10 results on '"Thennarasu, Sathiah"'
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2. Two Imidazo[1,2‐a]pyridine Congeners Show Aggregation‐Induced Emission (AIE): Exploring AIE Potential for Sensor and Imaging Applications.
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Mala, Ramanjaneyulu, Divya, Dhakshinamurthy, Vijayan, Priyadharshni, Narayanasamy, Mathivanan, and Thennarasu, Sathiah
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IMAGE sensors ,IMIDAZOPYRIDINES ,METAL ions ,PYRIDINE ,DETECTION limit ,PYRIDINE derivatives - Abstract
Density functional theoretical calculations predicted non‐coplanar twisted geometry for two new imidazo[1,2‐a]pyridine derivatives, Imp and ImBt. Analysis of single‐crystal of Imp asserted the non‐coplanar twisted geometry, which is implicated in aggregation induced emission (AIE) of small aromatic molecules. Universal quenching by water was observed in aqueous THF solutions of Imp and ImBt, but they showed AIE effect when the water content was more than 80 %. Non‐fluorescent solutions of Imp and ImBt in THF‐water (7 : 3 v/v) mixture turned fluorescent on addition of specific metal ions prompting their potential to be explored for turn‐on sensor applications. While ImBt showed AIE response to Cd2+, Hg2+ and Al3+, Imp displayed AIE effect only to Cd2+ ions, under identical conditions. Absence of interference from common metal ions (including Hg2+ and Al3+) led to selective formation of Imp‐CdCl2 (1 : 1) complex, which offered the limit of detection of Cd2+ to be 19.2 μM. The observed selectivity for Cd2+ permitted the use of Imp in the imaging of live Rhizoctonia oryze contaminated with Cd2+ ions. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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3. Design and synthesis of a novel peptide for selective detection of cancer cells.
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Rajavenkatesh, Krishnamoorthy, Padmaja, Murali, Janani, Indrakumar, Aishwarya, Satish, Purna Sai, Korrapati, and Thennarasu, Sathiah
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CANCER cells ,BILAYER lipid membranes ,INTEGRINS ,PEPTIDE synthesis ,SURFACE tension measurement ,CIRCULAR dichroism ,FLUORESCENCE microscopy - Abstract
Using a minimalist approach, an 11‐residue peptide (Peptide 1) tagged with rhodamine fluorophore was designed and synthesized for selective detection of cancer cells. Peptide 1 contains RGD and NGR motifs to bind, respectively, integrins and aminopeptidase CD13, which are over expressed in cancer cells. Surface tension measurements revealed that peptide 1 possess surface‐active property owing to the overall hydrophobicity and cationic nature of the peptide. Peptide 1 displays cancer cell‐selective binding at ≤5.0 µM concentrations, while peptide 2 (randomized sequence of 1) shows non‐selective binding to normal and cancer cells. Fluorescence microscopy and FACS analysis demonstrated the intracellular localization of peptide 1 in three different cancer cell lines, confirming the role of RGD and NGR motifs. Cytotoxicity assay exhibited the viability of normal and cancer cells up to 100 µM concentrations of peptide 1. Steady‐state fluorescence measurements disclosed the preferential interactions of the peptide 1 with anionic POPC/POPG bilayers rather than with zwitterionic POPC lipid bilayers. Circular dichroism studies showed minimal changes in the secondary structure of peptide 1 upon binding with the anionic lipid bilayers. Peptide 1 is largely unordered, non‐toxic, and useful for identification of cancer cells. Peptide 1 provides a template for designing drug‐loaded peptides for targeted delivery into cancer cells. [ABSTRACT FROM AUTHOR]
- Published
- 2020
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4. An Imidazo[1,2‐a]pyridine Derivative That Enables Selective and Sequential Sensing of Cu2+ and CN− Ions in Aqueous and Biological Samples.
