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Exploring 2-aminoacetophenone contents in sparkling wines based on analytical data and statistical modelling

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Abstract

The influence of the second fermentation step on sparkling wine aroma was investigated with respect to the content of 2-aminoacetophenone (AAP) as an indicator substance for the atypical ageing off-flavour (ATA). AAP contents of aged sparkling wines and their corresponding base wines (Riesling and Chardonnay variety) were determined by means of multidimensional gas chromatography using a stable isotope dilution assay. The majority of sparkling wines were lower in AAP in comparison with their corresponding base wines. Explorative and predictive statistical analyses of the resulting AAP content in sparkling wines were performed concerning the influence of the parameters lees contact time, yeast strain, base wine AAP concentration and total phenolic contents. Both statistical approaches yielded good fits with AAP concentration of the base wine being the predominant factor. Although it was possible to explain the changes in AAP concentrations on the basis of how total phenolics changed during second fermentation, predicted AAP trends did not hinge upon the amount of total phenolics present in a base wine. Unpressurised model fermentations were a promising technological alternative to study the development of AAP in sparkling wines. Altogether, this study presents a multidisciplinary approach to master the challenging task of ATA risk assessment in base wines, which at present rather accesses the sparkling wine producer’s individual experience.

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Abbreviations

AAP:

2-Aminoacetophenone

ANCOVA:

Analysis of covariance

ATA:

Atypical ageing off-flavour

MDGC:

Multidimensional gas chromatography

MS:

Mass spectrometry

SIDA:

Stable isotope dilution analysis

SPE:

Solid-phase extraction

References

  1. Sponholz W-R, Hühn T (1996) Ageing of wine: 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) and 2-aminoacetophenone. In: International symposium on cool climate viticulture and enology, Rochester NY, USA, July 16–20, 1996. Flavor Development During Fermentation. New York State Agricultural Experiment Station: Geneva NY, pp VI-37–VI-56

  2. Rapp A, Versini G, Ullemeyer H (1993) 2-Aminoacetophenon: Verursachende Komponente der “untypischen Alterungsnote” (“Naphthalinton”, “Hybridton”) bei Wein. Vitis 32:61–62

    CAS  Google Scholar 

  3. Fischer U (2000) UTA—Die sensorische Beschreibung der untypischen Alterungsnote. Der Dtsch Weinbau 3:16–21

    Google Scholar 

  4. Kittel KM, Lavin EH, Deibler KD, Acree TE, Maillard A (2004) Analysis of off-aromas in wines caused by aging. In: Deibler KD, Delwiche J (eds) Handbook of flavor characterization, vol 131. Food science and technology (New York, NY, United States), vol 131. Marcel Dekker Inc, New York, pp 455–462

    Google Scholar 

  5. Rauhut D, Kürbel H (2002) Formation of Reduced Sulphur Aroma and/or atypical ageing defect: a possible differentiation. In: Sheford PG (ed) 13ème Symposium International d’Oenologie, Montpellier, France, June 09–12, 2002. International Association of Enology, Management and Wine Marketing, pp 371–383

  6. Rauhut D (1996) Qualitätsmindernde schwefelhaltige Stoffe im Wein—Vorkommen, Bildung, Beseitigung. Geisenheimer Berichte, vol 24. Gesellschaft zur Förderung der Forschungsanstalt Geisenheim, Geisenheim, Germany

  7. Fischer U (2007) Wine Aroma. In: Berger RG (ed) Flavours and fragrances—chemistry, bioprocessing and sustainability, 1st edn. Springer, Berlin, pp 249–251

    Google Scholar 

  8. Christoph N, Bauer-Christoph C, Geßner M, Köhler H-J (1995) Die ‘‘Untypische Alterungsnote’’ im Wein. Teil I: Untersuchungen zum Auftreten und zur sensorischen Charakterisierung der ‘‘Untypischen Alterungsnote’’. Rebe und Wein 48(10):350–356

    Google Scholar 

  9. Fan W, Tsai I-M, Qian MC (2007) Analysis of 2-aminoacetophenone by direct-immersion solid-phase microextraction and gas chromatography-mass spectrometry and its sensory impact in Chardonnay and Pinot gris wines. Food Chem 105:1144–1150. doi:10.1016/j.foodchem.2007.02.039

    Article  CAS  Google Scholar 

  10. Geßner M, Köhler H-J, Christoph N, Bauer-Christoph C, Miltenberger R, Schmitt A (1995) Die ‘‘Untypische Alterungsnote im Wein’’. Teil II: Beschreibende Verkostung von UTA-Weinen; Beziehungen zwischen Sensorik und chemisch-physikalischen Analysenwerten. Rebe und Wein 48(11):388–394

    Google Scholar 

  11. Rapp A (1998) Volatile flavor of wine. Correlation between instrumental analysis and sensory perception. Nahrung 42(6):351–363

    Article  CAS  Google Scholar 

  12. Hoenicke K, Borchert O, Grüning K, Simat TJ (2002) “Untypical Aging Off-Flavor” in Wine: synthesis of potential degradation compounds of Indole-3-acetic Acid and Kynurenine and their Evaluation as Precursors of 2-Aminoacetophenone. J Agric Food Chem 50(15):4303–4309. doi:10.1021/jf011672r

