Search results for "Phosphinate"

showing 10 items of 21 documents

Phosphinotripeptidic Inhibitors of Leucylaminopeptidases

2021

Phosphinate pseudopeptide are analogs of peptides containing phosphinate moiety in a place of the amide bond. Due to this, the organophosphorus fragment resembles the tetrahedral transition state of the amide bond hydrolysis. Additionally, it is also capable of coordinating metal ions, for example, zinc or magnesium ions. These two properties of phosphinate pseudopeptides make them an ideal candidate for metal-related protease inhibitors. This research investigates the influence of additional residue in the P2 position on the inhibitory properties of phosphinopeptides. The synthetic strategy is proposed, based on retrosynthetic analysis. The N-C-P bond formation in the desired compounds is …

0106 biological sciences0301 basic medicineModels MolecularMolecular modelQH301-705.5StereochemistryPhosphinesProtein ConformationSwineLAP inhibitorsligand-enzyme interactionPhosphinate01 natural sciencesAminopeptidaseCatalysisArticleInorganic Chemistry03 medical and health sciencesResidue (chemistry)phosphinate pseudopeptideLeucyl AminopeptidaseMoietyPeptide bondAnimalsBiology (General)Physical and Theoretical ChemistryEnzyme InhibitorsQD1-999Molecular BiologyMagnesium ionmolecular modeling; LAP inhibitors; barley aminopeptidase inhibitor; phosphinate pseudopeptide; ligand-enzyme interaction; organophosphorus compoundSpectroscopyChemistrymolecular modelingOrganic ChemistryGeneral Medicineorganophosphorus compoundPeptide FragmentsComputer Science ApplicationsChemistry030104 developmental biologybarley aminopeptidase inhibitorHordeum vulgare010606 plant biology & botanyInternational Journal of Molecular Sciences; Volume 22; Issue 10; Pages: 5090
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Networks based on hydrogen-bonds containing phosphorus anions and tris(3,5-dimethylpyrazolyl)borate nickel(II) moieties

2012

Abstract Five structural kinds of nickel hydrogen-bonded networks containing hydrotris(3,5-dimethylpyrazolyl)borate ligands (Tp∗) have been elucidated by X-ray diffraction, [Tp∗Ni(OH2)3][(p-NO2C6H4O)2PO2] (4), [Tp∗Ni(OH2)3][Me2PO2]·Me2P(O)OH (5), [Tp∗Ni(OH2)3][(nBuO)2PO2]·0.5H2O (6), [(Hpz)Tp∗Ni(OH2)2][(Ph)PO2OH] (7) and [Tp∗Ni(OH2)2(Me2PO2)] (8). The most relevant supramolecular feature of complexes 4–8 is all of them form coordination networks based on hydrogen bonds between water molecules and phosphate, phosphonate or phosphinate anions. These hydrogen bonds are formed within the monomer units in addition to connect monomers along the chains. Their behaviors in solution were investigate…

Hydrogen bondInorganic chemistrySupramolecular chemistrychemistry.chemical_elementNuclear magnetic resonance spectroscopyPhosphinatePhosphonateInorganic Chemistrychemistry.chemical_compoundNickelMonomerchemistryPolymer chemistryMaterials ChemistryMoleculePhysical and Theoretical ChemistryPolyhedron
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m-Carboranylphosphinate as Versatile Building Blocks To Design all Inorganic Coordination Polymers

2017

The first examples of coordination polymers of manganese(II) and a nickel(II) complex with a purely inorganic carboranylphosphinate ligand are reported, together with its exhaustive characterization. X-ray analysis revealed 1D polymeric chains with carboranylphosphinate ligands bridging two manganese(II) centers. The reactivity of polymer 1 with water and Lewis bases has also been studied Thanks to MINECO (CTQ2015-66143-P, CTQ2010-16237 and SEV-2015-0496), Generalitat de Catalunya (2014/SGR/149), and COST CM1302. E.O. who is enrolled in the PhD program of the UAB thanks for FPU grant

Manganese compoundsInorganic chemistrychemistry.chemical_elementManganese010402 general chemistry01 natural sciencesInorganic ChemistryPolymer chemistrycarboranylphosphinatecoordination complexesLewis acids and basesPhysical and Theoretical Chemistryta116polymerschemistry.chemical_classificationQuímica inorgànica010405 organic chemistryLigandPolymerChemistry Inorganic0104 chemical sciencesNickelManganès -- Compostoscoordination polymerschemistrymanganeseInorganic Chemistry
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A synthetic method for diversification of the P1′ substituent in phosphinic dipeptides as a tool for exploration of the specificity of the S1′ bindin…

2007

Abstract A novel, general, and versatile method of diversification of the P1′ position in phosphinic pseudodipeptides, presumable inhibitors of proteolytic enzymes, was elaborated. The procedure was based on parallel derivatization of the amino group in the suitably protected phosphinate building blocks with appropriate alkyl and aryl halides. This synthetic strategy represents an original approach to phosphinic dipeptide chemistry. Its usefulness was confirmed by obtaining a series of P1′ modified phosphinic dipeptides, inhibitors of cytosolic leucine aminopeptidase, through computer-aided design basing on the structure of homophenylalanyl-phenylalanine analogue (hPheP[CH 2 ]Phe) bound in …

