The Energetics of Hydrogen Bonds in Model Systems: Implications for Enzymatic Catalysis

Catalysis in chemistry and enzymology

1969 • 3,236 citations

Equilibrium acidities in dimethyl sulfoxide solution

1988 • 2,682 citations

Low-Barrier Hydrogen Bonds and Enzymic Catalysis

1994 • 1,117 citations

Evidence for resonance-assisted hydrogen bonding. 4. Covalent nature of the strong homonuclear hydrogen bond. Study of the O-H--O system by crystal structure correlation methods

1994 • 1,038 citations

Binding Energy, Specificity, and Enzymic Catalysis: The Circe Effect

1975 • 844 citations

A Low-Barrier Hydrogen Bond in the Catalytic Triad of Serine Proteases

1994 • 723 citations

Equilibrium acidities of carbon acids. VI. Establishment of an absolute scale of acidities in dimethyl sulfoxide solution

1975 • 544 citations

Hydrogen Bonding and Chemical Reactivity

1990 • 506 citations

Energetics of enzyme catalysis.

1978 • 468 citations

An explanation for rapid enzyme-catalyzed proton abstraction from carbon acids: importance of late transition states in concerted mechanisms

1993 • 370 citations

Understanding the rates of certain enzyme-catalyzed reactions: Proton abstraction from carbon acids, acyl transfer reactions, and displacement reactions of phosphodiesters

1993 • 352 citations

Are buried salt bridges important for protein stability and conformational specificity?

1995 • 323 citations

Calculations of enzymic reactions: calculations of pKa, proton transfer reactions, and general acid catalysis reactions in enzymes

1981 • 315 citations

Structural and thermodynamic consequences of burying a charged residue within the hydrophobic core of T4 lysozyme

1991 • 265 citations

Low-barrier hydrogen bonds and low fractionation factor bases in enzymic reactions

1992 • 250 citations

The ionic hydrogen bond and ion solvation. 1. NH+.cntdot..cntdot..cntdot.O, NH+.cntdot..cntdot..cntdot.N, and OH+.cntdot..cntdot..cntdot.O bonds. Correlations with proton affinity. Deviations due to structural effects

1984 • 248 citations

Studies of hydrogen-bonded complex formation with p-fluorophenol. V. Linear free energy relationships with OH reference acids

1969 • 245 citations

Solvent Effects in Infrared Spectroscopic Studies of Hydrogen Bonding

1963 • 226 citations

Free energy perturbation calculations on binding and catalysis after mutating Asn 155 in subtilisin

1987 • 221 citations

Complementary Lewis acid-base description of solvent effects. I. Ion-ion and ion-dipole interactions

1975 • 191 citations

Acidities and hydrogen bonding of phenols in dimethyl sulfoxide

1984 • 180 citations

Proton, deuterium, and tritium nuclear magnetic resonance of intramolecular hydrogen bonds. Isotope effects and the shape of the potential energy function

1978 • 176 citations

Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to Broensted acids from gas-phase fluoride exchange equilibrium measurements

1983 • 174 citations

Structures and isotopic fractionation factors of complexes, A1HA2-

1980 • 158 citations

Electrostatic stabilization can explain the unexpected acidity of carbon acids in enzyme-catalyzed reactions

1993 • 156 citations

Symmetries of Hydrogen Bonds in Solution

1994 • 143 citations

The Nonexistence of Specially Stabilized Hydrogen Bonds in Enzymes

1995 • 136 citations

The ionic hydrogen bond and ion solvation. 5- OH.cntdot..cntdot..cntdot.O- bonds. Gas-phase solvation and clustering of alkoxide and carboxylate anions

1986 • 134 citations

Structures and isotopic fractionation factors of complexes AHA-1

1977 • 133 citations

Hydrogen-bonding energies to negative ions from gas-phase measurements of ionic equilibriums

1971 • 126 citations

Equilibriums involving organic anions in dimethyl sulfoxide and N-methylpyrrolidin-2-one: acidities, ion pairing, and hydrogen bonding

1980 • 125 citations

Experimental and theoretical studies of substituent effects in hydrogen bond based molecular recognition of a zwitterion by substituted arylureas

1995 • 111 citations

The importance of being ribose at the cleavage site in the Tetrahymena ribozyme reaction

1993 • 105 citations

Proton and deuterium NMR of hydrogen bonds: Relationship between isotope effects and the hydrogen bond potential

1976 • 96 citations

Hydrogen bonding between solutes in aqueous solution

1986 • 94 citations

A Very Short Hydrogen Bond Provides Only Moderate Stabilization of an Enzyme-Inhibitor Complex of Citrate Synthase

1994 • 84 citations

Symmetries of hydrogen bonds in monoanions of dicarboxylic acids

1992 • 78 citations

A Simple Method for Determining the Relative Strengths of Normal and Low-Barrier Hydrogen Bonds in Solution: Implications to Enzyme Catalysis

1995 • 70 citations

Relative acidities of water and methanol and the stabilities of the dimer anions

1986 • 67 citations

Destabilization of an alpha-helix-bundle protein by helix dipoles.