    Article  CAS  Google Scholar 

  13. Hoenicke K, Simat TJ, Steinhart H, Christoph N, Geßner M, Köhler H-J (2002) “Untypical Aging Off-Flavor” in Wine: Formation of 2-Aminoacetophenone and Evaluation of its Influencing Factors. Anal Chim Acta 458(1):29–37. doi:10.1016/S0003-2670(01)01523-9

    Article  CAS  Google Scholar 

  14. Christoph N, Bauer-Christoph C, Geßner M, Köhler H-J, Simat TJ, Hoenicke K (1998) Bildung von 2-Aminoacetophenon und Formylaminoacetophenon im Wein durch Einwirkung von schwefliger Säure auf Indol-3-essigsäure. Vitic Enol Sci 53(2):79–86

    CAS  Google Scholar 

  15. Geßner M, Köhler H-J, Christoph N (1998) Möglichkeiten zur Vermeidung der untypischen Alterungsnote. Der Dtsch Weinbau 18:18–21

    Google Scholar 

  16. Geßner M, Köhler H-J, Christoph N (1999) Die “untypische Alterungsnote” im Wein Teil VIII: Auswirkung von Inhaltsstoffen und Antioxidantien auf die Bildung von o-Aminoacetophenon. Rebe und Wein 52(8):264–267

    Google Scholar 

  17. Geßner M, Köhler H-J, Christoph N, Nagel-Derr A, Krell U (1999) Die “Untypische Alterungsnote” in Wein. Teil IX: “Würzburger UTAFIX-Test”: Ein einfaches Diagnoseverfahren zur Früherkennung von Weinen mit UTA-Neigung. Rebe und Wein 52(9):296, 301–303

  18. Geßner M, Köhler H-J, Christoph N, Nagel-Derr A (2000) Erfahrungen zum Weinausbau mit Ascorbinsäure: Durchbruch bei der UTA-Behandlung. Das Dtsch Weinmagazin 19:34–37

    Google Scholar 

  19. Regulation (EU) No 1308/2013 of the European Parliament and of the Council of 17 December 2013 establishing a common organisation of the markets in agricultural products and repealing Council Regulations (EEC) No 922/72, (EEC) No 234/79, (EC) No 1037/2001 and (EC) No 1234/2007; Article 78 in connection with Annex VII, Part II, items 4 and 5. Official Journal of the European Union L 347 of 20 December 2013, pp 671–854

  20. Hühn T, Sponholz W-R, Gafner J (1997) Einflussfaktoren der vorzeitigen und untypischen Weinalterung. Schweiz Z Obst-Weinbau 25:636–638

    Google Scholar 

  21. Sponholz W-R, Hühn T (2001) Untypischer Alterungston—Was Sie schon immer über UTA. Der Dtsch Weinbau 10:82–87

    Google Scholar 

  22. Schwab A, Peternel M (2001) Ungenügende Traubenreife: Ursache der “Untypischen Alterungsnote (UTA)” im Wein. Rebe und Wein 54(9):14–17

    Google Scholar 

  23. Schwab AL, Christoph N, Köhler H-J, Geßner M, Simat T (1999) Einfluß weinbaulicher Maßnahmen auf die Ausprägung der Untypischen Alterungsnote bei Weißweinen. Teil I: Einfluß des Lesezeitpunktes (Influence of viticultural treatments on the formation of the untypical aging off-flavour in white wines. Part I: influence of the harvest time). Vitic Enol Sci 54(4):114–120

    CAS  Google Scholar 

  24. Winter E (2003) Avoiding drought-related mothball aroma in white wine. Wine Ind J 18(2):63–66

    Google Scholar 

  25. Linsenmeier A, Rauhut D, Kürbel H, Schubert S, Löhnertz O (2007) Ambivalence of the influence of nitrogen supply on o-aminoacetophenone in Riesling wine. Vitis 46(2):91–97

    CAS  Google Scholar 

  26. Linsenmeier A, Rauhut D, Kuerbel H, Loehnertz O, Schubert S (2007) Untypical ageing off-flavour and masking effects due to long-term nitrogen fertilization. Vitis 46(1):33–38

    CAS  Google Scholar 

  27. Versini G, Lunelli M (2002) The occurrence of atypical aging aroma and other peculiar aroma-influencing compounds in sparkling wines. In: Gafner J (ed) 13ème Symposium International d’Oenologie, Montpellier, France, June 09–12, 2002. International Association of Enology, Management and Wine Marketing, pp 351–368

  28. Köhler H-J, Christoph N, Bauer-Christoph C, Geßner M, Curschmann K (1996) Die “Untypische Alterungsnote” im Wein. Teil V: Einfluß kellerwirtschaftlicher Maßnahmen auf die Ausprägung der UTA. Rebe und Wein 49(7):213–218

    Google Scholar 

  29. Schmarr H-G, Ganß S, Sang W, Potouridis T (2007) Analysis of 2-aminoacetophenone in wine using a stable isotope dilution assay and multidimensional gas chromatography-mass spectrometry. J Chromatogr A 1150(1–2):78–84. doi:10.1016/j.chroma.2006.09.001

