ISSN:
1432-0614
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Process Engineering, Biotechnology, Nutrition Technology
Notes:
Summary Biotransformation of geraniol 1A and nerol 1B was studied with four strains of Botrytis cinerea and three growth media. Using grape must predominant conversion of 1A/1B to E-3,7-dimethyl-2-octen-1,8-diol 5 and 2Z,6E-3,7-dimethyl-2,6-octadien-1,8-diol 16B was observed. However, with one strain and 1A, E-2-methyl-2-hepten-6-one-1-ol 2B, 7-hydroxy-6-methyl-2-heptanone 3 and p-menth-1-ene-9-ol 7 were identified as major metabolites. As further fungal bioconversion products of 1A/1B were detected: Z-2-methyl-2-hepten-6-one-1-ol 2A, 2E,6Z-, 2E,6E-and 2Z,6Z-3,7-dimethyl-2,6-octadien-1,8-diol 4A/4B/16A, Z-3,7-dimethyl-2-octen-1,8-diol 17, 3,7-dimethyl-1,8-octandiol 6, 2E,6E-8-hydroxy-2,6-dimethyl-2,6-octadienal 8, geranial and neral 9, 18, citronellol 10, Z- and E-2,6-dimethyl-2,7-octadien-1,6-diol 13A/13B, 6-hydroxy-2,6-dimethyl-2,7-octadienal 14 as well as 2,6-dimethyl-7-octen-1,6-diol 15. Using synthetic growth medium again ω-hydroxylation reactions were observed, but 2-methyl-2-hepten-6-one 11 and 7 were also identified as major bioconversion products of 1A and 1B, respectively. Additionally, 2-methyl-2-hepten-6-ol 12 was detected and, using 1B, also traces of 2Z,6E-8-hydroxy-2,6-dimethyl-2,6-octadienal 19 and two 3,9-epoxy-p-menth-1-ene isomers 20A/20B were found. Addition of small amounts of grape must to the synthetic medium (1:700 to 5:700) influenced both the yields of metabolites and their qualitative and quantitative distribution. Identifications of biotransformation products of 1A/1B were performed by capillary gas chromatography (HRGC) and coupled HRGC techniques, i.2. on-line-mass spectrometry (HRGC-MS) and-Fourier transform infrared spectroscopy (HRGC-FTIR) after extractive sample preparation.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00251767
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