Details
| Original language | English |
|---|---|
| Pages (from-to) | 234-242 |
| Number of pages | 9 |
| Journal | Flavour and fragrance journal |
| Volume | 37 |
| Issue number | 4 |
| Early online date | 23 May 2022 |
| Publication status | Published - Jul 2022 |
Abstract
Lipoxygenases (LOX) catalyse allylic oxidations and epoxidations of a co-substrate in the presence of an unsaturated fatty acid containing a 1,4-pentadiene moiety. One- and two-step enzyme assays were established to verify the role or involvement of LOX in such co-oxidations. It was shown that LOX is only involved in the formation of reactive hydroperoxides, but not in the oxidation of a co-substrate, assuming a mechanism involving free peroxy radicals for the latter. Ten mono- and sesquiterpenes were used as co-substrates and the resulting products were analysed by mass spectrometry. A semi-preparative approach was developed using (+)-valencene as an example, and the resulting products were isolated by preparative GC and their structures elucidated by NMR spectroscopy.
Keywords
- lipoxygenase, nootkatone, oxidation, terpenes, valencene
ASJC Scopus subject areas
- Agricultural and Biological Sciences(all)
- Food Science
- Chemistry(all)
- General Chemistry
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In: Flavour and fragrance journal, Vol. 37, No. 4, 07.2022, p. 234-242.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Lipoxygenase-catalysed co-oxidation for sustained production of oxyfunctionalized terpenoids
AU - Nikolaiczyk, Vanessa
AU - Kirschning, Andreas
AU - Díaz, Edison
PY - 2022/7
Y1 - 2022/7
N2 - Lipoxygenases (LOX) catalyse allylic oxidations and epoxidations of a co-substrate in the presence of an unsaturated fatty acid containing a 1,4-pentadiene moiety. One- and two-step enzyme assays were established to verify the role or involvement of LOX in such co-oxidations. It was shown that LOX is only involved in the formation of reactive hydroperoxides, but not in the oxidation of a co-substrate, assuming a mechanism involving free peroxy radicals for the latter. Ten mono- and sesquiterpenes were used as co-substrates and the resulting products were analysed by mass spectrometry. A semi-preparative approach was developed using (+)-valencene as an example, and the resulting products were isolated by preparative GC and their structures elucidated by NMR spectroscopy.
AB - Lipoxygenases (LOX) catalyse allylic oxidations and epoxidations of a co-substrate in the presence of an unsaturated fatty acid containing a 1,4-pentadiene moiety. One- and two-step enzyme assays were established to verify the role or involvement of LOX in such co-oxidations. It was shown that LOX is only involved in the formation of reactive hydroperoxides, but not in the oxidation of a co-substrate, assuming a mechanism involving free peroxy radicals for the latter. Ten mono- and sesquiterpenes were used as co-substrates and the resulting products were analysed by mass spectrometry. A semi-preparative approach was developed using (+)-valencene as an example, and the resulting products were isolated by preparative GC and their structures elucidated by NMR spectroscopy.
KW - lipoxygenase
KW - nootkatone
KW - oxidation
KW - terpenes
KW - valencene
UR - http://www.scopus.com/inward/record.url?scp=85130383358&partnerID=8YFLogxK
U2 - 10.1002/ffj.3700
DO - 10.1002/ffj.3700
M3 - Article
AN - SCOPUS:85130383358
VL - 37
SP - 234
EP - 242
JO - Flavour and fragrance journal
JF - Flavour and fragrance journal
SN - 0882-5734
IS - 4
ER -