| Title: | Formation of Diastereomeric Dihydromenthofurolactones by Cystostereum murrayi and Aroma Dilution Analysis Based on Dynamic Headspace Extraction |
| Author(s): | Brescia FF; Pitelas W; Yalman S; Popa F; Hausmann HG; Wende RC; Fraatz MA; Zorn H; |
| Address: | "Institute of Food Chemistry and Food Biotechnology, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, Giessen 35392, Germany. Black Forest National Park, Schwarzwaldhochstrasse 2, Seebach 77889, Germany. Institute of Organic Chemistry, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, Giessen 35392, Germany. Fraunhofer Institute for Molecular Biology and Applied Ecology, Ohlebergsweg 12, Giessen 35392, Germany" |
| ISSN/ISBN: | 1520-5118 (Electronic) 0021-8561 (Linking) |
| Abstract: | "Submerged cultures of the basidiomycota Cystostereum murrayi emit an intensive coconut-like, sweetish, and buttery smell. For identification of the key aroma compounds, an aroma dilution analysis using dynamic headspace was performed by adjusting the split ratio of the GC inlet system. Flavor dilution (FD) factors varied from 2(2) up to >/=2(18), whereby the largest class of compounds represented terpenoids, including two rare stereoisomers of 3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (dill ether, ee >/= 99.9). By means of nuclear magnetic resonance spectroscopy, the substances with the highest FD factors (2(9), 2(12), and 2(18)) were identified as diastereomers of 3,6-dimethyl-3a,4,5,6,7,7a-hexayhydro-3H-1-benzofuran-2-one (dihydromenthofurolactone) and as its corresponding C3-unsaturated lactone. The latter two compounds have not been described for Cystostereum murrayi or for any other basidiomycota previously. Supplementation studies using 2-(13)C-d-glucose indicated that these lactones as well as the two stereoisomers of dill ether and other terpenoids were formed de novo by the fungus" |
| Keywords: | Agaricales Flavoring Agents Indicator Dilution Techniques *Odorants/analysis Smell *Volatile Organic Compounds Black Forest National Park Cystostereum murrayi aroma dilution analysis dynamic headspace flavoring substances submerged cultivation; |
| Notes: | "MedlineBrescia, Fabio F Pitelas, Wassilios Yalman, Suzan Popa, Flavius Hausmann, Heike G Wende, Raffael C Fraatz, Marco A Zorn, Holger eng 2021/05/20 J Agric Food Chem. 2021 Jun 2; 69(21):5997-6004. doi: 10.1021/acs.jafc.1c01478. Epub 2021 May 19" |
