Details
| Original language | English |
|---|---|
| Pages (from-to) | 288-295 |
| Number of pages | 8 |
| Journal | Biocatalysis and biotransformation |
| Volume | 26 |
| Issue number | 4 |
| Publication status | Published - Jul 2008 |
Abstract
Submerged cultures of Pleurotus ostreatus, when supplemented with β-myrcene, produced perillene, a rare furanoid monoterpene with a unique flowery citrus-like flavour. The major volatile products of the conversion were identified from which a substantiated conversion pathway has been derived. The isomeric epoxides 1,2- and 3,10-epoxymyrcene were found among the first enzymatic oxidation products. An unusual opening of both oxirane rings to the E/Z isomers of α-acaridiol was thought to be key to the fungal formation of perillene. Further oxidation of α-(Z)-acaridiol via the corresponding hydroxyaldehydes and lactols resulted in perillene formation. A new natural compound, 3-(4-methyl-3-pentenyl)-2,5-dihydrofuran-2-ol (α,α-acarilactol), was among the transformation products.
Keywords
- β-myrcene, Acaridiol, Acarilactol, Monoterpene transformation, Perillene, Pleurotus ostreatus
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biotechnology
- Chemical Engineering(all)
- Catalysis
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
Cite this
- Standard
- Harvard
- Apa
- Vancouver
- BibTeX
- RIS
In: Biocatalysis and biotransformation, Vol. 26, No. 4, 07.2008, p. 288-295.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Bioconversion of β-myrcene to perillene by Pleurotus ostreatus
AU - Krings, Ulrich
AU - Hapetta, Darius
AU - Berger, Ralf G.
N1 - Funding information: We are grateful for support by the Deutsche For-schungsgemeinschaft (DFG KR 2958/1-1). We thank D. Albert of the Department of Organic Chemistry, Leibniz University of Hannover, for his support in NMR analyses.
PY - 2008/7
Y1 - 2008/7
N2 - Submerged cultures of Pleurotus ostreatus, when supplemented with β-myrcene, produced perillene, a rare furanoid monoterpene with a unique flowery citrus-like flavour. The major volatile products of the conversion were identified from which a substantiated conversion pathway has been derived. The isomeric epoxides 1,2- and 3,10-epoxymyrcene were found among the first enzymatic oxidation products. An unusual opening of both oxirane rings to the E/Z isomers of α-acaridiol was thought to be key to the fungal formation of perillene. Further oxidation of α-(Z)-acaridiol via the corresponding hydroxyaldehydes and lactols resulted in perillene formation. A new natural compound, 3-(4-methyl-3-pentenyl)-2,5-dihydrofuran-2-ol (α,α-acarilactol), was among the transformation products.
AB - Submerged cultures of Pleurotus ostreatus, when supplemented with β-myrcene, produced perillene, a rare furanoid monoterpene with a unique flowery citrus-like flavour. The major volatile products of the conversion were identified from which a substantiated conversion pathway has been derived. The isomeric epoxides 1,2- and 3,10-epoxymyrcene were found among the first enzymatic oxidation products. An unusual opening of both oxirane rings to the E/Z isomers of α-acaridiol was thought to be key to the fungal formation of perillene. Further oxidation of α-(Z)-acaridiol via the corresponding hydroxyaldehydes and lactols resulted in perillene formation. A new natural compound, 3-(4-methyl-3-pentenyl)-2,5-dihydrofuran-2-ol (α,α-acarilactol), was among the transformation products.
KW - β-myrcene
KW - Acaridiol
KW - Acarilactol
KW - Monoterpene transformation
KW - Perillene
KW - Pleurotus ostreatus
UR - http://www.scopus.com/inward/record.url?scp=39149126743&partnerID=8YFLogxK
U2 - 10.1080/10242420801897494
DO - 10.1080/10242420801897494
M3 - Article
AN - SCOPUS:39149126743
VL - 26
SP - 288
EP - 295
JO - Biocatalysis and biotransformation
JF - Biocatalysis and biotransformation
SN - 1024-2422
IS - 4
ER -