Phosphoryl Transfer Enzymes and Hypervalent Phosphorus Chemistry

No abstract is available for this paper.

• Publication year

  2004

• Venue

  Accounts of Chemical Research

• Publication date

  2004-10-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1080/10426507.2015.1100491PMID 15491121
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Eight-Membered Rings in Pentaoxyphosphoranes Containing Trifluoroethoxy Groups. Influence of P-S Bonding

  2010cited by this paper
• Phosphoryl Transfer Enzymes and Hypervalent Phosphorus Chemistry: A Keynote Lecture of the 7th International Conference on Heteroatom Chemistry

  2005cited by this paper
• Comment on "The Pentacovalent Phosphorus Intermediate of a Phosphoryl Transfer Reaction"

  2003cited by this paper
• Influence of hydrogen bonding in competition with lattice interactions on carbonyl coordination at phosphorus. Implications for phosphoryl transfer activated states.

  2003cited by this paper
• Evolutionary Potential of (β/α)8-Barrels: Functional Promiscuity Produced by Single Substitutions in the Enolase Superfamily†

  2003cited by this paper
• Enzymes with extra talents: moonlighting functions and catalytic promiscuity.

  2003cited by this paper
• The Pentacovalent Phosphorus Intermediate of a Phosphoryl Transfer Reaction

  2003cited by this paper
• Evolutionary potential of (beta/alpha)8-barrels: functional promiscuity produced by single substitutions in the enolase superfamily.

  2003cited by this paper
• Response to Comment on "The Pentacovalent Phosphorus Intermediate of a Phosphoryl Transfer Reaction"

  2003cited by this paper
• Antibody Multispecificity Mediated by Conformational Diversity

  2003cited by this paper
• Conformational diversity and protein evolution--a 60-year-old hypothesis revisited.

  2003cited by this paper
• P-O donor action from carboxylate anions with phosphorus in the presence of hydrogen bonding. A model for phosphoryl-transfer enzymes.

  2002cited by this paper
• Conversion of tricoordinate to hexacoordinate phosphorus. Formation of a phosphorane-phosphatrane system.

  2002cited by this paper
• Rapid evolution of bacterial catabolic enzymes: a case study with atrazine chlorohydrolase.

  2001cited by this paper
• Coordination of carbonyl and carboxyl oxygen atoms with phosphorus in the presence of hydrogen bonding. P-O donor action.

  2001cited by this paper
• Catalytic and binding poly‐reactivities shared by two unrelated proteins: The potential role of promiscuity in enzyme evolution

  2001cited by this paper
• Synthesis and structure of cyclic phosphate, phosphoramidate, phosphonates, and phosphonium salts. Phosphatrane formation.

  2000cited by this paper
• Crystal structures of tris(8-dimethylaminonaphthyl)phosphane and its hydrochloride salt. The first seven-coordinate phosphorus compound.

  2000cited by this paper
• Synthesis and Structure of Cyclic Phosphate, Phosphoramidate, Phosphonates, and Phosphonium Salts. Phosphatrane Formation1

  2000cited by this paper
• The First Hydrogen Bonded Anionic Phosphates Exhibiting Sulfur Donor Coordination1

  1999cited by this paper
• Moonlighting proteins.

  1999cited by this paper
• Chloro- and Fluoro-Substituted Phosphites, Phosphates, and Phosphoranes Exhibiting Sulfur and Oxygen Coordination(1).

  1999cited by this paper
• Catalytic promiscuity and the evolution of new enzymatic activities.

  1999cited by this paper
• Comprehensive biological catalysis

  1998cited by this paper
• Increased Coordination via Sulfur Donor Action in Cyclic Pentaoxyphosphoranes and the Parent Cyclic Phosphite. Influence of Pentafluorophenoxy Ligands(1).

  1998cited by this paper
• Structural Displacement of Phosphites, Phosphates, and Pentaoxyphosphoranes to Higher Coordinate Geometries by Sulfur and Oxygen Donor Action1

  1998cited by this paper
• Structure-Reactivity Relationships for Associative Displacement Reactions of Penta- and Hexacoordinate Cyclic Oxyphosphoranes with Catechols(1)(,)(2).

