Selective Microbial Conversion of DHEA into 7α-OH-DHEA

Methods Mol Biol. 2023:2704:269-275. doi: 10.1007/978-1-0716-3385-4_16.

Abstract

7α-Hydroxy dehydroepiandrosterone (7α-OH-prasterone, 7α-OH-DHEA) is a key steroid intermediate in the synthesis of valuable pharmaceuticals widely used in the treatment of autoimmune illness, rheumatoid arthritis, colitis, and other severe diseases. The steroid can be produced using a filamentous fungus, which is capable of regio- and stereospecific hydroxylation of the steroid 3β-alcohol (DHEA) in the allylic position C7. Here, we describe a method for highly selective microbial production of 7α-OH-DHEA from DHEA using the zygomycete Backusella lamprospora VKM F-944. The method ensures high yield of 7α-OH-DHEA (up to 89%, mol/mol) even at high concentration of the substrate DHEA (15 g/L).

Keywords: 7α-Hydroxylation; 7α-OH-DHEA; Backusella lamprospora; Biocatalysis; DHEA; Filamentous fungi; Steroids; Transformation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arthritis, Rheumatoid*
  • Colitis*
  • Dehydroepiandrosterone
  • Ethanol
  • Humans
  • Hydroxylation

Substances

  • Ethanol
  • Dehydroepiandrosterone