Near-infrared fluorogenic switches for the detection of Hg(<scp>ii</scp>) ions: applications in real samples and living cells

Gomathi, Asaithambi; Viswanathamurthi, Periasamy

doi:10.1039/c9ay00241c

Cited by 14 publications

(7 citation statements)

References 44 publications

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“…CS82, CS81a, CS81b, CS70a, CS70b, CS70c, CS70d, CS69, and CS68 employed as lysosomal pH sensors. [49,81,82,86,87] Scheme 12. Applications of deep red to NIR xanthene hybrids based on Fluorophore + linker strategy.…”

Section: Sensing Of Phmentioning

confidence: 99%

“…Most of the xanthene derivatives are designed for pH sensing through fluorescence switch off‐on by a spirocyclization mechanism. CS82, CS81a, CS81b, CS70a, CS70b, CS70c, CS70d, CS69, and CS68 employed as lysosomal pH sensors [49,81,82,86,87] …”

Section: Applications Of Deep Red To Nir Emitting Xanthene Hybridsmentioning

confidence: 99%

“…[d] = Quantum yield was estimated using HITC (1,1',3,3,3',3'hexamethylindotricar-bocyanine) iodide (Φ fl = 0.28 in EtOH) as standard pair, it is observed that Changsha dyes with chlorine substituted phenol group (CS10) [41,61,68] show ∼ 10 nm bathochromic shift in absorption and no considerable change in emission in comparison to phenol substituted Changsha dyes (CS9). [41,61,68,75,[84][85][86][87][88][89] In the 2nd set of Changsha dyes, i. e., CS9, CS12, CS13, [41,61,68,75,[84][85][86][87][88][89] are not in the same solvent, we can draw a general observation that replacing phenol group (CS9) with N-alkyl aniline group (CS13, CS12) shows a bathochromic shift of ∼ 100 nm in absorption as well as emission. [41,61,68,75,[84][85][86][87][88][89] The 3rd set of Changsha dyes, i. e., CS12, CS13, and CS14, [41,61,68,69] are not in the same solvent.…”

Section: Substituent Effect On Changsha Dyesmentioning

confidence: 99%

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Deep Red to NIR Emitting Xanthene Hybrids: Xanthene‐Hemicyanine Hybrids and Xanthene‐Coumarin Hybrids

Khan

Sekar

2023

ChemistrySelect

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Xanthene dyes exhibit remarkable photophysical properties and photostability. Their ability to switch fluorescence on/off depending on the external environment makes them a promising candidate for imaging/sensing/tracking/labeling probes. However, their emission � 600 nm and Stokes shift ∼ 34 nm restrict their use in biological applications. A wellknown approach to shifting the emission of xanthene dyes in the deep red to Near infrared (NIR) is by forming xanthene hybrids. This review gives a comprehensive list of the deep red to NIR xanthene-hemicyanine and xanthene-coumarin hybrids. We have outlined general synthetic strategies and a detailed discussion of substituent effect, π-conjugation, and ring effect on the photophysical properties of these dyes. A section on applications of deep red to NIR xanthene hybrids based on fluorophore-linker strategy and spirocyclization is included. This review highlights the structure-spectroscopic relationships, which will be useful in designing new deep red to NIR xanthene analogs.

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Section: Sensing Of Phmentioning

confidence: 99%

Section: Applications Of Deep Red To Nir Emitting Xanthene Hybridsmentioning

confidence: 99%

Section: Substituent Effect On Changsha Dyesmentioning

confidence: 99%

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Deep Red to NIR Emitting Xanthene Hybrids: Xanthene‐Hemicyanine Hybrids and Xanthene‐Coumarin Hybrids

Khan

Sekar

2023

ChemistrySelect

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“…This drastic change of color and fluorescence of 59 appeared to be advantageous in the field of Hg 2+ detection with the biological application. A NIR fluorescent probe 60 [116] was developed, where 9-(2-carboxyphenyl)-6-(diethylamino)- initially showed a weak red emission at 660 nm but upon the introduction of Hg 2+ , a drastic enhance of 660 nm peak with strong red emission was observed. This change in emission was due to the removal of the vinyl ether group and formation of -OH group which increases the "push-pull" property to activate the ICT process ( Figure 31).…”

Section: Vinyl Ether Oxymercurationmentioning

confidence: 99%

Colorimetric and fluorometric probes for the optical detection of environmental Hg(ii) and As(iii) ions

Samanta

Shunmugam

2021

Mater. Adv.

