A labeling study on the formation of perillene by submerged cultured oyster mushroom, Pleurotus ostreatus

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

  • Ulrich Krings
  • Darius Hapetta
  • Ralf G. Berger

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Details

OriginalspracheEnglisch
Seiten (von - bis)533-541
Seitenumfang9
FachzeitschriftApplied Microbiology and Biotechnology
Jahrgang78
Ausgabenummer3
PublikationsstatusVeröffentlicht - 1 März 2008

Abstract

The conversion of β-myrcene to the furanoid flavour compound perillene by Pleurotus ostreatus was investigated using trideutero β-myrcene, trideutero α-(Z)-acaridiol and non-labeled 1,2- and 3,10-epoxy-β- myrcene, α,α-acarilactol, and perillene as substrates. Myrcene diols were formed from the cleavage of myrcene epoxides, but only α-(Z)-acaridiol, a 1,4-butanediol derivative most likely generated through a base-catalysed epoxide opening, was a suitable precursor of perillene. Once formed, this key intermediate was rapidly oxidised and the resulting cyclic lactol was dehydrated to yield perillene. Bioconversion of the supplemented perillene to α,α-acariolide indicated that perillene was another intermediate of the pathway and prone to further oxidative degradation. The data suggest that the fungus converted the cytotoxic β-myrcene in its environment into a metabolically useable carbon source along this route.

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A labeling study on the formation of perillene by submerged cultured oyster mushroom, Pleurotus ostreatus. / Krings, Ulrich; Hapetta, Darius; Berger, Ralf G.
in: Applied Microbiology and Biotechnology, Jahrgang 78, Nr. 3, 01.03.2008, S. 533-541.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Krings, Ulrich ; Hapetta, Darius ; Berger, Ralf G. / A labeling study on the formation of perillene by submerged cultured oyster mushroom, Pleurotus ostreatus. in: Applied Microbiology and Biotechnology. 2008 ; Jahrgang 78, Nr. 3. S. 533-541.
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title = "A labeling study on the formation of perillene by submerged cultured oyster mushroom, Pleurotus ostreatus",
abstract = "The conversion of β-myrcene to the furanoid flavour compound perillene by Pleurotus ostreatus was investigated using trideutero β-myrcene, trideutero α-(Z)-acaridiol and non-labeled 1,2- and 3,10-epoxy-β- myrcene, α,α-acarilactol, and perillene as substrates. Myrcene diols were formed from the cleavage of myrcene epoxides, but only α-(Z)-acaridiol, a 1,4-butanediol derivative most likely generated through a base-catalysed epoxide opening, was a suitable precursor of perillene. Once formed, this key intermediate was rapidly oxidised and the resulting cyclic lactol was dehydrated to yield perillene. Bioconversion of the supplemented perillene to α,α-acariolide indicated that perillene was another intermediate of the pathway and prone to further oxidative degradation. The data suggest that the fungus converted the cytotoxic β-myrcene in its environment into a metabolically useable carbon source along this route.",
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AU - Krings, Ulrich

AU - Hapetta, Darius

AU - Berger, Ralf G.

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N2 - The conversion of β-myrcene to the furanoid flavour compound perillene by Pleurotus ostreatus was investigated using trideutero β-myrcene, trideutero α-(Z)-acaridiol and non-labeled 1,2- and 3,10-epoxy-β- myrcene, α,α-acarilactol, and perillene as substrates. Myrcene diols were formed from the cleavage of myrcene epoxides, but only α-(Z)-acaridiol, a 1,4-butanediol derivative most likely generated through a base-catalysed epoxide opening, was a suitable precursor of perillene. Once formed, this key intermediate was rapidly oxidised and the resulting cyclic lactol was dehydrated to yield perillene. Bioconversion of the supplemented perillene to α,α-acariolide indicated that perillene was another intermediate of the pathway and prone to further oxidative degradation. The data suggest that the fungus converted the cytotoxic β-myrcene in its environment into a metabolically useable carbon source along this route.

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