  1998cited by this paper
• Conformational Preference and Donor Atom Interaction Leading to Hexacoordination vs Pentacoordination in Bicyclic Tetraoxyphosphoranes(1).

  1998cited by this paper
• Molecular Structures of Three-, Four-, and Five-Coordinate Phosphorus Compounds Containing Salicylate Ligands(1).

  1998cited by this paper
• Hexacoordinate Phosphorus via Donor Interaction. Implications Regarding Enzymatic Reaction Intermediates

  1998cited by this paper
• Cyclic Three-, Four-, Five-, and Six-Coordinate Nitrogen-Containing Phosphorus Compounds Varying in Ring Size from Five- to Ten-Membered. P-N Donor Action(1).

  1998cited by this paper
• Structure (1.3 Å) and Charge States of a Ribonuclease A−Uridine Vanadate Complex: Implications for the Phosphate Ester Hydrolysis Mechanism

  1998cited by this paper
• Pentacoordination and Pseudopentacoordination via Sulfur Donor Action in Cyclic Phosphates and Phosphites1

  1997cited by this paper
• Hexacoordination via Sulfur Donor Action in Bicyclic Pentaoxyphosphoranes(1).

  1997cited by this paper
• Sulfonyl-Containing Eight-Membered Rings Varying in Ring Conformation in Oxyphosphoranes. Hexacoordination vs Pentacoordination1

  1997cited by this paper
• Hexacoordination via Sulfur Donor Action in Nitrogen and Chlorine Bonded Bicyclic Tetraoxyphosphoranes1

  1997cited by this paper
• Isomeric Intraconversion among Penta- and Hexacoordinate Cyclic Oxyphosphoranes via Oxygen Atom Coordination1,2

  1997cited by this paper
• Neutral Six-Coordinate Phosphorus.

  1996cited by this paper
• Comparison of Phosphorus and Silicon: Hypervalency, Stereochemistry, and Reactivity.

  1996cited by this paper
• Acceleration of a Phosphate Diester Transesterification Reaction by Bis(alkylguanidinium) Receptors Containing an Appended General Base

  1995cited by this paper
• INFLUENCE OF PHOSPHORUS–SULFUR BONDING IN THE FORMATION OF OCTAHEDRALLY COORDINATED CYCLIC PENTAOXYPHOSPHORANES

  1995cited by this paper
• Principles of bioinorganic chemistry

  1995cited by this paper
• Participation of Two Carboxyl Groups in Phosphodiester Hydrolysis. 2. A Kinetic, Isotopic, and 31P NMR Study of the Hydrolysis of a Phosphodiester with Carboxyl Groups Fixed in an Attack Conformation

  1995cited by this paper
• Mechanisms of phosphoryl and acyl transfer

  1995cited by this paper
• Diequatorial and Axial-Equatorial Orientations of Eight-Membered Rings in Monocyclic Pentaoxyphosphoranes Containing Trifluoroethoxy Groups'

  1995cited by this paper
• Pentacoordinated molecules. Part 97. Variations in sulfur-containing eight-membered ring conformations of hydrogen-bonded and non-hydrogen-bonded cyclic phosphates and octahedrally coordinated cyclic pentaoxyphosphoranes

  1993cited by this paper
• Pentacoordinated molecules. 95. Influence of phosphorus-sulfur bonding in the formation of octahedrally coordinated cyclic pentaoxyphosphoranes

  1993cited by this paper
• Pentacoordinated Molecules. Part 92. Diequatorial and Axial-Equatorial Orientations of Eight-Membered Rings in Monocyclic Pentaoxyphosphoranes Containing Trifluoroethoxy Groups.

  1992cited by this paper
• Pentacoordinated molecules. 93. Conformational variation of sulfur-bridged eight-membered rings in four-, five-, and six-coordinated oxygen-ligated phosphorus compounds

  1992cited by this paper
• Pentacoordinated molecules. 92. Diequatorial and axial-equatorial orientations of eight-membered rings in monocyclic pentaoxyphosphoranes containing trifluoroethoxy groups

  1992cited by this paper
• THE STEREOCHEMISTRY OF NUCLEOPHILIC SUBSTITUTION AT TETRACOORDINATED SILICON

  1990cited by this paper
• Pentacovalent phosphorus-containing models of P(V) H//2O- or enzyme-cAMP adducts. nonchair conformations of the phosphorus-containing rings as determined by 1H NMR spectroscopy and x-ray crystallography

  1990cited by this paper
• Mechanism and Catalysis of Nucleophilic Substitution in Phosphate Esters

  1989cited by this paper
• Reconstruction by site-directed mutagenesis of the transition state for the activation of tyrosine by the tyrosyl-tRNA synthetase: a mobile loop envelopes the transition state in an induced-fit mechanism.