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Mala, Ramanjaneyulu, Nandhagopal, Manivannan, Narayanasamy, Mathivanan, and Thennarasu, Sathiah
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IMIDAZOPYRIDINES ,ELECTROSPRAY ionization mass spectrometry ,PYRIDINE derivatives ,IONS ,DETECTION limit ,DENSITY functional theory - Abstract
We report a triazole appended imidazopyridine based chemosensor (probe 1) for sequential detection of Cu2+ and CN− ions using fluorometry. Probe 1 is fluorescent in aqueous acetonitrile (H2O‐CH3CN, 1:1, v/v) when common metal ions are present, but the fluorescence is quenched when Cu2+ is present. The binding mechanism, quantitative determination and the mode of interaction of Cu2+ with probe 1 are explained using fluorescence spectroscopy, electrospray ionization mass spectrometry and Density Functional Theory (DFT) calculations. The observed detection limit for Cu2+ is found to be (18.17×10−6 M) and it is comparable with those reported for other Cu2+ chemosensors. Further, the 1–Cu2+ complex formation is found to be reversible, and this property has been successfully exploited for the quantitative determination of CN− ions in aqueous acetonitrile. Addition of CN– leads to a complete recovery of fluorescence from 1–Cu2+ complex, permitting the real time detection with the lower limit of detection of CN− being 33.57×10−6 M. The observed experimental results are supported by DFT calculations. A possible application of 1–Cu2+ in fluorescence imaging of Rhizoctonia solani mycelia cells, contaminated with CN− ions, is also represented. [ABSTRACT FROM AUTHOR]
- Published
- 2019
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5. Cell selectivity correlates with membrane-specific interactions: A case study on the antimicrobial peptide G15 derived from granulysin
- Author
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Ramamoorthy, Ayyalusamy, Thennarasu, Sathiah, Tan, Anmin, Lee, Dong-Kuk, Clayberger, Carol, and Krensky, Alan M.
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NUCLEAR magnetic resonance , *ESCHERICHIA coli , *MAGNETIC resonance , *BILAYER lipid membranes - Abstract
Abstract: A 15-residue peptide dimer G15 derived from the cell lytic protein granulysin has been shown to exert potent activity against microbes, including E. coli, but not against human Jurkat cells [Z. Wang, E. Choice, A. Kaspar, D. Hanson, S. Okada, S.C. Lyu, A.M. Krensky, C. Clayberger, Bactericidal and tumoricidal activities of synthetic peptides derived from granulysin. J. Immunol. 165 (2000) 1486–1490]. We investigated the target membrane selectivity of G15 using fluorescence, circular dichroism and 31P NMR methods. The ANS uptake assay shows that the extent of E. coli outer membrane disruption depends on G15 concentration. 31P NMR spectra obtained from E. coli total lipid bilayers incorporated with G15 show disruption of lipid bilayers. Fluorescence binding studies on the interaction of G15 with synthetic liposomes formed of E. coli lipids suggest a tight binding of the peptide at the membrane interface. The peptide also binds to negatively charged POPC/POPG (3:1) lipid vesicles but fails to insert deep into the membrane interior. These results are supported by the peptide-induced changes in the measured isotropic chemical shift and T1 values of POPG in 3:1 POPC:POPG multilamellar vesicles while neither a non-lamellar phase nor a fragmentation of bilayers was observed from NMR studies. The circular dichroism studies reveal that the peptide exists as a random coil in solution but folds into a less ordered conformation upon binding to POPC/POPG (3:1) vesicles. However, G15 does not bind to lipid vesicles made of POPC/POPG/Chl (9:1:1) mixture, mimicking tumor cell membrane. These results explain the susceptibility of E. coli and the resistance of human Jurkat cells to G15, and may have implications in designing membrane-selective therapeutic agents. [Copyright &y& Elsevier]
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- 2006
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6. Membrane permeabilization, orientation, and antimicrobial mechanism of subtilosin A
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Thennarasu, Sathiah, Lee, Dong-Kuk, Poon, Alan, Kawulka, Karen E., Vederas, John C., and Ramamoorthy, Ayyalusamy
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BACILLUS (Bacteria) , *BILAYER lipid membranes , *FLUORESCENCE , *GRAM-positive bacteria - Abstract
