Search results for "Protonation"

showing 10 items of 583 documents

Electrochemical and spectroscopic studies of poly(diethoxyphosphoryl)porphyrins

2011

Abstract The synthesis and electrochemical characterization of two related series of porphyrins bearing diethoxyphosphoryl groups are reported. One group of compounds is represented as (T( p -R)PP)M where R = phos = P(O)(OEt) 2 and M = Zn(II) or H 2 while the other is represented as (di( p -R)Pdi(phos)P)M where R = P(O)(OEt) 2 , H or CH 3 and M = Zn(II) or H 2 . Each porphyrin was investigated by electrochemistry and thin-layer spectroelectrochemistry in CH 2 Cl 2 , CDCl 3 , CHCl 3 or PhCN containing tetra- n -butylammonium perchlorate (TBAP) as supporting electrolyte. The highly electron-withdrawing P(O)(OEt) 2 groups lead to easier reductions and harder oxidations than the two comparison …

010405 organic chemistryStereochemistryGeneral Chemical Engineeringchemistry.chemical_elementProtonationZinc010402 general chemistryElectrochemistry01 natural sciencesMedicinal chemistryChemical synthesisPorphyrin0104 chemical sciencesAnalytical ChemistryPerchloratechemistry.chemical_compoundchemistryTetraphenylporphyrinElectrochemistry[CHIM]Chemical SciencesTriphenylphosphine oxideComputingMilieux_MISCELLANEOUS
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Nonanuclear Spin-Crossover Complex Containing Iron(II) and Iron(III) Based on a 2,6-Bis(pyrazol-1-yl)pyridine Ligand Functionalized with a Carboxylat…

2016

The synthesis and magnetostructural characterization of [Fe(III)3(μ3-O)(H2O)3[Fe(II)(bppCOOH)(bppCOO)]6](ClO4)13·(CH3)2CO)6·(solvate) (2) are reported. This compound is obtained as a secondary product during synthesis of the mononuclear complex [Fe(II)(bppCOOH)2](ClO4)2 (1). The single-crystal X-ray diffraction structure of 2 shows that it contains the nonanuclear cluster of the formula [Fe(III)3(μ3-O)(H2O)3[Fe(II)(bppCOOH)(bppCOO)]6](13+), which is formed by a central Fe(III)3O core coordinated to six partially deprotonated [Fe(II)(bppCOOH)(bppCOO)](+) complexes. Raman spectroscopy studies on single crystals of 1 and 2 have been performed to elucidate the spin and oxidation states of iron …

010405 organic chemistryStereochemistryTrimer010402 general chemistry01 natural sciences0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundsymbols.namesakeCrystallographyDeprotonationchemistrySpin crossoverCluster (physics)symbolsAntiferromagnetismCarboxylatePhysical and Theoretical ChemistrySpin (physics)Raman spectroscopyInorganic chemistry
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New, Multi‐Dimensional Cu(tn)‐[M(CN) 6 ] n – Cyano‐Bridged, Bimetallic Coordination Materials (M = Fe II , Co III , Cr III and tn = 1,3‐Diaminopropan…

2005

Reaction of the [Fe I I I (CN) 6 ] 3 - anion with [Cu I I (tn)(H 2 O) n ] 2 + (tn = 1,3-diaminopropane) affords the compounds [{Cu I I (tn)} 2 -{Fe I I (CN) 6 }].KCl.5H 2 O (1), [(Cu"(tn))2(Fe"(CN) 6 )].4H 2 O (2), and [{Cu I I (tnH) 2 (H 2 O) 2 }{Fe I I (CN) 6 }].2H 2 O (3). Each iron center in 1 and 2 is linked to six copper(II) ions by six cyanide bridges, while each copper ion is linked to three equivalent iron(II) ions. Despite these resemblances, the two compounds present large structural differences caused by two different orientations of the Cu-NC-Fe bridges: compound 1 has a 2D structure which can be described as successions of "Cu 4 Fe 3 " defective cubane units, while compound 2 …

010405 organic chemistrychemistry.chemical_element13-DiaminopropaneBridging ligandProtonation010402 general chemistry01 natural sciencesCopper0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundParamagnetismCrystallographychemistryCubaneAntiferromagnetismBimetallic stripEuropean Journal of Inorganic Chemistry
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A DFT study on the chiral synthesis of R-phenylacetyl carbinol within the quantum chemical cluster approach

2017

Abstract The reaction pathway leading to R-phenylacetyl carbinol within the quantum chemical cluster approach is addressed by means of density functional theory (DFT) calculations. The study includes calculation of Fukui functions, activation free energies, and potential energy surface scans, both in gas and solution phase. The protonation states of the nitrogen atoms of the pyrimidine moiety are determined. The reaction appears to be slightly exergonic (ΔG 0  = −5.6 and −4.0 kcal/mol for gas and solution phase, respectively) following a concerted synchronous mechanism having activation free energy barriers of 16.2 and 13.3 kcal/mol, in gas phase and solution phase, respectively.