  1988cited by this paper
• Phosphoryl transfer from phosphomonoesters in aprotic and protic solvents

  1980cited by this paper
• STRUCTURE OF CYCLIC PENTACOORDINATED MOLECULES OF MAIN GROUP ELEMENTS

  1979cited by this paper
• Nucleophilic catalysis of phosphorylations by p-nitrophenyldiphenyl phosphate and by alkyl ethylene phosphates in aprotic solvents

  1977cited by this paper
• ACETATE ION CATALYSIS OF PHOSPHORYLATIONS IN APROTIC SOLVENTS

  1977cited by this paper
• Hydrogen bond

  1977cited by this paper
• Acetate ion catalysis of phosphorylation in aprotic solvents

  1976cited by this paper
• The enthalpies of hydrolysis of acyclic, monocyclic, and glycoside cyclic phosphate diesters.

  1975cited by this paper
• One-flask phosphorylative coupling of two different alcohols

  1975cited by this paper
• One-flask synthesis of unsymmetrical phosphodiesters. Selective amine catalysis of the phosphorylation of primary vs. secondary alcohols

  1975cited by this paper
• The Chemistry of organophosphorus compounds

  1971cited by this paper
• Pseudo-rotation in the hydrolysis of phosphate esters

  1968cited by this paper
• The Enzymes

  1961cited by this paper

• Integrating multi-structure covalent docking with machine-learning consensus scoring enhances potency ranking of human acetylcholinesterase inhibitors

  2026cites this paper
• Integrating Multi-Structure Covalent Docking with Machine Learning Consensus Scoring Enhances Virtual Screening of Human Acetylcholinesterase Inhibitors

  2025cites this paper
• Tris(4-chlorophenyl) phosphate

  2024cites this paper
• The investigation on the N H reactivity of pentacoordinate spirophosphoranes by H/D exchange and NMR experiments

  2018cites this paper
• Nucleophilic Substitution in Solution: Activation Strain Analysis of Weak and Strong Solvent Effects

  2018cites this paper
• The isomeric structure of pentacoordinate chiral spirophosphoranes in solution by the combined use of NMR experiments and GIAO DFT calculations of NMR parameters.

  2017cites this paper
• NaCN-catalized diastereoselective synthesis of meso-bisphosphonates from dialkyl(aryl) phosphites and acetylenic esters in aqueous acetone

  2017cites this paper
• Pitfalls and Limitations in Group 6 Triamidophosphane Chemistry: Cage‐Closure Restrictions in Square‐Pyramidal Nitrido Complexes and Degradation via Spiro‐[4.4]‐λ5‐Amidophosphorane Formation

  2017cites this paper
• Stereoselective PCO/POC-Rearrangement of P-C-Cage Phosphorane in the Reaction of 4,5-Dimethyl-2-(2-oxo-1,2-diphenyl)ethoxy-1,3,2-dioxaphospholane with Hexafluoroacetone.

  2016cites this paper
• The structures of phenylphosphonic-acid-mono-(2-hydroxy-phenyl)ester and phenylphosphonic-acid-mono-(3-hydroxy-naphthalen-2-yl)ester – A combined experimental and theoretical study

  2015cites this paper
• Diastereoselective One-Pot Synthesis of Phosphorylated N,N′-Methylenediacrylamides

  2015cites this paper
• A Theoretical Study of Phosphoryl Transfers of Tyrosyl-DNA Phosphodiesterase I (Tdp1) and the Possibility of a "Dead-End" Phosphohistidine Intermediate.

  2015cites this paper
• The Possible Role of Cyclic Pentacoordinate Phosphorus Intermediates in the Origin and Evolution of Life. are Phosphoric Anhydride and Trimetaphosphates Prebiotic Reagents?