Abstract: Subtilosin A is an antimicrobial peptide produced by the soil bacterium Bacillus subtilis that possesses bactericidal activity against a diverse range of bacteria, including Listeria monocytogenes. Recent structural studies have found that subtilosin A is posttranslationally modified in a unique way, placing it in a new class of bacteriocins. In this study, in order to understand the mechanism of membrane-disruption by subtilosin A, the interaction of the peptide with model phospholipid bilayers is characterized using fluorescence, solid-state NMR and differential scanning calorimetry (DSC) experiments. Our results in this study show that subtilosin A interacts with the lipid head group region of bilayer membranes in a concentration dependent manner. Fluorescence experiments reveal the interaction of subtilosin A with small unilamellar vesicles (SUVs) composed of POPC, POPG and E. coli total lipids, and that at least one edge of the molecule is buried in membrane bilayers. At high concentrations, it induces leakage from SUVs of POPC and POPE/POPG (7:3) mixture. 15N solid-state NMR data suggests that the cyclic peptide is partially inserted into bilayers, which is in agreement with the fluorescence data. 31P and 2H NMR experiments and DSC data support the hypothesis that subtilosin A adopts a partially buried orientation in lipid bilayers, by showing that it induces a conformational change in the lipid headgroup and disordering in the hydrophobic region of bilayers. These results suggest that the lipid perturbation observed in this study may be one of the consequences of subtilosin A binding to lipid bilayers, which results in membrane permeabilization at high peptide concentrations. [Copyright &y& Elsevier]
- Published
- 2005
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7. A fluorescent chemosensor for selective detection of chromium (III) ions in environmentally and biologically relevant samples.
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Divya, Dhakshinamurthy, Ramanjaneyulu, Mala, Nandhagopal, Manivannan, Srinivasan, Venkatesan, and Thennarasu, Sathiah
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CHEMORECEPTORS , *FLUORESCENCE quenching , *CHROMIUM ions , *CHROMIUM , *IONS , *METAL ions - Abstract
[Display omitted] • A simple single step multicomponent ugi type reaction was carried out to yield N-(tert-butyl)-2-(furan-2-yl)imidazo[1,2- a ]pyridine-3-amine (TBFIPA). • The synthesized TBFIPA was characterized using 1H NMR, 13C NMR and HRMS spectroscopic methods. • The selective & sensitive detection was identified using hypsochromic shift (lab : 335nm → 285nm) & fluorescence quenching. • The proposed mechanism is evident from Job plot, 1H NMR titration, ESI-MS data and theoretical DFT calculation. • The Cr3+ ion-selective TBFIPA was successfully applied in the design of a user-friendly silica-based portable test kits. • Also, the fluorescence quenching ability of TBFIPA in presence of Cr3+ ions are validated by imaging onion epidermal cells. • Real samples contaminated with Cr3+ ions were identified using TBFIPA with an appropriated relative error percentage. A simple single step one pot multicomponent reaction was performed to synthesize N-(tert -butyl)-2-(furan-2-yl)imidazo[1,2- a ]pyridine-3-amine (TBFIPA). The synthesized TBFIPA was subjected to library of cations to study its ability for selective and sensitive detection of specific metal ions. Selective detection of chromium ions by TBFIPA were found from the significant hypsochromic shift (335 nm → 285 nm) in the UV–Visible spectra. The fluorescent TBFIPA displays complete quenching of fluorescence under UV lamp (365 nm) only in the presence of chromium without the interference of common metal ions. Binding constant (k a) obtained from Benesi-Hildebrand plot is 0.21 × 105 M−1, limit of detection (LOD) and limit of quantification (LOQ) of TBFIPA toward Cr3+ ions are 4.70 × 10−7 M and 1.56 × 10−7 M, respectively. The mechanism proposed during complex formation were supported by stoichiometric Job continuous variation plot, 1H NMR titration and ESI-MS spectroscopic data. All the experimental confirmation for complex formation were corroborated with theoretical DFT studies optimized using RB3LYP/6-31G(d) basis set. The selectivity and sensitivity of TBFIPA toward Cr3+ ions are found suitable to design a user-friendly silica based portable test kit. Alongside, TBFIPA was successfully utilized for imaging onion epidermal cells. Furthermore, the results obtained for biological, environmental, and industrial samples provided solid evidence to estimate chromium ions using TBFIPA in these real samples. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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8. Selective interactions of trivalent cations Fe3 +, Al3 + and Cr3 + turn on fluorescence in a naphthalimide based single molecular probe.
