• Medientyp: Sonstige Veröffentlichung; E-Artikel
  • Titel: Co-Oxidative Transformation of Piperine to Piperonal and 3,4-Methylenedioxycinnamaldehyde by a Lipoxygenase from Pleurotus sapidus
  • Beteiligte: Krahe, Nina‐Katharina [VerfasserIn]; Berger, Ralf G. [VerfasserIn]; Kahlert, Lukas [VerfasserIn]; Ersoy, Franziska [VerfasserIn]
  • Erschienen: Weinheim : Wiley-VCH, 2021
  • Erschienen in: ChemBioChem : an official journal of the EFMC 22 (2021), Nr. 19 ; ChemBioChem : an official journal of the EFMC
  • Ausgabe: published Version
  • Sprache: Englisch
  • DOI: https://doi.org/10.15488/13815; https://doi.org/10.1002/cbic.202100183
  • ISSN: 1439-4227
  • Schlagwörter: lipoxygenase ; cleavage reactions ; piperonal ; biotransformations ; co-oxidation
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  • Beschreibung: The valuable aroma compound piperonal with its vanilla-like olfactory properties is of high interest for the fragrance and flavor industry. A lipoxygenase (LOXPsa1) of the basidiomycete Pleurotus sapidus was identified to convert piperine, the abundant pungent principle of black pepper (Piper nigrum), to piperonal and a second volatile product, 3,4-methylenedioxycinnamaldehyde, with a vanilla-like odor through an alkene cleavage. The reaction principle was co-oxidation, as proven by its dependence on the presence of linoleic or α-linolenic acid, common substrates of lipoxygenases. Optimization of the reaction conditions (substrate concentrations, reaction temperature and time) led to a 24-fold and 15-fold increase of the piperonal and 3,4-methylenedioxycinnamaldehyde concentration using the recombinant enzyme. Monokaryotic strains showed different concentrations of and ratios between the two reaction products.
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