Details
| Original language | English |
|---|---|
| Pages (from-to) | 477-483 |
| Number of pages | 7 |
| Journal | Applied Microbiology and Biotechnology |
| Volume | 67 |
| Issue number | 4 |
| Publication status | Published - 16 Dec 2004 |
Abstract
Submerged cultures of the ascomycete Chaetomium globosum oxidised the exogenous sesquiterpene (+)-valencene to nootkatone via the stereoselective generation of α-nootkatol. Inhibition experiments suggested that the first introduction of oxygen, the rate-limiting step of the bioconversion, may have been catalysed by a cytochrome-P450-monooxygenase. However, nootkatone was not the final metabolite: further flavour-active and inactive, non-volatile oxidation products were identified. (+)-Valencene and the flavour-active mono-oxyfunctionalised transformation products, α-nootkatol, nootkatone, and valencene-11,12-epoxide accumulated preferably inside the fungal cells. Di- and poly-oxygenated products, such as nootkatone-11,12-epoxide, were found solely in the culture medium, indicating an active transport of these metabolites into the extracellular compartment during (+)-valencene detoxification. These metabolic properties may have contributed to the high tolerance of the fungus towards the exogenous hydrocarbon.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biotechnology
- Immunology and Microbiology(all)
- Applied Microbiology and Biotechnology
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In: Applied Microbiology and Biotechnology, Vol. 67, No. 4, 16.12.2004, p. 477-483.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum
AU - Kaspera, Rüdiger
AU - Krings, Ulrich
AU - Nanzad, Tsevegsuren
AU - Berger, Ralf G.
N1 - Funding information: This project was supported by the Federal Ministry of Education and Research (BMBF 0330062) and is part of the joint initiative project ‘Biologisch aktive Naturstoffe—Che-mische Diversität’ at the University of Hannover. We thank E. Hofer of the Department of Organic Chemistry from the University of Hannover for his help in NMR analyses
PY - 2004/12/16
Y1 - 2004/12/16
N2 - Submerged cultures of the ascomycete Chaetomium globosum oxidised the exogenous sesquiterpene (+)-valencene to nootkatone via the stereoselective generation of α-nootkatol. Inhibition experiments suggested that the first introduction of oxygen, the rate-limiting step of the bioconversion, may have been catalysed by a cytochrome-P450-monooxygenase. However, nootkatone was not the final metabolite: further flavour-active and inactive, non-volatile oxidation products were identified. (+)-Valencene and the flavour-active mono-oxyfunctionalised transformation products, α-nootkatol, nootkatone, and valencene-11,12-epoxide accumulated preferably inside the fungal cells. Di- and poly-oxygenated products, such as nootkatone-11,12-epoxide, were found solely in the culture medium, indicating an active transport of these metabolites into the extracellular compartment during (+)-valencene detoxification. These metabolic properties may have contributed to the high tolerance of the fungus towards the exogenous hydrocarbon.
AB - Submerged cultures of the ascomycete Chaetomium globosum oxidised the exogenous sesquiterpene (+)-valencene to nootkatone via the stereoselective generation of α-nootkatol. Inhibition experiments suggested that the first introduction of oxygen, the rate-limiting step of the bioconversion, may have been catalysed by a cytochrome-P450-monooxygenase. However, nootkatone was not the final metabolite: further flavour-active and inactive, non-volatile oxidation products were identified. (+)-Valencene and the flavour-active mono-oxyfunctionalised transformation products, α-nootkatol, nootkatone, and valencene-11,12-epoxide accumulated preferably inside the fungal cells. Di- and poly-oxygenated products, such as nootkatone-11,12-epoxide, were found solely in the culture medium, indicating an active transport of these metabolites into the extracellular compartment during (+)-valencene detoxification. These metabolic properties may have contributed to the high tolerance of the fungus towards the exogenous hydrocarbon.
UR - http://www.scopus.com/inward/record.url?scp=21344460013&partnerID=8YFLogxK
U2 - 10.1007/s00253-004-1794-0
DO - 10.1007/s00253-004-1794-0
M3 - Article
C2 - 15602686
AN - SCOPUS:21344460013
VL - 67
SP - 477
EP - 483
JO - Applied Microbiology and Biotechnology
JF - Applied Microbiology and Biotechnology
SN - 0175-7598
IS - 4
ER -