Patent
AN ENZYMATIC PROCESS FOR PREPARING β-LACTAMS
TLDR
An enzymatic process under thermodynamical control for preparing b-lactams, by coupling the 7amino group of a cephalosporin nucleus with the carboxylic function of an acetic acid derivative consisting of a residue with p-electrons, a short spacer and a carboxYlic function, was described in this paper.Abstract:
An enzymatic process under thermodynamical control for preparing b-lactams, by coupling the 7-amino group of a cephalosporin nucleus with the carboxylic function of an acetic acid derivative consisting of a residue with p-electrons, a short spacer and a carboxylic function The process comprises using a penicillin amidase as free enzyme or in any suitable immobilised form; applying no or maximum 10 % organic solvent, applying at least 100 mmol/l cephalosporin nucleus, applying the free acetic acid derivative in a 3 - 5 fold molar ratio, reducing the pH by acid according the reaction progress from initially pH 75 - 625 to pH 625 - 50 and adjusting 10 - 40°Cread more
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Journal ArticleDOI
Mechanism and yields in enzyme catalysed equilibrium and kinetically controlled synthesis of β-lactam antibiotics, peptides and other condensation products
TL;DR: Hydrolases can be used to catalyse the synthesis of condensation products such as β-lactam antibiotics, peptides, oligosaccharides and glycerides, and rational analysis of how yield controlling factors may be changed to obtain optimum yields is used to evaluate whether these biotechnological processes can compete with the chemical methods currently used for the synthesis.
Journal ArticleDOI
Synthesis of antibiotics (cephaloglycin) catalyzed by penicillin G acylase: Evaluation and optimization of different synthetic approaches
TL;DR: Simultaneous utilization of these strategies has significantly improved this synthetic process with very high yields, reaction rates, and enzyme stability.
Journal ArticleDOI
Thermodynamically controlled synthesis of β-lactam antibiotics. Equilibrium concentrations and side-chain properties
C.G.P.H. Schroën,Vincent Nierstrasz,P.J. Kroon,R. Bosma,Anja E.M. Janssen,Hendrik H. Beeftink,Johannes Tramper +6 more
TL;DR: In this article, the thermodynamic controlled synthesis of cephalexin was studied at various pH values, solvent concentrations, and temperatures, and the equilibrium antibiotic concentrations reported in this study were notably lower than the values reported in the literature.
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Dynamic reaction design of enzymic biotransformations in organic media: equilibrium-controlled synthesis of antibiotics by penicillin G acylase
TL;DR: Parameters relevant to the thermodynamically controlled synthesis of cephalothin utilizing highly active stabilized penicillin G acylase derivatives were studied and dynamic reaction design was implemented.
Journal ArticleDOI
Equilibrium controlled synthesis of cephalothin in water-cosolvent systems by stabilized penicillin G acylase
TL;DR: In this article, the synthesis of cephalothin from thienylacetic acid (TAA) and 7-aminocephalosporanic acid (7ACA) was carried out in the presence of high concentrations of organic cosolvents (e.g., 50% N,N′dimethyl-formamide) and under a wide range of experimental conditions (pH, temperature, etc.) by using very active and highly stabilized derivatives of Penicillin G acylase.