Abstract

The preparative-scale regio- and stereospecific oxidoreduction of the hydroxyl-keto groups of a variety of steroids, catalysed by several hydroxysteroid dehydrogenases, has been carried out in water—organic solvent two-phase systems. The organic solvents employed were ethyl and butyl acetate. The steroid transformations were specific, complete, and one-step. In the systems containing ethyl acetate, the transformation rates were different from those obtained in butyl acetate because of the different effects of the two solvents on such parameters as K m, V max, product inhibition constant, and the partition coefficient of steroids. Various reactors (free enzymes in shaken vessels, immobilized enzymes in shaken vessels, and fixed bed reactors) have been made and their performance compared. The suitability to two-phase systems of several enzymatic NAD(P)(H)-regenerating systems has also been studied.

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