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“…Non-biodegradable mercury ion prompts extreme tainting of marine resources and soil. Besides, Hg 2+ gets aggregated in rural and sea-going e uence [6,7] and causes serious medical and environmental problems, named as myocardial localized necrosis, chemical imbalance, and Minamata sickness [8][9][10][11].…”

Section: Introductionmentioning

confidence: 99%

An Efficient Inclusion Complex Based Fluorescent Sensor for Mercury (II) and its Application in Live-Cell Imaging

et al. 2022

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The formation of an inclusion complex between hydroxypropyl-β-cyclodextrin (H-CD) and 4-acetylphenyl-4- (((6-chlorobenzo[d]thiazol-2-yl)-imino)-methyl)-benzoate (L) was investigated by FT-IR, 1 H-NMR, X-ray diffraction (XRD), FT-Raman, scanning electron microscope (SEM) techniques in the solid-state, absorption and emission spectroscopy in the liquid state and the virtual state as molecular docking technique. The binding properties of the inclusion complex (H-CD: L) with cations in deionized water was observed via absorbance and photoluminescence (PL) emission spectroscopy. The uorescence probe (H-CD: L) inclusion complex (IC) was examined for several heavy metal cations and, identi ed that the PL emission wavelength of the complex displayed a continuous rise in the uorescence intensity for Hg 2+ . A linearity range of 1×10 -8 -11×10 -8 M and limit of detection value of 2.71×10 -10 M was found to be achieved for the detection of Hg 2+ . This outcome proves that the inclusion complex H-CD: L would be a promising material for the development a solid-state uorescence probe for detecting Hg 2+. It also shows application in real sample analysis and cell imaging.sensing the analytes due to their advantages in selectivity, sensitivity, easy sample preparation, real-time analysis.Cyclodextrin (CD) belong to the family of cyclic oligosaccharides. It is also known as Schrodinger dextrin's, cycloamyloses and cyclomaltoses. It consists of a macrocyclic ring of glucose subunits joined by α-1,4 glycosidic bonds. Cyclodextrins are obtained from enzymatic hydrolysis of starch. The βcyclodextrin is a natural oligomer, which has a hydrophobic cavity and an exterior which is highly hydrophilic in nature. The cyclodextrin's hydrophobic interior surface is torus-shaped structure, which permits guest molecules naturally into the hydrophobic cavity by expelling the molecules of water [19].The cyclodextrins have the ability to form host-guest complex molecule which leads to a number of advantages in different elds [20,21]. These cyclodextrins (CDs) have been used in number of industries such as pharmaceutical, food, analytical and catalysis. These CDs acts a solubilizers, diluents, tablet ingredients to enhance the solubility, chemical stability, pharma kinetic properties, and bioavailability of drugs [22]. Hydroxypropyl-beta-cyclodextrin (H-CD) is hydrophilic in nature, and considered as a toxic-free derivative at oral and intravenous doses. Recently, H-CD used to increase the stability, solubility and bioavailability of poorly solvable compounds in drug delivery [23]. thiazol-2-yl)-imino)-methyl)-benzoate (compound L), a crystalline solid is a polycyclic aromatic compound. Compound (L) acts as a uorescent sensor in a hydrophilic environment. But it exhibits strong uorescence in the hydrophobic cyclodextrin cavity. It easily binds with mercury metal ions and enhances the uorescence intensity. In addition, compound (L) has a major role as a uorescent probe in life cell imaging and real sample analysis. This compound is encapsulated into...

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Near-infrared fluorogenic switches for the detection of Hg(ii) ions: applications in real samples and living cells

Abstract: A novel near-infrared fluorescent probe NIRM was designed and synthesized. The probe exhibited a low limit of detection for Hg2+ (3.2 nM) as well as a large Stokes shift (115 nm), which is very favorable for cell imaging studies.

Cited by 14 publications

References 44 publications

Deep Red to NIR Emitting Xanthene Hybrids: Xanthene‐Hemicyanine Hybrids and Xanthene‐Coumarin Hybrids

Deep Red to NIR Emitting Xanthene Hybrids: Xanthene‐Hemicyanine Hybrids and Xanthene‐Coumarin Hybrids

Colorimetric and fluorometric probes for the optical detection of environmental Hg(ii) and As(iii) ions

An Efficient Inclusion Complex Based Fluorescent Sensor for Mercury (II) and its Application in Live-Cell Imaging

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