0301 basic medicineExergonic reaction030102 biochemistry & molecular biologyPyrimidineEnantioselective synthesisGeneral Physics and AstronomyProtonation03 medical and health scienceschemistry.chemical_compound030104 developmental biologychemistryComputational chemistryPotential energy surfaceCluster (physics)MoietyDensity functional theoryPhysical and Theoretical ChemistryChemical Physics Letters
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pH-sensitive vibrational probe reveals a cytoplasmic protonated cluster in bacteriorhodopsin

2017

Infrared spectroscopy has been used in the past to probe the dynamics of internal proton transfer reactions taking place during the functional mechanism of proteins but has remained mostly silent to protonation changes in the aqueous medium. Here, by selectively monitoring vibrational changes of buffer molecules with a temporal resolution of 6 µs, we have traced proton release and uptake events in the light-driven proton-pump bacteriorhodopsin and correlate these to other molecular processes within the protein. We demonstrate that two distinct chemical entities contribute to the temporal evolution and spectral shape of the continuum band, an unusually broad band extending from 2,300 to well…

0301 basic medicineModels MolecularCytoplasmNuclear TheoryMolecular ConformationInfrared spectroscopyIonic bondingProtonationBuffers010402 general chemistry53001 natural sciences03 medical and health sciencesDeprotonationSpectroscopy Fourier Transform InfraredMoleculeNuclear ExperimentMultidisciplinarybiologyChemistryWaterBacteriorhodopsinHydrogen-Ion Concentration0104 chemical sciencesKinetics030104 developmental biologyPNAS PlusChemical physicsCytoplasmTemporal resolutionBacteriorhodopsinsbiology.proteinPhysics::Accelerator PhysicsProtonsMetabolic Networks and PathwaysProtein Binding
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Exploring Strategies for Labeling Viruses with Gold Nanoclusters through Non-equilibrium Molecular Dynamics Simulations.

2017

Biocompatible gold nanoclusters can be utilized as contrast agents in virus imaging. The labeling of viruses can be achieved noncovalently but site-specifically by linking the cluster to the hydrophobic pocket of a virus via a lipid-like pocket factor. We have estimated the binding affinities of three different pocket factors of echovirus 1 (EV1) in molecular dynamics simulations combined with non-equilibrium free-energy calculations. We have also studied the effects on binding affinities with a pocket factor linked to the Au102pMBA44 nanocluster in different protonation states. Although the absolute binding affinities are over-estimated for all the systems, the trend is in agreement with r…

0301 basic medicineStereochemistryBiomedical EngineeringPalmitic AcidPharmaceutical ScienceMetal NanoparticlesBioengineeringProtonationMolecular Dynamics SimulationLigandsAntiviral AgentsNanoclusters03 medical and health sciencesMolecular dynamicschemistry.chemical_compoundCapsidCluster (physics)Moleculeta116OxazolesBinding affinitiesEnterovirusPharmacologyOxadiazolesBinding Sitesta114labeling virusesChemistryOrganic ChemistryBiocompatible materialCrystallography030104 developmental biologyThermodynamicsnon-equilibrium molecular dynamicsGoldgold nanoclustersHydrophobic and Hydrophilic InteractionsDerivative (chemistry)BiotechnologyBioconjugate chemistry
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Desulfurization and ring opening of thiirane induced by tantalocene trihydride complexes: Synthesis, reactivity and X-ray structure of Cp′2Ta(=S)(S-i…

1999

The reaction of the tantalocene trihydride complexes Cp′ 2 TaH 3 1 (Cp′= η 5 -C 5 H 4 t Bu) or Cp″CpTaH 3 1′ (Cp″= η 5 -C 5 H 2 -1,2-Me 2 -4- t Bu) with propylene sulfide was found to proceed via an unprecedented sulfur transfer and regioselective ring opening reaction at once to yield sulfido-thiolato tantalocene complexes Cp′ 2 Ta(S)(S- i Pr) 2a whose structure has been determined by X-ray crystallography or Cp″CpTa(S)(S- i Pr) 2′a . Complex 1 reacts with ethylene sulfide to give Cp′ 2 Ta(S)(S–Et) 2b . The reactivity of 2a towards a variety of electrophilic moities has been investigated: protonation (with HBF 4 ) and alkylation (with MeI) reactions occur at the terminal sulfur ligand, …

10120 Department of Chemistrychemistry.chemical_classification1303 BiochemistryEthyleneSulfide1604 Inorganic ChemistryStereochemistryOrganic ChemistryRegioselectivityProtonationCrystal structureAlkylationBiochemistryMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundchemistryThiirane540 ChemistryElectrophileMaterials ChemistryPhysical and Theoretical Chemistry1606 Physical and Theoretical Chemistry2505 Materials Chemistry1605 Organic Chemistry
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Coordination abilities of N-methyl alkylaminomethane-1,1-diphosphonic acids towards zinc(II), magnesium(II) and calcium(II) metal ions. Equilibrium s…

