Details
| Original language | English |
|---|---|
| Pages (from-to) | 457-463 |
| Number of pages | 7 |
| Journal | Biocatalysis and biotransformation |
| Volume | 23 |
| Issue number | 6 |
| Publication status | Published - Nov 2005 |
Abstract
A wild strain of Stemphylium botryosum, when grown submerged in the presence of γ-terpinene (1), yielded the novel highly odour active terpene alcohol (2), whose structure was established by spectroscopic means as p-mentha-1,4-dien-9-ol. During cultivation (2) was further oxidized, predominantly to the corresponding aromatic alcohol p-cymene-9-ol (5). The enantioselective enzymatic introduction of the hydroxyl group at the non-activated C9 of (1) resulted in an enantiomeric excess (ee) of 74% for (2) and 70% for (5), respectively.
Keywords
- γ-terpinene, Biotransformation, p-cymene-9-ol, p-mentha-1,4-dien-9-ol, Stemphylium botryosum
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biotechnology
- Chemical Engineering(all)
- Catalysis
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
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In: Biocatalysis and biotransformation, Vol. 23, No. 6, 11.2005, p. 457-463.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Biotransformation of γ-terpinene using Stemphylium botryosum (Wallroth) yields p-mentha-1,4-dien-9-ol, a novel odorous monoterpenol
AU - Krings, Ulrich
AU - Brauer, Bianca
AU - Kaspera, Rüdiger
AU - Berger, Ralf
N1 - Funding information: This project was supported by Deutsche Bundesstif-tung Umwelt, DBU, as part of the joint initiative project ‘Biotechnologie in der Lebensmittelindustrie zum produktionsintegrierten Umweltschutz (BIOL)’. We thank E. Hofer of the Centre of Organic Chemistry of the University of Hannover for his help in NMR analyses.
PY - 2005/11
Y1 - 2005/11
N2 - A wild strain of Stemphylium botryosum, when grown submerged in the presence of γ-terpinene (1), yielded the novel highly odour active terpene alcohol (2), whose structure was established by spectroscopic means as p-mentha-1,4-dien-9-ol. During cultivation (2) was further oxidized, predominantly to the corresponding aromatic alcohol p-cymene-9-ol (5). The enantioselective enzymatic introduction of the hydroxyl group at the non-activated C9 of (1) resulted in an enantiomeric excess (ee) of 74% for (2) and 70% for (5), respectively.
AB - A wild strain of Stemphylium botryosum, when grown submerged in the presence of γ-terpinene (1), yielded the novel highly odour active terpene alcohol (2), whose structure was established by spectroscopic means as p-mentha-1,4-dien-9-ol. During cultivation (2) was further oxidized, predominantly to the corresponding aromatic alcohol p-cymene-9-ol (5). The enantioselective enzymatic introduction of the hydroxyl group at the non-activated C9 of (1) resulted in an enantiomeric excess (ee) of 74% for (2) and 70% for (5), respectively.
KW - γ-terpinene
KW - Biotransformation
KW - p-cymene-9-ol
KW - p-mentha-1,4-dien-9-ol
KW - Stemphylium botryosum
UR - http://www.scopus.com/inward/record.url?scp=30844452667&partnerID=8YFLogxK
U2 - 10.1080/10242420500444267
DO - 10.1080/10242420500444267
M3 - Article
AN - SCOPUS:30844452667
VL - 23
SP - 457
EP - 463
JO - Biocatalysis and biotransformation
JF - Biocatalysis and biotransformation
SN - 1024-2422
IS - 6
ER -