  2015cites this paper
• Design of Hydroxamic Acid-Based Inhibitors for Serine β-Lactamases

  2014cites this paper
• Synthesis of functionalized 2,5-dihydro-1,2-oxaphospholes via one-pot three-component reaction

  2014cites this paper
• A Fast Catalytic Process of Transfer of a Phosphorus Atom: How Folding of the Reagent is Related to its Catalytic Activity. A Possible Correlation with Rna Behavior

  2014cites this paper
• Determination of the relative stability of the two gauche and anti-configurations in the synthesis of new β-aminophosphonate esters: theoretical studies

  2014cites this paper
• Phosphoryl transfers of the phospholipase D superfamily: a quantum mechanical theoretical study.

  2013cites this paper
• Theoretical investigation on structures, stability and properties of [P, X, Y] (X=C, Si; Y = O, S) isomers

  2013cites this paper
• Covalent inhibition of serine β-lactamases by novel hydroxamic acid derivatives.

  2013cites this paper
• Hyperbonding and Hypercoordination in Main-Group Chemistry

  2013cites this paper
• Aroylspirophosphoranes bearing two naphth-1,8-diyl-8-oxy groups: synthesis, crystal structure, and np(Oapical)→π∗(CO) charge transfer interaction

  2013cites this paper
• Synthesis and characterization of antiapicophilic arsoranes and related compounds.

  2012cites this paper
• Wittig Reaction: Role of Steric Effects in Explaining the Prevalent Formation of Z Olefin from Nonstabilized Ylides

  2012cites this paper
• Theoretical investigation of the enzymatic phosphoryl transfer of β-phosphoglucomutase: revisiting both steps of the catalytic cycle

  2012cites this paper
• Preliminary stereochemical investigation of the Atherton-Todd-type reaction between valine hydrospirophosphorane and phenols

  2012cites this paper
• Synthesis and Dynamic NMR Study of a Functionalized Sulfonamide Phosphonate Diester

  2011cites this paper
• First prebiotic generation of a ribonucleotide from adenine, D-ribose and trimetaphosphate.

  2011cites this paper
• Cyclin-dependent kinases: bridging their structure and function through computations.

  2011cites this paper
• Main Group Element Effect

  2011cites this paper
• Fragmentation of pentacoordinate spirobicyclic aminoacyl-phosphoranes (P-AAs) by electrospray ionization tandem mass spectrometry concerning P-O and P-N bond cleavage.

  2011cites this paper
• Vibrational circular dichroism spectroscopy of chiral molecules.

  2011cites this paper
• Synthesis of new phosphonato esters by reaction between triphenyl or trialkyl phosphite and acetylenic diesters in the presence of NH-containing compounds

  2011cites this paper
• Facile synthesis of hydantoins and thiohydantoins in aqueous solution

  2011cites this paper
• Stereomutation of a diastereomeric pair of 10‐P‐5 hydroxyphosphoranes

  2011cites this paper
• Studies on hypervalent compounds and synthetic work using heteroaromatic cations

  2011cites this paper
• Crystallographic and NMR studies on species intermediate between haloalkoxyphosphoranes and alkoxyphosphonium halides

  2011cites this paper
• An unusual cascade reaction of 4,5-dihydro-4,4-bis(trifluoromethyl)-2-phenyl-6,7-(4-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one with chloral

  2010cites this paper
• Determination of the absolute configuration of pentacoordinate chiral phosphorus compounds in solution by using vibrational circular dichroism spectroscopy and density functional theory.

  2010cites this paper
• Mechanistic and computational study of a palladacycle-catalyzed decomposition of a series of neutral phosphorothioate triesters in methanol.

  2010cites this paper
• Efficient synthesis of tetradecafluoro-4-phenylheptan-4-ol by a Cannizzaro-type reaction and application of the alcohol as a bulky Martin ligand variant for a new anti-apicophilic phosphorane.

  2010cites this paper
• Do spiroarsoranes exhibit polytopal equilibrium in solution?

