Enantiodifferentiation of 1,2-propanediol in various wines as phenylboronate ester with multidimensional gas chromatography-mass spectrometry

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• 作者：Johannes Langen ; Ulrich Fischer ; Marc Cavalar…
• 关键词：1 ; 2 ; Propanediol ; Phenyl boronic acid ; Heart ; cut multidimensional gas chromatography ; Mass spectrometric detection ; Enantiodifferentiation ; Adulteration
• 刊名：Analytical and Bioanalytical Chemistry
• 出版年：2016
• 出版时间：April 2016
• 年：2016
• 卷：408
• 期：10
• 页码：2425-2439
• 全文大小：1,070 KB
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• 作者单位：Johannes Langen (1) (2)
  Ulrich Fischer (1)
  Marc Cavalar (1) (3)
  Carien Coetzee (1) (4)
  Pascal Wegmann-Herr (1)
  Hans-Georg Schmarr (1) (2)
  
  1. Dienstleistungszentrum Ländlicher Raum (DLR) Rheinpfalz, Institut für Weinbau und Oenologie, Breitenweg 71, 67435, Neustadt an der Weinstraße, Germany
  2. Universität Duisburg-Essen, Fakultät für Chemie, Universitätsstraße 5, 45141, Essen, Germany
  3. Hochschule Mannheim, Fakultät für Verfahrens- und Chemietechnik, Paul-Wittsack-Str. 10, 68163, Mannheim, Germany
  4. Department of Viticulture and Oenology, Stellenbosch University, Private Bag X1, 7602, Matieland, South Africa
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Analytical Chemistry
  Food Science
  Inorganic Chemistry
  Physical Chemistry
  Monitoring, Environmental Analysis and Environmental Ecotoxicology
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：1618-2650

文摘

Native concentrations and enantiomeric distribution of 1,2-propanediol in various wines were studied in order to evaluate its merits as a potential marker for aroma adulteration in wine. Heart-cut multidimensional gas chromatography coupled to mass spectrometry was applied to analyze 1,2-propanediol after salting-out of the polar phase, derivatization with phenyl boronic acid, and extraction with cyclohexane. The enantiomeric separation of the derivative was achieved with heptakis-(6-O-tert. butyl dimethylsilyl-2,3-di-O-acetyl)-β-cyclodextrin as the chiral selector. In all authentic wines studied, 1,2-propanediol showed a high enantiomeric ratio in favor of the (R)-enantiomer, proving its potential as a marker for the adulteration with flavor extracts based on industrial 1,2-propandiol as solvent. Usually, concentrations varied between 15 and 100 mg/L. Higher values (up to 170 mg/L) were found in wines made with high amounts of dry berries. However, despite the higher concentrations of 1,2-propanediol in such wines, no apparent influence on the enantiomeric distribution could be detected.