The Cyclic Diarylheptanoid Asadanin as the Main Contributor to the Bitter Off-Taste in Hazelnuts (Corylus avellana L.).
Activity-guided fractionation and taste dilution analysis (TDA), followed by LC-MS/MS, LC-TOF-MS, and 1D/2D-NMR spectroscopy, led to the identification of the cyclic diarylheptanoid asadanin exhibiting a human bitter recognition threshold of 13 μmol/kg, as the major inducer of the sporadic bitter off-taste of hazelnut kernels (Corylus avellana L.). Sensory analysis of hazelnut samples from two origins (Ordu/2013 and Akçakoca/2014) and from Cimiciato-infected hazelnut kernels, followed by LC-MS/MS quantitation of 1 and calculation of dose-over-threshold (DoT) factors, showed established evidence for the Cimiciato infection as the major inductor of asadanin biosynthesis in hazelnut kernels and, as a consequence, as the reason for bitter off-taste development.
Chair of Food Chemistry and Molecular and Sensory Science, Technische Universität München , Lise-Meitner-Strasse 34, D-85354 Freising, Germany.
Barbara
B
Singldinger
Chair of Food Chemistry and Molecular and Sensory Science, Technische Universität München , Lise-Meitner-Strasse 34, D-85354 Freising, Germany.|Bavarian Center for Biomolecular Mass Spectrometry, Technische Universität München , Gregor-Mendel-Straße 4, D-85354 Freising, Germany.
Andreas
A
Dunkel
Chair of Food Chemistry and Molecular and Sensory Science, Technische Universität München , Lise-Meitner-Strasse 34, D-85354 Freising, Germany.|Bavarian Center for Biomolecular Mass Spectrometry, Technische Universität München , Gregor-Mendel-Straße 4, D-85354 Freising, Germany.
Thomas
http://orcid.org/0000-0003-4057-7165
T
Hofmann
D000328:Adult; D031211:Corylus / Q000737:chemistry*; D036381:Diarylheptanoids / Q000737:chemistry*; D005260:Female; D005421:Flavoring Agents / Q000737:chemistry*; D006801:Humans; D008297:Male; D012639:Seeds / Q000737:chemistry; D053719:Tandem Mass Spectrometry; D013649:Taste; D055815:Young Adult
D036381:Diarylheptanoids; D005421:Flavoring Agents
Corylus avellana L.; asadanin; bitter; diarylheptanoids; hazelnuts; taste