  2010cites this paper
• 8.09 – Phosphoryl and Sulfuryl Transfer

  2010cites this paper
• Phosphoryl and Sulfuryl Transfer

  2010cites this paper
• The Phosphoenolpyruvate Phosphorylation: A Self-Organized Mechanism with Implications to Understand the RNA Transformations

  2010cites this paper
• A density functional study of pentacoordinated phosphorus species in ZSM-5 zeolite

  2010cites this paper
• Synthesis, structure, and reaction of tricoordinate stibine and tetracoordinate stiboranide

  2010cites this paper
• Reaction of 5-oxo-2-phenyl-4,4-bis(trifluoromethyl)-4,5-dihydro-1,3,2-benzodioxaphosphepine with chloral. The synthesis and spatial structure of 5-carbaphosphatrane containing a four-membered ring

  2010cites this paper
• Diastereoselective synthesis of chloro‐ and fluoro‐aniline containing phosphonate esters in a three‐component condensation

  2010cites this paper
• Diastereomers of the pentacoordinate chiral phosphorus compounds in solution: absolute configurations and predominant conformations.

  2010cites this paper
• Reaction mechanism of the trinuclear zinc enzyme phospholipase C: a density functional theory study.

  2010cites this paper
• Spiro- and Tricyclic Phosphoranes with Six- and Higher-Membered Rings

  2009cites this paper
• Hydrolysis of 8-quinolyl phosphate monoester: kinetic and theoretical studies of the effect of lanthanide ions.

  2009cites this paper
• Stepwise walden inversion in nucleophilic substitution at phosphorus.

  2009cites this paper
• Hypervalence in germanium compounds containing the tetracylic moiety {S(C6H3S)2O}Ge via O...Ge transannular interactions : A structural study

  2009cites this paper
• Synthesis of heterocyclic phosphonato esters by reaction between triphenyl phosphite and acetylenic diesters in the presence of sulfur-containing heterocyclic compounds

  2009cites this paper
• Solution and Crystal Structure of a Hexacoordinate Phosphoranate Bearing Two Martin Ligands and Two Methyl Groups

  2009cites this paper
• Characterization of the first hexacoordinate phosphorus compound with S→P←S bonds

  2009cites this paper
• The role played by phosphorus hexacoordination in driving the stereochemical outcome of a phosphination reaction.

  2009cites this paper
• [Ru(PPh3)3Cl2]-Mediated Transformation of –CH3 into =CHPHPh3 in Biacetylmonoxime Acetyl-/Aroylhydrazones: Ruthenium(III) Complexes with the Transformed Ligands

  2008cites this paper
• Synthesis, structure and isomerization of arylphosphoranes with anti-apicophilic bonding modes using a novel bidentate ligand with two C(2)F(5) groups.

  2008cites this paper
• NMR data do not implicate a phosphorane in the T4 DNA ligase reaction

  2008cites this paper
• 1,4,6,9-Tetraoxa-5λ4-selena-spiro[4.4]nonane – A Combined Theoretical and Experimental Study†

  2008cites this paper
• Stereomutation and Experimental Determination of the Relative Stability of Diastereomeric O-Equatorial Anti-Apicophilic Spirophosphoranes

  2008cites this paper
• Nucleophilic Substitution at C, Si and P: How Solvation Affects the Shape of Reaction Profiles

  2008cites this paper
• Stereoselective synthesis of spirophosphoranes with a phosphorus—carbon bond based on 2-(2-acetylphenoxy)benzo-1,3,2-dioxaphosphole

  2008cites this paper
• Hydrido-bis(meso-oxolanylen-3,4-dioxy)-λ5-phosphane

  2008cites this paper
• One-pot synthesis of functionalized thioureas by reaction of benzoyl isothiocyanates, secondary amines, and alkyl propiolates

  2008cites this paper
• Biologically Relevant Phosphoranes: Hypervalent Phosphorus as Applied to Phosphoryl Transfer Enzymes

  2008cites this paper
• Phosphodiester cleavage in ribonuclease H occurs via an associative two-metal-aided catalytic mechanism.

  2008cites this paper
• Inductive and External Electric Field Effects in Pentacoordinated Phosphorus Compounds.

