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1.
Chem Asian J ; : e202400691, 2024 Sep 21.
Article in English | MEDLINE | ID: mdl-39305145

ABSTRACT

For the first time acceptor-π-donor-π-acceptor (A-π-D-π-A) based Y-type organic electrode material have been designed and successfully utilized in supercapacitor (SC) application. This Y-type molecular architecture coined as AQ-Im-PTZ-Im-AQ based on anthraquinone (AQ) (A)-imidazole (Im) (π)- phenothiazine (PTZ) (D)- imidazole (Im) (π)-anthraquinone (AQ) (A) in combination with graphite foil (GF). As-fabricated PTZ-Im-AQ/GF and AQ-Im-PTZ-Im-AQ/GF electrode have shown the good energy storage properties in three-electrode supercapacitor system. Moreover, two-electrode symmetric supercapacitor (SSC) device based on AQ-Im-PTZ-Im-AQ/GF electrode exhibited specific capacitance (Csp) of 68.97 F g-1 at 1 A g-1 current density. The specific electron density (ED) of SSC was observed to be 12.06 Wh kg-1 at a specific power density (PD) of 1798.50 W kg-1. The SSC device exhibited 81.62% of Csp retention after 5000 galvanostatic charge-discharge (GCD) cycles.  For real world applications, AQ-Im-PTZ-Im-AQ/GF electrode was tested in symmetric Csp coin cell with applied potential voltage window of -0.4 to 1.0 V was found to be 112.32 F g-1 at 0.5 A g-1. Moreover, it realized high specific capacitance and high energy density of 19.66 Wh kg-1 at 891.94 W kg-1 power density. As a results, AQ-Im-PTZ-Im-AQ/GF make as an attractive electrode material for application in next-generation SCs.

2.
Langmuir ; 40(37): 19357-19369, 2024 Sep 17.
Article in English | MEDLINE | ID: mdl-39241011

ABSTRACT

The accurate detection of Protamine and Trypsin, two biomolecules with significant clinical and biological relevance, presents a substantial challenge because of their structural peculiarities, low abundance in physiological fluids, and potential interference from other substances. Protamine, a cationic protein, is crucial for counteracting heparin overdoses, whereas Trypsin, a serine protease, is integral to protein digestion and enzyme activation. This study introduces a novel fluorescence sensor based on a (4-(1,2,2-tris(4-phosphonophenyl)vinyl)phenyl)phosphonic acid octasodium salt (TPPE), leveraging aggregation-induced emission (AIE) characteristics and electrostatic interactions to achieve selective and sensitive detection of these biomolecules. Through comprehensive optical characterization, including ground-state absorption, steady-state, and time-resolved emission spectroscopy, the interaction mechanisms and aggregation dynamics of TPPE with Protamine and Trypsin were elucidated. The sensor exhibits very high sensitivity (LOD: 1.45 nM for Protamine and 32 pM for Trypsin), selectivity, and stability, successfully operating in complex biological matrices, such as human serum and urine. Importantly, this sensor design underscores the synergy between the AIE phenomena and biomolecular interactions, offering a promising alternative for analytical applications in biomedical research and clinical diagnostics. The principles outlined herein open new avenues for the development of other AIE-based sensors, expanding the toolkit available for detecting a wide range of biomolecules using similar design strategies.


Subject(s)
Fluorescent Dyes , Protamines , Spectrometry, Fluorescence , Static Electricity , Stilbenes , Trypsin , Protamines/chemistry , Stilbenes/chemistry , Trypsin/chemistry , Trypsin/metabolism , Spectrometry, Fluorescence/methods , Fluorescent Dyes/chemistry , Humans
3.
Chem Asian J ; : e202400682, 2024 Aug 13.
Article in English | MEDLINE | ID: mdl-39136399

ABSTRACT

Organic luminescence materials makes the molecule more enthusiastic in wide  variety of  applications. The luminescent organic materials are in a attraction of the researchers, and the  Aggregation-Induced Emission (AIE) is attributed to the occurrence that particular chromophores (typically fluorophores) display very low or nearly no emission in the monomolecular soluble state but become highly emissive when forming aggregates in solution or in solid state.  This phenomenon is relatively abnormal when compared with many other traditional fluorophores. AIE research suppresses aggregation-caused quenching (ACQ). Nevertheless, the carbon dots (CDs) and quantum dots have shown to have tyical florescence properties, therefore, recent years many researchers have also attracted for their developments.  The CDs, luminescent, and AIE materials are not only used in biomedical applications and organic light-emitting diodes but also in sensing, self-assembly, and other areas. One should introduce promising material to a designed framework that exhibits AIE characteristics to ensure moral results in AIE. Amongest, AIE-active tetraphenylethylene (TPE) is attractive fluorophores due to its easy synthesis strategy. This review article discusses the synthesis properties of TPE, CDs, and luminescent materials with a broad range of applications. We have outlined linear, branched-shaped supramolecular, and hybrid macromolecules due to its potential in the future.

