AI Article Synopsis
- The synthesis of steroids and their derivatives is important for clinical applications, with a focus on molecules like testolactone that have bioactivity.
- Aspergillus parasiticus was used to study the bioconversion of dehydro-epi-androsterone (DHEA), showing its ability to produce D-ring lactonization products, including testololactone.
- The research also indicated that A. parasiticus exhibits Baeyer-Villiger monooxygenase (BVMO) activity, making it a promising biocatalyst for producing bioactive steroid-based compounds on a larger scale.
Article Abstract
The research on the synthesis of steroids and its derivatives is of high interest due to their clinical applications. A particular focus is given to molecules bearing a D-ring lactone like testolactone because of its bioactivity. The Aspergillus genus has been used to perform steroid biotransformations since it offers a toolbox of redox enzymes. In this work, the use of growing cells of Aspergillus parasiticus to study the bioconversion of dehydro-epi-androsterone (DHEA) is described, emphasizing the metabolic steps leading to D-ring lactonization products. It was observed that A. parasiticus is not only capable of transforming bicyclo[3.2.0]hept-2-en-6-one, the standard Baeyer-Villiger monooxygenase (BVMO) substrate, but also yielded testololactone and the homo-lactone 3β-hydroxy-17a-oxa-D-homoandrost-5-en-17-one from DHEA. Moreover, the biocatalyst degraded the lateral chain of cortisone by an oxidative route suggesting the action of a BVMO, thus providing enough metabolic evidences denoting the presence of BVMO activity in A. parasiticus. Furthermore, since excellent biotransformation rates were observed, A. parasiticus is a promising candidate for the production of bioactive lactone-based compounds of steroidal origin in larger scales.
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| http://dx.doi.org/10.1016/j.steroids.2016.03.018 | DOI Listing |
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