    Article  CAS  Google Scholar 

  30. Dollmann B, Wichmann D, Schmitt A, Koehler H, Schreier P (1996) Quantitative analysis of 2-aminoacetophenone in off-flavored wines by stable isotope dilution assay. J AOAC Int 79(2):583–586

    CAS  Google Scholar 

  31. Singleton VL, Rossi JA Jr (1965) Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents. Am J Enol Viticult 16(3):144–158

    CAS  Google Scholar 

  32. Ganss S, Kirsch F, Winterhalter P, Fischer U, Schmarr H-G (2011) Aroma changes due to second fermentation and glycosylated precursors in chardonnay and Riesling sparkling wines. J Agric Food Chem 59(6):2524–2533. doi:10.1021/jf103628g

    Article  CAS  Google Scholar 

  33. Panighel A, Dalla Vedova A, De Rosso M, Gardiman M, Flamini R (2010) A solid-phase microextraction gas chromatography/ion trap tandem mass spectrometry method for simultaneous determination of ‘foxy smelling compounds’ and 3-alkyl-2-methoxypyrazines in grape juice. Rapid Commun Mass Spectrom 24(14):2023–2029. doi:10.1002/rcm.4611

    Article  CAS  Google Scholar 

  34. Gulan S, Arzberger U (2008) Quantification of 2-aminoacetophenone in white wine by headspace solid phase micro extraction and gas chromatography-mass spectrometry. Dtsch Lebensm-Rundsch 104(11/12):41–46

    CAS  Google Scholar 

  35. Kosmerl T, Zlatic E (2011) Analysis of 2-Aminoacetophenone in slovenian white wines using the stir bas-sorptive extraction method with GC-NPD. In: 31st OIV World Congress of Vine and Wine. 6th General Assembly of the OIV, Verona, Italy, June 15–20 (2008) Organisation Internationale de la Vigne et du Vin. France, Paris, p 8

    Google Scholar 

  36. Kosmerl T, Zlatic E (2009) Determination of 2-aminoacetophenone in wines using the stir bar sorptive extraction method coupled with GC-MS and GC-NPD. Mitt Klosterneuburg 59(2):121–126

    CAS  Google Scholar 

  37. Rauhut D, Beisert B, Fritsch S, Kürbel H (2010) Two-dimensional GC and nitrogen chemiluminescence detection to analyse volatile N-compounds in wine with and without off-flavour. In: Blank I, Wüst M, Yeretzian C (eds) Expression of multidisciplinary flavour science, proceedings of the 12th Weurman symposium, Interlaken, Switzerland, 2008. Züricher Hochschule für Angewandte Wissenschaften, Institut für Chemie und Biologische Chemie, Winterthur, pp 513–516

  38. Liger-Belair G (2005) The physics and chemistry behind the bubbling properties of champagne and sparkling wines: a state-of-the-art review. J Agric Food Chem 53(8):2788–2802. doi:10.1021/jf048259e

    Article  CAS  Google Scholar 

  39. Baderschneider B, Luthria D, Waterhouse AL, Winterhalter P (1999) Antioxidants in white wine (cv. Riesling): I. Comparison of different testing methods for antioxidant activity. Vitis 38(3):127–131

    CAS  Google Scholar 

  40. de Beer D, Harbertson JF, Kilmartin PA, Roginsky V, Barsukova T, Adams DO, Waterhouse AL (2004) Phenolics: a comparison of diverse analytical methods. Am J Enol Viticult 55(4):389–400

    Google Scholar 

  41. Hoenicke K, Christoph N, Schwab A, Simat TJ, Steinhart H (2000) “The untypical aging off-flavor” (UTA) in wine—formation and possible preventions. Czech J Food Sci 18(Spec. Issue):52–54

    CAS  Google Scholar 

  42. Alexandre H, Guilloux-Benatier M (2006) Yeast autolysis in sparkling wine—a review. Aus J Grape Wine Res 12(2):119–127. doi:10.1111/j.1755-0238.2006.tb00051.x

    Article  CAS  Google Scholar 

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Acknowledgments

This work was supported by the German Ministry of Economics and Technology (via AiF) and the FEI (Forschungskreis der Ernährungsindustrie e. V., Bonn), Project AiF-FV 13932N. The supply of base wines and sparkling wines from the co-operating producers is gratefully acknowledged. The authors are also grateful to Sascha Wolz for technical treatment and production of base wines and sparkling wines under laboratory controlled conditions as well as for the technical assistance of Benedikt Köpp in the analysis of AAP.

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The authors declare that they have no conflict of interest.

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This article does not contain any studies with human or animal subjects.

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Correspondence to H.-G. Schmarr.

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Ganß, S., Potouridis, T., Fischer, U. et al. Exploring 2-aminoacetophenone contents in sparkling wines based on analytical data and statistical modelling. Eur Food Res Technol 239, 409–419 (2014). https://doi.org/10.1007/s00217-014-2235-7

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  • DOI: https://doi.org/10.1007/s00217-014-2235-7

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