4.
Org Biomol Chem ; 22(16): 3340, 2024 Apr 24.
Article in English | MEDLINE | ID: mdl-38607296

ABSTRACT

Correction for 'Recent progress of core-substituted naphthalenediimides: highlights from 2010' by Sheshanath V. Bhosale et al., Org. Biomol. Chem., 2012, 10, 6455-6468, https://doi.org/10.1039/C2OB25798J.

5.
J Mater Chem B ; 12(15): 3786-3796, 2024 Apr 17.
Article in English | MEDLINE | ID: mdl-38546335

ABSTRACT

Trypsin, a pancreatic enzyme associated with diseases like pancreatic cancer and cystic fibrosis, requires effective diagnostic tools. Current detection systems seldom utilize macrocyclic molecules and tetraphenyl ethylene (TPE) derivative-based supramolecular assemblies, known for their biocompatibility and aggregation-induced emission (AIE) properties, for trypsin detection. This study presents an enzyme-responsive, AIE-based fluorescence 'Turn-On' sensing platform for trypsin detection, employing sulfated-ß-cyclodextrin (S-ßCD), an imidazolium derivative of TPE (TPE-IM), and protamine sulfate (PrS). The anionic S-ßCD and cationic TPE-IM formed a strongly fluorescent supramolecular aggregation complex in an aqueous buffer. However, PrS suppresses fluorescence because of its strong binding affinity with S-ßCD. The non-fluorescent TPE-IM/S-ßCD/PrS supramolecular assembly system exhibits trypsin-responsive properties, as PrS is a known trypsin substrate. Trypsin restores fluorescence in the TPE-IM/S-ßCD system through the enzymatic cleavage of PrS, correlating linearly with trypsin catalytic activity in the 0-10 nM concentration range. The limit of detection is 10 pM. This work contributes to the development of self-assembled supramolecular biosensors using charged TPE derivatives and ß-cyclodextrin-based host-guest chemistry, offering an innovative fluorescence 'Turn-On' trypsin sensing platform. The sensing system is highly stable under various conditions, selective for trypsin, and demonstrates potential for biological analysis and disease diagnosis in human serum. Additionally, it shows promise for the screening of trypsin inhibitors.


Subject(s)
Biosensing Techniques , Ethylenes , beta-Cyclodextrins , Humans , Fluorescent Dyes/chemistry , Trypsin
7.
Chem Asian J ; 19(3): e202301046, 2024 Feb 01.
Article in English | MEDLINE | ID: mdl-38180124

ABSTRACT

The development of new π-conjugated molecular structures with controlled self-assembly and distinct photophysical properties is crucial for advancing applications in optoelectronics and biomaterials. This study introduces the synthesis and detailed self-assembly analysis of tetraphenylethylene (TPE) functionalized naphthalene diimide (NDI), a novel donor-acceptor molecular structure referred to as TPE-NDI. The investigation specifically focuses on elucidating the self-assembly behavior of TPE-NDI in mixed solvents of varying polarities, namely chloroform: methylcyclohexane (CHCl3 : MCH) and chloroform: methanol (CHCl3 : MeOH). Employing a several analytical methodologies, including UV-Vis absorption and fluorescence emission spectroscopy, scanning electron microscopy (SEM), X-ray diffraction (XRD), and dynamic light scattering (DLS), these self-assembled systems have been comprehensively examined. The results reveal that TPE-NDI manifests as distinct particles in CHCl3 : MCH (fMCH =90 %), while transitioning to flower-like assemblies in CHCl3 : MeOH (fMeOH =90 %). This finding underscores the critical role of solvent polarity in dictating the morphological characteristics of TPE-NDI self-assembled aggregates. Furthermore, the study proposes a molecular packing mechanism, based on SEM data, offering significant insights into the design and development of functional supramolecular systems. Such advancements in understanding the molecular self-assembly new π-conjugated molecular structures are anticipated to pave the way for novel applications in material science and nanotechnology.

