Related Experiment Video
Updated: Feb 17, 2026

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Microbial Hydroxylation of 16α, 17α-Epoxyprogesterone by Penicillium Decumbens
Shuhong Mao1, Xuerong Wang2, Zhijiang Ge2
1Key Laboratory of Industrial Fermentation Microbiology,Ministry of Education,Tianjin University of Science & Technology, Tianjin, China.
Abstract:
Microbial transformation has been successfully applied in the production of steroid intermediates with therapeutic use and commercial value in pharmaceutical industry due to its high regio- and stereo-selectivity. As such, it is still important to screen microbial strains with novel activity or more efficient abilities in the development of the commercial steroid industry. Biotransformation of steroid: 16α, 17α-epoxyprogesterone (1). using Penicilliumdecumbens as biocatalyst was investigated and selective hydroxylation of 1 was observed. The products were separated by silica gel column chromatography, and the structure determination was performed by MS, NMR, and X-ray crystallography. Biotransformation of 1 afforded 7β-hydroxy-16α, 17α-epoxyprogesterone (2). and 7β,11α-dihydroxy-16α,17α- epoxyprogesterone (3). The two novel metabolic products 2 and 3 were reported for the first time. Moreover, the identified C7β- and C11-αhydroxylation is a novel reaction of microbial transformation of steroids by P.decumbens.
More Related Videos
08:21Isolation and Screening from Soil Biodiversity for Fungi Involved in the Degradation of Recalcitrant Materials
Published on: May 16, 2022
10:03Isolation, Propagation, and Identification of Bacterial Species with Hydrocarbon Metabolizing Properties from Aquatic Habitats
Published on: December 7, 2021
Related Concept Videos
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Biosynthesis of Lipids
Esters to Carboxylic Acids: Saponification
The reaction requires a base in stoichiometric amounts, which participates in the reaction and is not regenerated later. So, the base acts as a...
Acid-Catalyzed Ring-Opening of Epoxides
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Hydroboration-Oxidation of Alkenes