For decades, microbial transformation has been exploited by scientists for its applications in green chemistry and the facile conversion of substrates to oxygenated analogues. Hydroxylation reactions are typical among these transformations as microorganisms, through the use of cytochrome P450 enzymes, perform remote functionalization on a number of substrate carbons. The current investigation explores the potential of seven fungi, namely, Actinomucor elegans, Aspergillus ochraceus, Beauveria bassiana, Calonectria decora, Mucor plumbeus, Rhizopus stolonifer and Penicillium chrysogenum to effect the biotransformation of 17β-hydroxyandrost-4-en-3-one, commonly known as testosterone (1). These transformations have been carried out by incubating 1 with fungal mycelia growing in nutrient media, or separately to calcium alginate cells suspended in water. The conditions for successful bioconversions have been optimized and yields of products from both methods have been compared. The approach can be extended to examine the products formed when 1 is fed to a single vessel with a mixture of two sets of beads, each derived by encapsulating a single fungal strain. This approach has the potential for generation of a library of compounds.

Investigating the formation of steroid derivatives from testosterone using free and immobilized filamentous fungi

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.