8.
ACS Appl Mater Interfaces ; 16(5): 5708-5724, 2024 Feb 07.
Article in English | MEDLINE | ID: mdl-38271586

ABSTRACT

Supramolecular self-assembly of nickel chloride and guanosine mono-phosphonate (GMP) and nickel (Ni)-based GMP-Ni and their calcinated mesoporous electrode materials GMP-Ni-500 and GMP-Ni-700 at 500 and 700 °C, respectively, have been fabricated. GMP-Ni, GMP-Ni-500, and GMP-Ni-700 are examined for their supercapacitor performance in a three-electrode configuration. The electrochemical tests demonstrate the mesoporous battery-type nature of GMP-Ni-500 which exhibited a specific capacity (Cs) of about 289 C g-1 at 0.5 A g-1 current density. In addition, a cost-effective and simple asymmetric supercapacitor device has been fabricated with battery-type GMP-Ni-500 as a cathode material and capacitive-type activated carbon (AC) as an anodic material. In an operating voltage window of 0 to 1.5 V, hybrid supercapacitors (HSCs) based on GMP-Ni-500//AC exhibited a remarkable performance with a specific capacity (Cs) of 144 C g-1 at 0.5 A g-1. For the HSC device, the maximum of 66% capacity retention has been observed after 5000 charging/discharging cycles at 5 A g-1. Furthermore, the HSC device demonstrates a high energy density of 24 W h kg-1 at a power density of 297 W kg-1. The molecular transformation was established by employing theoretical calculations. These results suggest that our HSC has outstanding potential in technology development for next-generation commercial applications.

9.
Chem Commun (Camb) ; 59(69): 10384-10387, 2023 Aug 24.
Article in English | MEDLINE | ID: mdl-37548283

ABSTRACT

A donor-acceptor composed of two 3,6-di-tert-butyl-9H-carbazoles (DTCs) and fused pyrazine (Pyz; 1)-anthraquinone (AQ; 1) was successfully synthesized. The as-fabricated DTCz-Pyz-AQ/graphite foil (GF) electrode in supercapacitor (SC) applications exhibited excellent specific capacitance (Csp) of about 304. 37 F g-1 and 106.0 F g-1 at 0.5 A g-1 current density in three electrode and symmetric two electrode configurations of SC cells, respectively, accompanied by good cycling stability. The highest energy density of the SSC cell was found to be 15.94 W h kg-1 at 899.71 W kg-1 power density. As a proof of concept DTCz-Pyz-AQ/GF (D-A/GF) has great potential in energy storage (ES) applications.

10.
Anal Methods ; 15(28): 3404-3410, 2023 Jul 20.
Article in English | MEDLINE | ID: mdl-37404009

ABSTRACT

In this paper, we designed, synthesized, and characterized 4,4',4'',4'''-(ethene-1,1,2,2-tetrayl)tetrakis(N,N-dimethylaniline) (1). Furthermore, UV-Vis absorbance and fluorescence emission studies reveal that 1 acts as a selective and sensitive probe for reversible acid-base sensing in solution as well as in the solid state. Nevertheless, the probe exhibited colorimetric sensing and intracellular fluorescent cell imaging of acid-base sensitive cells, making it a practical sensor with several potential applications in chemistry.

11.
Anal Methods ; 15(30): 3727-3734, 2023 Aug 03.
Article in English | MEDLINE | ID: mdl-37482761

ABSTRACT

A naphthalenediimide (NDI)-based highly potential chemosensor for the detection of cyanide has been synthesized successfully in several steps. The NDI-based probe displayed high selectivity and sensitivity towards cyanide ions in fluorescence 'turn-off' mode over other ions used in this study. The naked-eye, UV-vis absorbance and fluorescence methods are employed to investigate the sensing performance of probe 1 toward CN- ion detection. The limit of detection for CN- ions was calculated to be 4.11 × 10-7 M. Moreover, the Stern-Volmer quenching constant and fluorescence quenching efficiency of CN- ions were estimated to be 1.1 × 105 M and 88.81%, respectively. Job's plot showed a 1 : 1 stoichiometric complexation reaction between probe 1 and CN- ions. For practical applications, probe 1 was efficiently applied for the detection of CN- ions using a paper strip method.

