Among them, fluorescent probes have been the subject of major research interest [ 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 ]. Mainly, their attractiveness lies in their fluorescence signaling output, which provides a rapid response time, high efficiency and sensitivity, great spatial resolution, and cheap and affordable equipment suitable for field analysis.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Probes as a Tool in Diagnostic and Drug Delivery Systems

et al. 2023

View full text Add to dashboard Cite

Over the last few years, the development of fluorescent probes has received considerable attention. Fluorescence signaling allows noninvasive and harmless real-time imaging with great spectral resolution in living objects, which is extremely useful for modern biomedical applications. This review presents the basic photophysical principles and strategies for the rational design of fluorescent probes as visualization agents in medical diagnosis and drug delivery systems. Common photophysical phenomena, such as Intramolecular Charge Transfer (ICT), Twisted Intramolecular Charge Transfer (TICT), Photoinduced Electron Transfer (PET), Excited-State Intramolecular Proton Transfer (ESIPT), Fluorescent Resonance Energy Transfer (FRET), and Aggregation-Induced Emission (AIE), are described as platforms for fluorescence sensing and imaging in vivo and in vitro. The presented examples are focused on the visualization of pH, biologically important cations and anions, reactive oxygen species (ROS), viscosity, biomolecules, and enzymes that find application for diagnostic purposes. The general strategies regarding fluorescence probes as molecular logic devices and fluorescence–drug conjugates for theranostic and drug delivery systems are discussed. This work could be of help for researchers working in the field of fluorescence sensing compounds, molecular logic gates, and drug delivery.

show abstract

A fully water-soluble Calix[4]arene probe for fluorometric and colorimetric detection of toxic hydrosulfide and cyanide ions: Practicability in living cells and food samples

Cited by 18 publications

References 50 publications

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

A reaction based carbazole–indolium conjugate probe for the selective detection of environmentally toxic ions

Fluorescent Probes as a Tool in Diagnostic and Drug Delivery Systems

Contact Info

Product

Resources

About