Results 241 to 250 of about 136,042 (297)

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

Science, 1994
Spectroscopic properties of chymotrypsin and model compounds indicate that a low-barrier hydrogen bond participates in the mechanism of serine protease action. A low-barrier hydrogen bond between Nδ1 of His 57 and the β-carboxyl group of Asp 102 in chymotrypsin can facilitate the formation of
Perry A. Frey, John B. Tobin, Sean A. Whitt   +2 more
openaire   +4 more sources

Hydrogen-Bond Networks: Strengths of Different Types of Hydrogen Bonds and An Alternative to the Low Barrier Hydrogen-Bond Proposal

Journal of the American Chemical Society, 2013
We report quantifying the strengths of different types of hydrogen bonds in hydrogen-bond networks (HBNs) via measurement of the adiabatic electron detachment energy of the conjugate base of a small covalent polyol model compound (i.e., (HOCH2CH2CH(OH)CH2)2CHOH) in the gas phase and the pKa of the corresponding acid in DMSO.
George A. O'Doherty, Yanping Wang, Steven R. Kass, Alireza Shokri, Xue-Bin Wang, Xue-Bin Wang   +5 more
openaire   +4 more sources

Energetics of a Low Barrier Hydrogen Bond in Nonpolar Solvents

Journal of the American Chemical Society, 1996
A measure of the strength of a low barrier hydrogen bond (LBHB) in apolar organic media was obtained using synthetic molecules derived from Kemp's triacid. The structures feature unusually rigid conformations that enforce intramolecular hydrogen bonds in a dicarboxylic acid, its corresponding acid-amide and their respective conjugate bases. Analysis of
Julius Rebek, and Leticia M. Toledo, Yoko Kato   +2 more
openaire   +3 more sources

The low barrier hydrogen bond (LBHB) proposal revisited: The case of the Asp ··· His pair in serine proteases

Proteins: Structure, Function, and Bioinformatics, 2004
The fact that hydrogen bonds (HBs) can provide major stabilization to transition states (TSs) of enzymatic reactions is well known. However, the nature of HB stabilization has been the subject of a significant controversy.
Claudia Schütz, Arieh Warshel
openalex   +2 more sources

The Deuterium Isotope Effect on the NMR Signal of the Low-Barrier Hydrogen Bond in a Transition- State Analog Complex of Chymotrypsin

Biochemical and Biophysical Research Communications - BBRC, 2000
The participation of a low-barrier hydrogen bond (LBHB) in the mechanism of action of chymotrypsin introduces a new role for Asp 102 and His 57 in catalysis [C. S. Cassidy, J. Lin, and P. A. Frey (1997) Biochemistry 36, 4576-4584].
Constance S. Cassidy, Jing Lin, Perry A. Frey   +2 more
openalex   +2 more sources

A New Concept for the Mechanism of Action of Chymotrypsin:  The Role of the Low-Barrier Hydrogen Bond

Biochemistry, 1997
The basicities of the diad H57-D102 at N(epsilon)2 in the tetrahedral complexes of chymotrypsin with the peptidyl trifluoromethyl ketones (TFK) N-acetyl-L-Leu-DL-Phe-CF3 and N-acetyl-DL-Phe-CF3 have been studied by 1H-NMR. The protons bridging His 57 and Asp 102 in these complexes are engaged in low-barrier hydrogen bonds (LBHBs).
Jing Lin, Constance S. Cassidy, Perry A. Frey   +2 more
openaire   +4 more sources

ChemInform Abstract: Follow the Protons: A Low‐Barrier Hydrogen Bond Unifies the Mechanisms of the Aspartic Proteases

ChemInform, 2001
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Dexter B. Northrop
openalex   +5 more sources

A Novel Engineered Subtilisin BPN‘ Lacking a Low-Barrier Hydrogen Bond in the Catalytic Triad

Biochemistry, 2001
The low-barrier hydrogen bond (LBHB) between the Asp and His residues of the catalytic triad in a serine protease was perturbed via the D32C mutation in subtilisin BPN' (Bacillus protease N').
Jennifer Stratton, Jeffrey G. Pelton, Jack F. Kirsch   +2 more
openalex   +2 more sources

Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study

Journal of Physical Chemistry A, 2005
The strength of the low-barrier hydrogen bond in hydrogen maleate in the gas phase was investigated by low-temperature photoelectron spectroscopy and ab initio calculations. Photoelectron spectra of maleic and fumaric acid monoanions (cis-/trans-HO(2)CCH=
Hin‐Koon Woo, Xue‐Bin Wang, Lai‐Sheng Wang, Kai‐Chung Lau   +3 more
openalex   +2 more sources

Small Molecules Promote Selective Denaturation and Degradation of Tubulin Heterodimers through a Low-Barrier Hydrogen Bond.

Journal of Medicinal Chemistry, 2022
Here, we report a novel mechanism to selectively degrade target proteins. 3-(3-Phenoxybenzyl)amino-β-carboline (PAC), a tubulin inhibitor, promotes selective degradation of αβ-tubulin heterodimers.
Jianhong Yang, Yong Li, Q. Qiu, Ruihan Wang, Wei-Qun Yan, Yamei Yu, Lu Niu, Heying Pei, Haoche Wei, Ouyang Liang, Haoyu Ye, Dingguo Xu, Yuquan Wei, Qiang Chen, Lijuan Chen   +14 more
semanticscholar   +1 more source