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Mechanisms of Steroid Oxidation by Microorganisms

XI. ENZYMATIC CLEAVAGE OF THE PREGNANE SIDE CHAIN

From the ¹ From the School of Pharmacy, University of Wisconsin, Madison, Wisconsin 53706

Two enzymes are responsible for the cleavage of pregnane side chains. A steroid-inducible oxygenase, in the presence of reduced nicotinamide adenine trinucleotide and molecular oxygen, catalyzes the conversion of progesterone into testosterone acetate. The latter ester is then hydrolyzed by an esterase to yield testosterone. The oxygenase has been partially purified and separated from the esterase.

Evidence is herein presented to show that these two enzymes are also responsible for the degradation of pregnane side chains in 17-hydroxypregn-4-ene-3,20-dione, deoxy-corticosterone, pregna-4,16-diene-3,20-dione and 16,17-oxidopregn-4-ene-3,20-dione.

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