  2008cites this paper
• Unraveling the three-metal-ion catalytic mechanism of the DNA repair enzyme endonuclease IV

  2007cites this paper
• Synthesis and application of a bidentate ligand based on decafluoro-3-phenyl-3-pentanol: steric effect of pentafluoroethyl groups on the stereomutation of O-equatorial C-apical spirophosphoranes.

  2007cites this paper
• Hypervalent Silicon and Phosphorus Atoms in Single Molecules: Synthesis and Properties of Phosphoranylalkoxysilicates and a Phosphoranyloxysilicate

  2007cites this paper
• Theoretical study of the properties of sulfone and sulfoxide functional groups

  2007cites this paper
• Computational study of the phosphoryl transfer catalyzed by a cyclin-dependent kinase.

  2007cites this paper
• Syntheses, crystal and solution structures, ligand-exchange, and ligand-coupling reactions of mixed pentaarylantimony compounds.

  2007cites this paper
• Proton shuttles and phosphatase activity in soluble epoxide hydrolase.

  2007cites this paper
• Pyridine and benzyltriethylammonium chloride ate-complexes of 2,2,2-trichlorobenzo[ d ]-1,3,2-dioxaphosphole in reactions with alk-1-ynes

  2007cites this paper
• Synthesis of spirophosphoranes containing a phosphorus–carbon bond using the reactions of substituted benzo[d]-1,3,2-dioxaphospholes with diethyl acetylenedicarboxylate

  2007cites this paper
• First isolation and kinetic study of hypervalent 10-As-5 organoarsenic compounds with a C-apical, O-equatorial configuration.

  2007cites this paper
• Nucleophilic substitution at phosphorus centers (SN2@p).

  2007cites this paper
• A Synthesis of Dialkyl Phosphorylsuccinates from the Reaction of NH-Acids with Dialkyl Acetylenedicarboxylates in the Presence of Trialkyl(aryl) Phosphites

  2007cites this paper
• Biologically relevant phosphoranes: structural characterization of glucofuranose- and xylofuranose-based phosphoranes.

  2006cites this paper
• Structural insights into the mechanism of PEPCK catalysis.

  2006cites this paper
• The Effect of Trifluoroethoxy Groups on the Structures of Eight-Membered Ring-Containing Cyclic Phosphites 1

  2006cites this paper
• Nucleophilic substitution at phosphorus (S(N)2@P): disappearance and reappearance of reaction barriers.

  2006cites this paper
• Biologically relevant phosphoranes: synthesis and structural characterization of glucofuranose-derived phosphoranes with penta- and hexacoordination at phosphorus.

  2006cites this paper
• New features in pentacoordinate phosphorus chemistry.

  2006cites this paper
• Experimental determination of the nN --> sigma*P-O interaction energy of O-equatorial C-apical phosphoranes bearing a primary amino group.

  2006cites this paper
• Structurally diverse penta- and hexacoordinate phosphorus compounds from the reaction of diethyl or diisopropyl azodicarboxylates with phosphorus(III) compounds

  2006cites this paper
• Rigid P-chiral mono and diphosphines. Configurative stability and P-inversion barrier

  2006cites this paper
• The Effect of Very Bulky Groups on the Equilibrium of Penta- and Hexacoordinated Phosphoranes 1

  2006cites this paper
• 31P NMR chemical shifts in hypervalent oxyphosphoranes and polymeric orthophosphates.

  2006cites this paper
• Diastereoselective Synthesis of meso-Bisphosphonates from Trialkyl(aryl) Phosphites and Activated Acetylenes in the Presence of 4-Nitrophenol

  2006cites this paper
• Biologically relevant phosphoranes: structural characterization of a nucleotidyl phosphorane.

  2005cites this paper
• Phosphoryl Transfer Enzymes and Hypervalent Phosphorus Chemistry: A Keynote Lecture of the 7th International Conference on Heteroatom Chemistry

  2005cites this paper
• Benchmark calculations of proton affinities and gas-phase basicities of molecules important in the study of biological phosphoryl transfer.

  2005cites this paper
• Atrane and Phosphorane Formation with Aminotriphenols [1]

  2005cites this paper
• Synthesis of dimethyl (3-benzoyl-2,2,2-trimethoxy-5-phenyl-2,3-dihydro- 1,2λ5-oxaphosphol-4-yl)phosphonate

  2005cites this paper