Models MolecularStereochemistryClinical BiochemistryLAP inhibitorsSubstituentPharmaceutical SciencePhosphinateLigandsBiochemistryAminopeptidaseLeucyl AminopeptidaseStructure-Activity Relationshipchemistry.chemical_compoundDrug DiscoveryP1′ diversificationcross-couplingMolecular BiologyalkylationBinding SitesDipeptideMolecular StructurebiologyOrganic ChemistryProteolytic enzymesActive siteHydrogen BondingStereoisomerismDipeptidesPhosphinic Acidsphosphinic pseudodipeptideschemistrybiology.proteinMolecular MedicineLeucineLead compoundBioorganic & Medicinal Chemistry
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Solvent extraction studies of uranium(VI) from phosphoric acid: Role of synergistic reagents in mixture with bis(2-ethylhexyl) phosphoric acid

2014

Abstract The extraction of uranium(VI) from 5.3 mol·L − 1 H 3 PO 4 (a typical concentration of wet phosphoric acid) with a series of neutral organosphosphorus synergistic reagents (0.125–0.250 mol·L − 1 ) used in mixture with 0.5 mol·L − 1 bis(2-ethylhexyl) phosphoric acid (D2EHPA) in Isane IP 185 (a 100% isoparaffinic aliphatic diluent) has been investigated. The series of synergistic reagents includes tri- n -butyl phosphate (TBP), di- n -butyl n -butyl phosphonate (DBBP), n -butyl di- n -butyl phosphinate (BDBP), tri- n -butyl phosphine oxide (TBPO), tri- n -hexyl phosphine oxide (THPO), tri- n -octyl phosphine oxide (TOPO), tri- n -decyl phosphine oxide (TDPO), di- n -hexyl n -decyl pho…

Phosphine oxideChemistryExtraction (chemistry)Inorganic chemistryMetals and AlloysPhosphinatePhosphateMedicinal chemistryPhosphonateIndustrial and Manufacturing Engineeringchemistry.chemical_compoundDeprotonationReagentMaterials ChemistryPhosphoric acidHydrometallurgy
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CCDC 706868: Experimental Crystal Structure Determination

2012

Related Article: L.Lopez-Banet, M.D.Santana, G.Garcia, J.Perez, L.Garcia, L.Lezama, M.Liu|2012|Polyhedron|31|575|doi:10.1016/j.poly.2011.10.014

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinatestriaqua-(hydrogen tris(35-dimethyl-1H-pyrazol-1-yl)borate)-nickel(ii) dimethylphosphinate dimethylphosphinic acid
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CCDC 1534780: Experimental Crystal Structure Determination

2017

Related Article: Elena Oleshkevich, Clara Viñas, Isabel Romero, Duane Choquesillo-Lazarte, Matti Haukka, Francesc Teixidor|2017|Inorg.Chem.|56|5502|doi:10.1021/acs.inorgchem.7b00610

Space GroupCrystallographyCrystal Systemhexaaqua-nickel(ii) bis(17-dicarba-closo-dodecaborane(11)-1-phosphinate)Crystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 104892: Experimental Crystal Structure Determination

1999

Related Article: J.Ebels, R.Pietschnig, M.Nieger, E.Niecke, S.Kotila|1997|Heteroat.Chem.|8|521|doi:10.1002/(SICI)1098-1071(1997)8:63.0.CO;2-T

Space GroupCrystallographyTriethylammonium bis(pentamethyl-24-cyclopentadienyl)dithiophosphinateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1434442: Experimental Crystal Structure Determination

2015

Related Article: Elena Oleshkevich, Francesc Teixidor, Duane Choquesillo-Lazarte, Reijo Sillanpää, Clara Viñas|2016|Chem.-Eur.J.|22|3665|doi:10.1002/chem.201504408

Space GroupCrystallographyhexakis(mu2-Aqua)-octa-aqua-tetra-sodium hydrogen 2-methyl-12-dicarba-closo-dodecaboranylphosphinate dihydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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N-Benzyl Residues as the P1′ Substituents in Phosphorus-Containing Extended Transition State Analog Inhibitors of Metalloaminopeptidases

2020

Peptidyl enzyme inhibitors containing an internal aminomethylphosphinic bond system (P(O)(OH)-CH2-NH) can be termed extended transition state analogs by similarity to the corresponding phosphonamidates (P(O)(OH)-NH). Phosphonamidate pseudopeptides are broadly recognized as competitive mechanism-based inhibitors of metalloenzymes, mainly hydrolases. Their practical use is, however, limited by hydrolytic instability, which is particularly restricting for dipeptide analogs. Extension of phosphonamidates by addition of the methylene group produces a P-C-N system fully resistant in water conditions. In the current work, we present a versatile synthetic approach to such modified dipeptides, based…

Stereochemistryenzyme inhibitorsPharmaceutical Scienceorganophosphorus compoundsPhosphinateArticleAnalytical Chemistrylcsh:QD241-44103 medical and health scienceschemistry.chemical_compoundHydrolysis0302 clinical medicinelcsh:Organic chemistryTransition state analogpeptide analogsDrug DiscoveryCarboxylatePhysical and Theoretical ChemistryMethylene030304 developmental biologychemistry.chemical_classification0303 health sciencesDipeptideOrganic Chemistryligand-enzyme interactionsmolecular modeling and dockingEnzymechemistryChemistry (miscellaneous)030220 oncology & carcinogenesisMolecular MedicineLeucineMolecules
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