期刊
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
卷 67, 期 22, 页码 6414-6422出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.9b01428
关键词
1,1,6-trimethyl-1,2-dihydronaphthalene (TDN); isomeric vitispiranes; synthesis; stable-isotope-dilution assay; petrol note; kerosene off-flavor; Riesling
资金
- German Ministry of Economics and Technology (via AiF)
- Forschungskreis der Ernahrungsindustrie e.V. (FEI, Bonn, Germany) [AiF 16627 N, AiF 16680]
The C-13-norisoprenoid aroma compounds 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) and isomeric 2,10,10-trimethyl-6-methylene-1-oxaspiro[4.5]dec-7-enes, so-called vitispiranes, are considered to be biosynthetically related. They occur at higher concentrations in bottle-aged Riesling wines especially and are important contributors to the varietal aroma of Riesling wines. Because of the variation of the quantitative methods and data reported in the literature, a redetermination of concentration levels for both free and total TDN and isomeric vitispiranes, especially in German Riesling wines, was performed using a stable-isotope-dilution assay (SIDA). For this purpose, a novel six-step synthetic route to TDN and deuterium-labeled TDN was developed. A standardized sample preparation for TDN and vitispiranes and a rapid acid-hydrolysis method at genuine wine-pH conditions for the conversion of the precursors into TDN and vitispiranes were also developed. Automated HS-SPME was applied to 250 wine samples from two wine competitions, and analysis was performed by gas chromatography-mass spectrometry with selected-ion monitoring (GC-SIM-MS) as well as selected-reaction monitoring (GC-SRM-MS).
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