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Janakipriya, Subramaniyan, Chereddy, Narendra Reddy, Korrapati, Purnasai, Thennarasu, Sathiah, and Mandal, Asit Baran
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FLUORESCENCE , *NAPHTHALIMIDES , *MOLECULAR probes , *POSITRON emission tomography , *CHELATING agents - Abstract
Synthesis and fluorescence turn-on behavior of a naphthalimide based probe is described. Selective interactions of trivalent cations Fe 3 + , Al 3 + or Cr 3 + with probe 1 inhibit the PET operating in the probe, and thereby, permit the detection of these trivalent cations present in aqueous samples and live cells. Failure of other trivalent cations (Eu 3 + , Gd 3 + and Nb 3 + ) to inhibit the PET process in 1 demonstrates the role of chelating ring size vis-à-vis ionic radius in the selective recognition of specific metal ions. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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9. Design and synthesis of rhodamine based chemosensors for the detection of Fe3+ ions
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Chereddy, Narendra Reddy, Suman, Koorathota, Korrapati, Purna Sai, Thennarasu, Sathiah, and Mandal, Asit Baran
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RHODAMINES , *IRON ions , *CHEMICAL detectors , *CHELATING agents , *FLUORESCENCE , *HYDROGEN-ion concentration , *METAL complexes - Abstract
Abstract: The number and nature of coordinating entities as well as the size of chelating cavity in rhodamine based chemosensors were tuned to enhance the selectivity and sensitivity for Fe3+ ions. An intense pink color development and enhancement in fluorescence emission intensity of chemosensor 5 upon complex formation at pH 7·4 enabled the detection of Fe3+ ions in the presence of other competitive metal ions like Li+, Na+, K+, Cs+, Mg2+, Ca2+, Sr2+, Cr3+, Mn2+, Fe2+, Cu2+, Co2+, Ni2+, Zn2+, Cd2+, Hg2+, and Pb2+. A plausible application of chemosensor 5 in the imaging of live fibroblast cells exposed to Fe3+ ions is also demonstrated. [Copyright &y& Elsevier]
- Published
- 2012
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10. Chelation of specific metal ions imparts coplanarity and fluorescence in two imidazo[1,2-a]pyridine derivatives: Potential chemosensors for detection of metal ions in aqueous and biosamples.
- Author
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Mala, Ramanjaneyulu, Suman, Koorathota, Nandhagopal, Manivannan, Narayanasamy, Mathivanan, and Thennarasu, Sathiah
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CHELATION , *METAL ions , *MERCURY , *METAL detectors , *ZINC ions , *PYRIDINE derivatives , *FLUORESCENCE - Abstract
Synthesis and chelation induced fluorescence emission from two imidazo[1,2- a ]pyridine derivatives are described. The nonfluorescent molecule 1 containing N and O donor atoms, achieves coplanarity upon interactions with trivalent cations Al3+, Fe3+ and Cr3+, that favors fluorescence emission. Molecule 2 containing two N donor atoms attains coplanarity upon interaction with the only Zn2+ and becomes fluorescent. Both molecules 1 and 2 form a 1:1 complex with interacting metal ions. Other trivalent metal ions (including Bi3+ and In3+) and common divalent metal ions (including Hg2+ and Cd2+) fail to form any complex with 1 or 2 , and they do not interfere in the detection of Zn2+, Al3+, Fe3+ or Cr3+ ions. Noninterference of other metal ions renders 1 and 2 suitable for the detection of fungal cells contaminated with Zn2+, Al3+, Fe3+ or Cr3+ ions. Two structurally related bidentate nonplanar nonfluorescent molecules attain coplanarity through selective interactions with divalent Zn2+ and trivalent Al3+, Fe3+ and Cr3+ ions and emit fluorescence, permitting the detection of these metal ions. Unlabelled Image • Two imidazo[1,2- a ]pyridine based bidentate nonfluorescent molecules 1 and 2 form, respectively, a 1:1 complex with divalent Zn2+ and trivalent Fe3+, Al3+ and Cr3+ ions, adopt coplanar conformation, and show chelation induced fluorescence enhancement. [ABSTRACT FROM AUTHOR]
- Published
- 2019
- Full Text
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