2017

Abstract Complex-formation abilities of a series of N-methyl alkylaminomethane-1,1-diphosphonic acids (1–7) with a common tertiary nitrogen atom (CH3−N−R) bearing linear or branched alkyl, cycloheptyl or phenylalkyl R substituents towards zinc(II), magnesium(II) and calcium(II) in aqueous solution have been studied by means of pH-potentiometry, ESI-MS spectrometry, 1H NMR and 31P NMR methods. The obtained results indicate that in the all presented systems mononuclear protonated equimolar and bis complexes are formed. In acidic and neutral solution, the formation of the protonated dinuclear species has been confirmed. The comparative analysis of the potentiometric and NMR data reveal that th…

1H and 31P NMRMetal ions in aqueous solutionInorganic chemistrychemistry.chemical_elementProtonationpH potentiometryZinc010402 general chemistry01 natural sciencesMedicinal chemistrymagnesium(II) and calcium(II) complexesInorganic Chemistrychemistry.chemical_compoundaminomethane-1Materials ChemistryPhysical and Theoretical ChemistryAlkylchemistry.chemical_classificationAqueous solutionzinc(II)010405 organic chemistryMagnesiumESI-MSPhosphonate0104 chemical scienceschemistryProton NMR1-diphosphonic acidsPolyhedron
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Exploration of the Activation Mechanism of the Epigenetic Regulator MLL3: A QM/MM Study

2021

The mixed lineage leukemia 3 or MLL3 is the enzyme in charge of the writing of an epigenetic mark through the methylation of lysine 4 from the N-terminal domain of histone 3 and its deregulation has been related to several cancer lines. An interesting feature of this enzyme comes from its regulation mechanism, which involves its binding to an activating dimer before it can be catalytically functional. Once the trimer is formed, the reaction mechanism proceeds through the deprotonation of the lysine followed by the methyl-transfer reaction. Here we present a detailed exploration of the activation mechanism through a QM/MM approach focusing on both steps of the reaction, aiming to provide new…

570StereochemistryLysineTrimerMolecular Dynamics Simulation01 natural sciencesBiochemistryMicrobiologyenzyme catalysisDFTArticleEpigenesis GeneticEnzyme catalysisQM/MM03 medical and health sciencesResidue (chemistry)Deprotonation0103 physical sciencesprotein regulationHumanscancerCàncerMolecular Biology030304 developmental biology0303 health sciencesBinding Sites010304 chemical physicsbiologyChemistryLysineNuclear ProteinsMethylation540QR1-502DNA-Binding ProteinsHistonebiology.proteinTyrosinemethyltransferaseProtein MultimerizationProtonsProteïnesTranscription Factors
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In Silico Conformational Features of Botulinum Toxins A1 and E1 According to Intraluminal Acidification

2022

International audience; Although botulinum neurotoxins (BoNTs) are among the most toxic compounds found in nature, their molecular mechanism of action is far from being elucidated. A key event is the conformational transition due to acidification of the interior of synaptic vesicles, leading to translocation of the BoNT catalytic domain into the neuronal cytosol. To investigate these conformational variations, homology modeling and atomistic simulations are combined to explore the internal dynamics of the sub-types BoNT/A1 (the most-used sub-type in medical applications) and BoNT/E1 (the most kinetically efficient sub-type). This first simulation study of di-chain BoNTs in closed and open s…

<i>Clostridium botulinum</i>; botulinum toxin; molecular dynamics; residue protonation; homology modeling[SDV.BBM.BS]Life Sciences [q-bio]/Biochemistry Molecular Biology/Structural Biology [q-bio.BM][SDV.BBM.BS] Life Sciences [q-bio]/Biochemistry Molecular Biology/Structural Biology [q-bio.BM]Health Toxicology and Mutagenesismolecular dynamichomology modelingresidue protonation[SDV.BBM.BP] Life Sciences [q-bio]/Biochemistry Molecular Biology/BiophysicsHydrogen-Ion ConcentrationToxicology[SDV.MP.BAC]Life Sciences [q-bio]/Microbiology and Parasitology/BacteriologySettore FIS/07 - Fisica Applicata(Beni Culturali Ambientali Biol.e Medicin)molecular dynamics[SDV.BBM.BP]Life Sciences [q-bio]/Biochemistry Molecular Biology/BiophysicsGangliosidesSolventsClostridium botulinumbotulinum toxinBotulinum Toxins Type A[SDV.MP.BAC] Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology[INFO.INFO-BI]Computer Science [cs]/Bioinformatics [q-bio.QM][INFO.INFO-BI] Computer Science [cs]/Bioinformatics [q-bio.QM]
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