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Food Chem

Title:		Influence of the chemical structure on the odor characters of beta-citronellol and its oxygenated derivatives
Author(s):		Elsharif SA; Buettner A;
Address:		"Department of Chemistry and Pharmacy, Food Chemistry, Emil Fischer Center, Friedrich-Alexander-Universitat Erlangen-Nurnberg, Henkestrasse 9, 91054 Erlangen, Germany. Electronic address: Shaimaa.elsharif@fau.de. Department of Chemistry and Pharmacy, Food Chemistry, Emil Fischer Center, Friedrich-Alexander-Universitat Erlangen-Nurnberg, Henkestrasse 9, 91054 Erlangen, Germany; Department of Sensory Analytics, Fraunhofer Institute for Process Engineering and Packaging (IVV), Giggenhauser Strasse 35, 85354 Freising, Germany. Electronic address: andrea.buettner@fau.de"
Journal Title:		Food Chem
Year:		2017
Volume:		20170411
Issue:
Page Number:		704 - 711
DOI:		10.1016/j.foodchem.2017.04.053
ISSN/ISBN:		1873-7072 (Electronic) 0308-8146 (Linking)
Abstract:		"beta-Citronellol, 1, and citronellyl acetate, 2, are renowned fragrant constituents in perfumes and flavoring agents in foods and beverages. Both substances smell citrussy, fresh and floral. To elucidate the structural features required for these sensory effects, six C-8 oxygenated derivatives of 1 and 2 were synthesized and analytically characterized. All compounds were tested for their odor qualities and odor thresholds in air, revealing that there were no significant differences in odor impressions from the parent monoterpenes and their derivatives in most cases; however, substantial differences in their odor threshold values were observed, with beta-citronellol as the most potent (10ng/L(air)) and 8-hydroxycitronellyl acetate as the least potent odorant (1261ng/L(air)). 8-Oxocitronellyl acetate was the only compound that was described with divergent odor attributes, namely musty, rotten and coconut-like. 8-Carboxycitronellol and 8-carboxycitronellyl acetate were found to be odorless"
Keywords:		Acyclic Monoterpenes *Flavoring Agents Gas Chromatography-Mass Spectrometry *Monoterpenes *Odorants Smell 8-Hydroxycitronellol 8-Oxocitronellol Gas chromatography-olfactometry Mass spectrometry Odor threshold in air Retention indices;
Notes:		"MedlineElsharif, Shaimaa Awadain Buettner, Andrea eng England 2017/05/12 Food Chem. 2017 Oct 1; 232:704-711. doi: 10.1016/j.foodchem.2017.04.053. Epub 2017 Apr 11"