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Lakshminarayanan Piramuthu - One of the best experts on this subject based on the ideXlab platform.
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Most Efficient Tris(3-Aminopropyl) Amine Based Electron Deficient Tripodal Receptor for Azide
Journal of Fluorescence, 2020Co-Authors: Vanthana Jeyasingh, Kumaresan Murugesan, Sudha Lakshminarayanan, I. V. Muthu Vijayan Enoch, Narayanan Selvapalam, Lakshminarayanan PiramuthuAbstract:Investigation on strength of the tris(2-amino ethyl) amine and tris (3-amino propyl) amine backboned tripodal receptors, L and L ^ 1 (incorporated with tripodal C_3ν frame, thio urea-amide linkage and π-hole assisting functionality) which are premeditated to explore the prospect for a particular anion recognition are studied. UV-Vis, ^1H- NMR, and IR spectroscopy studies indicates that both the receptors sensing Azide anion, colorimetrically and binds Azide anion stronger than any other anions such as acetate, and cyanide. In particular the receptor L ^ 1 shows the highest binding strength towards Azide anion. To the best of our knowledge this is the first receptor showing highest binding ability with Azide anion. We used Molecular Electrostatic Potential Surface analyses to support our spectroscopic findings. The association constant and limits of detection for receptor L ^ 1 with Azide is found to be 8.4X10^5M^−1 and 3.16X10^−6 M respectively. The observed highest binding strength of L ^ 1 with Azide is, could be due to the cooperative effect of extended traditional hydrogen bonding via thiourea-amide functionality, anion-π interaction and C_3ν suitable framework.
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Most Efficient Tris(3-Aminopropyl) Amine Based Electron Deficient Tripodal Receptor for Azide
Journal of Fluorescence, 2020Co-Authors: Vanthana Jeyasingh, Kumaresan Murugesan, Sudha Lakshminarayanan, I. V. Muthu Vijayan Enoch, Narayanan Selvapalam, Lakshminarayanan PiramuthuAbstract:Investigation on strength of the tris(2-amino ethyl) amine and tris (3-amino propyl) amine backboned tripodal receptors, L and L ^ 1 (incorporated with tripodal C_3ν frame, thio urea-amide linkage and π-hole assisting functionality) which are premeditated to explore the prospect for a particular anion recognition are studied. UV-Vis, ^1H- NMR, and IR spectroscopy studies indicates that both the receptors sensing Azide anion, colorimetrically and binds Azide anion stronger than any other anions such as acetate, and cyanide. In particular the receptor L ^ 1 shows the highest binding strength towards Azide anion. To the best of our knowledge this is the first receptor showing highest binding ability with Azide anion. We used Molecular Electrostatic Potential Surface analyses to support our spectroscopic findings. The association constant and limits of detection for receptor L ^ 1 with Azide is found to be 8.4X10^5M^−1 and 3.16X10^−6 M respectively. The observed highest binding strength of L ^ 1 with Azide is, could be due to the cooperative effect of extended traditional hydrogen bonding via thiourea-amide functionality, anion-π interaction and C_3ν suitable framework.
Sergey P. Verevkin - One of the best experts on this subject based on the ideXlab platform.
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Thermochemistry of organic Azides revisited
Thermochimica Acta, 2014Co-Authors: Vladimir N. Emel`yanenko, Manuel Algarra, Joaquim C.g. Esteves Da Silva, Jesús Hierrezuelo, Juan Manuel López-romero, Sergey P. VerevkinAbstract:Abstract Highly pure samples of 4-nitro-phenyl Azide, 1-octyl Azide and 1 decyl-Azide were prepared for thermochemical studies. Vapour pressures over the solid and the liquid sample of 4-nitro-phenyl Azide have been determined by the transpiration method. The molar enthalpies of vaporization/sublimation for this compound were derived from the temperature dependencies of vapour pressures. The molar enthalpy of fusion of 4-nitro-phenyl Azide was measured by DSC. The measured data set for 4-nitro-phenyl Azide was successfully checked for internal consistency. Molar enthalpies of vaporization of 1-octyl Azide and 1 decyl-Azide were measured by transpiration. The molar enthalpies of formation of the liquid 1-octyl Azide and 1 decyl-Azides were derived from the combustion calorimetry. New experimental results for these organic Azides have been used to derive their molar enthalpies of formation in the gas state and for comparison with results from quantum-chemical method G4.
Kapil Gyanda - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Sulfonyl Azides
Synthesis, 2008Co-Authors: Alan R. Katritzky, Khalid Widyan, Kapil GyandaAbstract:1-(Alkylsulfonyl)- and 1-(arylsulfonyl)benzotriazoles react with sodium Azide in acetonitrile to give the corresponding alkanesulfonyl and arenesulfonyl Azides.
Carolyn R Bertozzi - One of the best experts on this subject based on the ideXlab platform.
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a comparative study of bioorthogonal reactions with Azides
ACS Chemical Biology, 2006Co-Authors: Nicholas J Agard, Jeremy M Baskin, Jennifer A Prescher, Carolyn R BertozziAbstract:Detection of metabolites and post-translational modifications can be achieved using the Azide as a bioorthogonal chemical reporter. Once introduced into target biomolecules, either metabolically or through chemical modification, the Azide can be tagged with probes using one of three highly selective reactions: the Staudinger ligation, the Cu(I)-catalyzed Azide-alkyne cycloaddition, or the strain-promoted [3 + 2] cycloaddition. Here, we compared these chemistries in the context of various biological applications, including labeling of biomolecules in complex lysates and on live cell surfaces. The Cu(I)-catalyzed reaction was found to be most efficient for detecting Azides in protein samples but was not compatible with live cells due to the toxicity of the reagents. Both the Staudinger ligation and the strain-promoted [3 + 2] cycloaddition using optimized cyclooctynes were effective for tagging Azides on live cells. The best reagent for this application was dependent upon the specific structure of the Azide...
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Cell surface engineering by a modified Staudinger reaction
Science, 2000Co-Authors: Eliana Saxon, Carolyn R BertozziAbstract:Selective chemical reactions enacted within a cellular environment can be powerful tools for elucidating biological processes or engineering novel interactions. A chemical transformation that permits the selective formation of covalent adducts among richly functionalized biopolymers within a cellular context is presented. A ligation modeled after the Staudinger reaction forms an amide bond by coupling of an Azide and a specifically engineered triarylphosphine. Both reactive partners are abiotic and chemically orthogonal to native cellular components. Azides installed within cell surface glycoconjugates by metabolism of a synthetic azidosugar were reacted with a biotinylated triarylphosphine to produce stable cell-surface adducts. The tremendous selectivity of the transformation should permit its execution within a cell's interior, offering new possibilities for probing intracellular interactions.
Xiangming Zhu - One of the best experts on this subject based on the ideXlab platform.
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Stereoselective synthesis of α-glycosyl Azides by ring-opening of 1,6-anhydrosugars with trimethylsilyl Azide.
Carbohydrate research, 2015Co-Authors: Tianyu Cui, Raymond Smith, Xiangming ZhuAbstract:We describe here an expedient and highly stereoselective procedure for the synthesis of α-glycosyl Azides. Treatment of 1,6-anhydrosugars with trimethylsilyl Azide in the presence of trimethylsilyl triflate led to the formation of α-glycosyl Azides. All the reactions were highly stereoselective and afforded the α-glycosyl Azides in good to excellent yields.