Journal ArticleDOI
Torsional strain considerations in the mechanism of the proteolytic enzymes, with particular application to carboxypeptidase A
TLDR
In this paper, a mechanism involving electrostatically induced torsional activation of the scissile peptide bond, Lewis acid coordination of zinc to amide carbonyl, proton donation from Glu 270 to the amide nitrogen, with concerted attack by solvent water was considered.About:
This article is published in Bioorganic Chemistry.The article was published on 1975-09-01. It has received 22 citations till now. The article focuses on the topics: Proteolytic enzymes & Peptide bond.read more
Citations
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Book ChapterDOI
Structural biology of zinc.
TL;DR: The biological function of zinc is governed by the composition of its tetrahedral coordination polyhedron in the metalloprotein, and each ligand group that coordinates to the metal ion does so with a well-defined stereochemical preference, so protein-zinc recognition and discrimination requires proper chemical composition and proper stereochemistry of the metal-ligand environment.
Book ChapterDOI
Determining the chemical mechanisms of enzyme-catalyzed reactions by kinetic studies.
Journal ArticleDOI
Binding of N-carboxymethyl dipeptide inhibitors to thermolysin determined by X-ray crystallography: a novel class of transition-state analogues for zinc peptidases
TL;DR: The observed zinc ligation supports the previous suggestion that a pentacoordinate intermediate participates in the mechanism of catalysis, and it is proposed that a related mechanism should be considered for peptide cleavage by carboxypeptidase A.
Journal ArticleDOI
Catalytic role of the metal ion of carboxypeptidase A in ester hydrolysis.
TL;DR: Results indicate that in the esterolytic reaction of carboxypeptidase, a deacylation of a mixed anhydride acyl-enzyme intermediate is catalyzed by a metal-bound hydroxide group.
Journal ArticleDOI
A thioamide substrate of carboxypeptidase A
TL;DR: The CPA-catalyzed hydrolysis of Z-Glys-Phe was shown to involve only C-N bond cleavage, to give carbobenzoxythioglycine and phenylalanine.
References
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Journal ArticleDOI
Analog approaches to the structure of the transition state in enzyme reactions
Journal ArticleDOI
The mode of action of the crystalline pancreatic proteolytic enzymes.
Hans Neurath,George W. Schwert +1 more
Book ChapterDOI
Carboxypeptidase A: a protein and an enzyme.
TL;DR: This chapter discusses the relationship of the three-dimensional structures of bovine carboxypeptidase A, and of its complexes with substrates and inhibitors, to the functional behavior of this enzyme.
Journal ArticleDOI
The non-planar amide group
F. K. Winkler,Jack D. Dunitz +1 more
TL;DR: It is concluded that although the equilibrium conformation of the amide group may be planar or close to it, out-of-plane deformation can be made at a very modest energy cost.
Related Papers (5)
Carboxypeptidase A. Differences in the mechanisms of ester and peptide hydrolysis.
David S. Auld,Barton Holmquist +1 more
Unified picture of mechanisms of catalysis by carboxypeptidase A.
Ronald Breslow,David L. Wernick +1 more