1989 • 63 citations

Substituent effects on dissociation of benzoic acids and heteroconjugation of benzoates with p-bromophenol in acetonitrile, N,N-dimethylformamide, and dimethyl sulfoxide. Intramolecular hydrogen bonding in o-hydroxybenzoic acids and their anions

1971 • 61 citations

Evidence for a double-minimum potential for intramolecular hydrogen bonds of aqueous hydrogen maleate and hydrogen phthalate anions

1989 • 60 citations

Anion-alcohol hydrogen bond strengths in the gas phase

1984 • 59 citations

Linear enthalpy-spectral shift correlations for 2,2,2-trifluoroethanol

1970 • 51 citations

Infrared study of hydrogen-bonded complexes involving phenol derivatives and polyfunctional bases. 2. 3-Methyl-4-pyrimidone, 1-methyl-2-pyrimidone, 1,4,4-trimethylcytosine, and 1,3-dimethyluracil

1984 • 50 citations

Structural effects on rates and equilibriums. XV. Hydrogen-bonded intermediates and stepwise mechanisms for proton-exchange reactions between oxygen atoms in hydroxylic solvents

1972 • 50 citations

Hydrogen Bonding. II. Phenol Interactions with Substituted Pyridines^1a

1965 • 49 citations

Carbon acidity. 67. The indicator scale of cesium ion pairs in tetrahydrofuran

1985 • 45 citations

.alpha.-Fluoro Acid and .alpha.-Fluoro Amide Analogs of Acetyl-CoA as Inhibitors of Citrate Synthase: Effect of pKa Matching on Binding Affinity and Hydrogen Bond Length

1995 • 30 citations

On the Correlation of Hydrogen Bridging Equilibria with Acidity

1961 • 29 citations

2-Amino-3-ketobutyrate-CoA Ligase from Beef Liver Mitochondria: An NMR Spectroscopic Study of Low-Barrier Hydrogen Bonds of a Pyridoxal 5'-Phosphate-Dependent Enzyme

1995 • 23 citations

Neutronenbeugungsuntersuchung der extrem kurzen Wasserstoffbrücke im Kupfer-Dihydrogen-Diphthalat-Dihydrat

1980 • 22 citations

The crystal and molecular structure of tris(thiourea)copper(I) hydrogen-o-phthalate. A monomeric trigonal planar copper(I) complex

1977 • 21 citations

Stable simple enols. Part 21. Solvent and .alpha.- and .beta.-substituent effects on the association with hydrogen bond accepting solvents and the hydroxyl conformation of stable simple enols

1989 • 21 citations

Proton transfer in acetonitrile: homo- and heteroassociation +N-bases and trimethyl-N-oxide

1984 • 19 citations

Carboxylic Acid-N Base Hydrogen Bonds with Large Proton Polarizability in Acetonitrile as a Function of the Basicity of the Hydrogen Bond Acceptors

1984 • 17 citations

Hydrogen Bond Strength and Charge Distribution in the Bifluoride Ion, HF2−. Lattice Energies of LiHF2, NaHF2, KHF2, RbHF2, and CsHF2

1972 • 15 citations

Thermodynamic description of a contact and solvent-separated ion pair as a function of solvation: a model for salt bridges and proton-transfer reactions in biology

1993 • 13 citations

Structure-reactivity coefficients for general acid catalysis of semicarbazone formation

1978 • 13 citations

Equilibrium constants for the interconversion of substituted 1-phenylethyl alcohols and ethers. A measurement of intramolecular electrostatic interactions

1985 • 13 citations

A new NMR method for measuring the difference between corresponding proton and deuterium chemical shifts. Isotope effects on exchange equilibria

1984 • 12 citations

Influence of phenol acidity and solvent polarity with phenol—retinal schiff base hydrogen bonds—thermodynamic parameters of bond formation and proton transfer

1987 • 11 citations