Novel Fatty Acid Chain-Shortening by Fungal Peroxygenases Yielding 2C-Shorter Dicarboxylic Acids

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

  • Andrés Olmedo - , Spanish National Research Council (Author)
  • René Ullrich - , Chair of Environmental Biotechnology (Author)
  • Martin Hofrichter - , Chair of Environmental Biotechnology (Author)
  • José C. Del Río - , Spanish National Research Council (Author)
  • Ángel T. Martínez - , Spanish National Research Council (Author)
  • Ana Gutiérrez - , Spanish National Research Council (Author)

Abstract

Unspecific peroxygenases (UPOs), the extracellular enzymes capable of oxygenating a potpourri of aliphatic and aromatic substrates with a peroxide as co-substrate, come out with a new reaction: carbon-chain shortening during the conversion of fatty acids with the well-known UPOs from Coprinopsis cinerea (rCciUPO) and Cyclocybe (Agrocybe) aegerita (AaeUPO). Although a pathway (Cα-oxidation) for shortening the hydrocarbon chain of saturated fatty acids has already been reported for the UPO from Marasmius rotula (MroUPO), it turned out that rCciUPO and AaeUPO shorten the chain length of both saturated and unsaturated fatty acids in a different way. Thus, the reaction sequence does not necessarily start at the Cα-carbon (adjacent to the carboxyl group), as in the case of MroUPO, but proceeds through the subterminal (ω-1 and ω-2) carbons of the chain via several oxygenations. This new type of shortening leads to the formation of a dicarboxylic fatty acid reduced in size by two carbon atoms in the first step, which can subsequently be further shortened, carbon by carbon, by the UPO Cα-oxidation mechanism.

Details

Original languageEnglish
Article number744
Pages (from-to)1-10
Number of pages10
JournalAntioxidants
Volume11
Issue number4
Publication statusPublished - 8 Apr 2022
Peer-reviewedYes

External IDs

PubMed 35453429
unpaywall 10.3390/antiox11040744
Mendeley 6faae874-9c11-3942-86c9-c3e388d02012

Keywords

DFG Classification of Subject Areas according to Review Boards

Keywords

  • Agrocybe aegerita, chain shortening, Coprinopsis cinerea, EC 1.11.2.1, fatty acids, fungal enzymes, peroxygenation

Library keywords