12.
13.
RSC Adv ; 13(4): 2329, 2023 Jan 11.
Article in English | MEDLINE | ID: mdl-36745571

ABSTRACT

[This retracts the article DOI: 10.1039/C4RA04000G.].

14.
Chem Commun (Camb) ; 59(10): 1381, 2023 Jan 31.
Article in English | MEDLINE | ID: mdl-36656077

ABSTRACT

Retraction of 'A phosphonic acid appended naphthalene diimide motif for self-assembly into tunable nanostructures through molecular recognition with arginine in water' by Kamalakar P. Nandre et al., Chem. Commun., 2013, 49, 5444-5446, https://doi.org/10.1039/C3CC41259H.

15.
Chem Rec ; 23(1): e202200180, 2023 Jan.
Article in English | MEDLINE | ID: mdl-36149036

ABSTRACT

Scientists are often inspired by nature, where naturally occurring morphologies, such as those that resemble animals and plants, can be created in the lab. In this review, we have provided an overview on complex superstructures of animals, plants and some similar shapes from the natural world. We begin this review with a discussion about the formation of various animal-like shapes from small organic molecules and polymers, and then move onto plants and other selected shapes. Literature surveys reveal that most of the polymers studied tend to form micellar structures, with some exceptions. Nevertheless, small organic molecules tend to form not only micellar structures but also other animal shapes such as worms and caterpillars. These superstructures tend to have high surface areas and variable surface morphology, making them very useful material for applications in various field such as catalysis, solar cells, and biomedicine, amongst others.

16.
J Org Chem ; 2022 Dec 19.
Article in English | MEDLINE | ID: mdl-36534041

ABSTRACT

In this work, a 2H-pyran-2-one-functionalized diketopyrrolopyrrole (DPP) (coded as receptor 1) was designed, synthesized, and fully characterized by various spectroscopic methods. The physical properties of molecular architecture 1 were studied employing theoretical calculations. Receptor 1 was elegantly scrutinized for the sensing of explosive nitroaromatic compounds (NACs). Receptor 1 exhibited detection of nitro explosives, i.e., picric acid (PA), 2,4-dinitrophenol (DNP), and nitrophenol (NP), via the fluorescence quenching mechanism. The Stern-Volmer equation was employed to evaluate the effectiveness of the quenching process. It was found that 1 exhibited a detection limit of about 7.58 × 10-5, 8.35 × 10-5, and 9.05 × 10-5 M toward PA, DNP, and NP, respectively. The influence of interfering metal ions and anions on PA detection was investigated thoroughly. Furthermore, receptor 1-based low-cost fluorescent thin-layer chromatography (TLC) plates were developed for the recognition of PA.

17.
Chem Asian J ; 17(23): e202200887, 2022 Dec 01.
Article in English | MEDLINE | ID: mdl-36163645

ABSTRACT

In this paper, we report the design and synthesis of three naphthalene diimide- (NDI) and anthraquinone- (AQ) based organic chromophores derived from direct arylation reactions; NDI-AQ, AQ-NDI-AQ and NDI-AQ-NDI. Compared to classic cross-coupling reactions, this method reduced the number of synthetic and purification steps. The chemical structures, photophysical and electrochemical properties of these molecules were characterized using UV-vis spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry (CV). The optoelectronic properties of the three dyes enabled the fabrication of organic thin film transistors (OTFTs). The fabricated OTFTs displayed good n-type semiconducting properties, with electron mobilities ( µ e ${{\mu }_{e}}$ ) of 1.5-4.2×10-4  cm2  V-1 s-1 .

18.
Anal Methods ; 14(34): 3289-3298, 2022 09 01.
Article in English | MEDLINE | ID: mdl-35968579

ABSTRACT

The first-ever neomycin antibiotic-based carbon dots (Neo-CDs) were synthesized via a low-cost, eco-friendly, and single-step hydrothermal method using neomycin as a single precursor. The as-prepared Neo-CDs exhibited strong and stable blue fluorescence and were well characterized by TEM, UV-vis absorption, fluorescence emission, IR, XRD, Raman and XPS spectroscopy methods. The Neo-CDs showed a well-distributed size within the range of 4.5 to 7.8 nm, comprising various functional groups on the surface of the carbon core. The Neo-CDs exhibited exceptional emission behaviour, and fluorescence quantum yield was calculated to be 55% in double distilled water. Neo-CDs have been used as a fluorescent sensor for selective and sensitive detection of Fe3+ ions in aqueous solution in the fluorescence turn-off mode. From the set of metal ions, only the Fe3+ ion showed quenching of fluorescence due to photoinduced (PET) electron transfer from Neo-CDs to the half-filled 3d orbital of Fe3+ ions. The limit of detection for Fe3+ ions was calculated to be 0.854 µM. Further, the quenching efficiency and Stern-Volmer quenching constant have been calculated which are about 94% and 5.6 × 106 M-1, respectively.


