Enzymatic 'In Vitro' Reduction of Ketones VII.(1) Reduction rates and stereochemistry of the HLAD catalyzed reduction of 2-alkyl cyclohexanones, dimethyl cyclohexanones, cycloalkanones and bicycloalkanones

Autor:	Frank C. Alderweireldt, G. L. Lemière, T. A. van Osselaer, J. A. Lepoivre
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Steric effects Ketone Bicyclic molecule Stereochemistry Alcohol General Chemistry Catalysis Enzyme catalysis chemistry.chemical_compound Reaction rate constant chemistry Organic chemistry Alkyl
Zdroj:	Bulletin des Sociétés Chimiques Belges. 89:389-398
ISSN:	0037-9646
DOI:	10.1002/bscb.19800890510
Popis:	Values for the rate constants of the catalytic step HLAD-NADH + ketone → HLAD-NAD+ alcohol in the HLAD catalyzed reduction of some 2-alkyl cyclohexanones, geminal dimethyl cyclohexanones, cycloalkanones and bicyclic ketones are presented. Also the thermodynamic parameters of activation are given and they are compared with the activation parameters of the NaBH4 reduction leading to a better understanding of some forces at work in enzymatic catalysis. The results are rationalized in the same way as was previously done for the 3-alkyl and 4-alkyl cyclohexanones. A reaction model is obtained in which steric hindrances and hydrophobic zones are responsible for rate decreasing, respectively increasing interactions between enzyme and substrates.
Databáze:	OpenAIRE
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