Subject(s)
Carbon , Quantum Dots , Carbon/chemistry , Carbon/pharmacology , Fluorescent Dyes/chemistry , Ions/chemistry , Neomycin , Quantum Dots/chemistry
19.
Sci Rep ; 12(1): 11526, 2022 07 07.
Article in English | MEDLINE | ID: mdl-35798871

ABSTRACT

A novel tetraphenylethylene (TPE) functionalized aminoglycoside antibiotic kanamycin (TPE-kana 1) has been successfully synthesized and characterized by means of modern analytical and spectroscopic techniques. The probe TPE-kana 1 showed strong affinity towards bovine serum albumin (BSA) compared to its other biological competitors. The recognition of BSA have been investigated employing UV-Vis absorption and fluorescence emission spectroscopy. The significant color change of TPE-kana 1 with BSA can be observed by necked eye, where the role of AIE-active TPE molecule is handle in both optical and colorimetric changes. The quenching of fluorescence of TPE-kana 1 with BSA was characterized by fluorescence spectroscopy, with 71.16% of quenching efficiency. Moreover, the Stern-Volmer quenching constant was calculated and found to be 2.46 × 107 M-1. Probe TPE-kana 1 showed detection limit of 2.87 nM (nM) towards BSA with binding constant 7.56 × 107 M. A molecular docking study is also performed to investigate the detail interactions between TPE-kana 1 with the sites of BSA via non-covalent i.e., H-bonding, π-cation interactions, π-donor hydrogen bonds and π-π interactions. The lowest binding energy conformation was found at - 10.42 kcal/mol.


Subject(s)
Molecular Probes , Serum Albumin, Bovine , Aminoglycosides , Anti-Bacterial Agents , Binding Sites , Kanamycin , Molecular Docking Simulation , Protein Binding , Serum Albumin, Bovine/chemistry , Spectrometry, Fluorescence , Spectrophotometry, Ultraviolet , Stilbenes , Thermodynamics
20.
ChemistryOpen ; 11(6): e202200060, 2022 06.
Article in English | MEDLINE | ID: mdl-35678482

ABSTRACT

A new 'Off-On' system designed and synthesised by functionalisation of a naphthalene diimide (NDI) core with dimethylamine produces 4,9-bis(dimethylamino)-2,7-dioctylbenzo[lmn][3,8]-phenanthroline-1,3,6,8-(2H,7H)-tetraone, abbreviated as DDPT (1). DDPT 1 was synthesised using a simple strategy, namely aromatic nucleophilic substitution using Br2 -NDI with dimethylamine at 110 °C. DDPT was characterized by 1 H and 13 C NMR spectroscopy, ESI mass spectrometry and elemental analysis. DDPT 1 was then used for optical studies through protonation of its dimethylamine core with trifluoroacetic acid (TFA), blue-shifting the absorption band from 600 nm to 545 nm in solution. Interestingly, the fluorescence of DDPT 1 is weak in solution with a quantum yield Φ=0.09, which is significantly enhanced to Φ=0.78 upon addition of TFA. The limit of detection (LOD) was determined to 2.77 nm. Furthermore, DDPT 1 can be used for naked eyed detection not only under UV light (365 nm) but also using visible light, as clear changes can be clearly seen upon addition of TFA. The binding constant of DDPT was calculated to 2.1×10-3  m-1 . Importantly, DDPT 1 showed reversible switching by alternative addition of acid (TFA) and base (triethylamine) without loss of activity. Immobilised on paper, DDPT 1 can be used for strip-test sensing in which the colour changes from blue to reddish when expose to TFA vapours and reverse in the presence of triethylamine vapours.


Subject(s)
Imides , Naphthalenes , Dimethylamines , Imides/chemistry , Naphthalenes/chemistry , Spectrometry, Fluorescence , Trifluoroacetic Acid
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