Skip to main content
Log in

Identification of potential indicators of time-dependent tequila maturation and their determination by selected ion monitoring gas chromatography–mass spectrometry, using salting-out liquid–liquid extraction

  • Original Paper
  • Published:
European Food Research and Technology Aims and scope Submit manuscript

Abstract

In this work, gas chromatography–mass spectrometry (GC–MS) profiles obtained for a series of rested and aged tequilas were statistically compared to identify volatile compounds indicative of time-dependent tequila maturation. For the determination of nine selected compounds, 2-acetylthiazole was added as internal standard, ethyl acetate extraction was carried out in the presence of sodium chloride (salting-out) and sodium sulfate was used to eliminate water traces. Baseline separation was achieved within 18 min and quantification was carried out by selected ion monitoring. The method detection limits were as follows: 2.10 µg L− 1 guaiacol (m/z 109), 1.78 µg L− 1 4-methylguaiacol (m/z 123), 1.97 µg L− 1 4-ethylguaiacol (m/z 137), 3.78 µg L− 1trans-whiskey lactone (m/z 99), 4.42 µg L− 1cis-whiskey lactone (m/z 99), 10.3 µg L− 1eugenol (m/z 103), 8.27 µg L− 1 vanillin (m/z 151), 14.2 µg L− 1 apocynin (m/z 151), 12.1 µg L− 1 syringaldehyde (m/z 182). For accuracy testing, 100 µg L− 1 of each analyte was added to silver tequila, yielding the recoveries in the range 92.1–116%. Data obtained in the analysis of 28 tequilas confirmed that the concentrations of individual compounds were changing among liquors at different maturation stage; however, due to many variables affecting the profile of volatile/semi-volatile compounds during aging in wooden barrels, discrimination of tequilas was not feasible. Otherwise, the proposed procedure allows for reliable determination of nine odor-active compounds in tequila at trace levels with simple sample pretreatment and short analytical run.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. González-Robles IW, Cook DJ (2016) The impact of maturation on concentrations of key odour active compounds which determine the aroma of tequila. J Inst Brew 122:369–380

    Article  CAS  Google Scholar 

  2. Benn SM, Peppard TL (1996) Characterization of tequila flavour by instrumental and sensory analysis. J Agric Food Chem 44:557–566

    Article  CAS  Google Scholar 

  3. Prado-Jaramillo N, Estarrón-Espinosa M, Escalona-Buendía H, CosíoRamírez R, Martín-del-Campo ST (2015) Volatile compounds generation during different stages of the tequila production process. A preliminary study. LWT Food Sci Technol 61:471–483

    Article  CAS  Google Scholar 

  4. Prado-Ramírez R, González-Álvarez V, Pelayo-Ortiz C, Casillas N, Estarrón M, Gómez-Hernández HE (2005) The role of distillation on the quality of tequila. Int J Food Sci Technol 40:701–708

    Article  CAS  Google Scholar 

  5. Martín-del-Campo ST, Gómez-Hernández HE, Gutiérrez H, Escalona H, Estarrón M, Cosío-Ramírez R (2011) Volatile composition of tequila. Evaluation of three extraction methods. CYTA-J Food 9:152–159

    Article  CAS  Google Scholar 

  6. López-Ramírez JE, Martín-del-Campo ST, Escalona-Buendía H, García-Fajardo JA, Estarrón-Espinosa M (2013) Physicochemical quality of tequila during barrel maturation. CYTA-J Food 11:223–233

    Article  CAS  Google Scholar 

  7. Lachenmeier DW, Sohnius EM, Atting R, Lopez-Mercedes G (2006) Quantification of selected volatile constituents and anions in mexican agave spirits (tequila, mezcal, sotol, bacanora). J Agr Food Chem 54:3911–3915

    Article  CAS  Google Scholar 

  8. De León-Rodríguez A, González-Hernández L, Barba de la Rosa A, Escalante-Minakata P, Lópe MG (2006) Characterization of volatile compounds of mezcal, an ethnic alcoholic beverage obtained from agave salmiana. J Agric Food Chem 54:1337–1341

    Article  CAS  PubMed  Google Scholar 

  9. Leon-Rodriguez D, Escalante-Minakata P, Jiménez-García MI, Ordoñez-Acevedo LG, Barba de la Rosa AP, Flores Flores JL (2008) Composition of alcoholic beverages from Agave. Food Technol Biotechnol 46:448–455

    Google Scholar 

  10. Vallejo-Cordoba B, Gonzalez-Cordova AF, Estrada-Montoya MC (2004) Tequila volatile characterization and ethyl ester determination by solid phase microextraction gas chromatography/mass spectrometry analysis. J Agric Food Chem 52:5567–5571

    Article  CAS  PubMed  Google Scholar 

  11. Dai JY, Sun YQ, Xiu ZL (2014) Separation of bio-based chemicals from fermentation broths by salting-out extraction. Eng Life Sci 14:108–117

    Article  CAS  Google Scholar 

  12. Norma Oficial Mexicana NOM-006-SCFI-1994 (1994) Bebidas Alcoholicas-Tequila- Especificaciones. http://www.colpos.mx/bancodenormas/noficiales/NOM-006-SCFI-1994.pdf. Accessed 1 Oct 2018

  13. Perez-Prieto LJ, Lopez-Roca JM, Martinez-Cutillas A, Pardo-Minguez F, Gomez-Plaza E (2003) Extraction and formation dynamic of oak-related volatile compounds from different volume barrels to wine and their behavior during bottle storage. J Agric Food Chem 51:5444–5449

    Article  CAS  PubMed  Google Scholar 

  14. Zhang B, Cai J, Duan CQ, Reeves MJ, He F (2015) A review of polyphenolics in oak woods. Int J Mol Sci 16:6978–7014

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  15. Nishimura K, Matsuyama R (1989) Maturation and maturation chemistry. In: Piggott JR, Sharp R, Duncan REB (eds) The science and technology of whiskies. Longman Scientific & Technical, Harlow, pp 244–253

    Google Scholar 

  16. del Alamo-Sanza M, Nevares I (2017) Oak wine barrel as an active vessel: a critical review of past and current knowledge. Crit Rev Food Sci Nutr. https://doi.org/10.1080/10408398.2017.1330250

    Article  PubMed  Google Scholar 

  17. Tsakiris A, Kallithraka S, Kourkoutas Y (2014) Grape brandy production, composition and sensory evaluation. J Sci Food Agric 94:404–414

    Article  CAS  PubMed  Google Scholar 

  18. de Aquino FWB, Rodrigues S, do Nascimento RF, Casimiro ARS (2006) Simultaneous determination of aging markers in sugar cane spirits. Food Chem 98:569–574

    Article  CAS  Google Scholar 

  19. Magana AA, Wrobel K, Elguera JCT, Escobosa ARC, Wrobel K (2015) Determination of small phenolic compounds in tequila by liquid chromatography with ion trap mass spectrometry detection. Fodd Anal Method 8:864–872

    Article  Google Scholar 

  20. Rodriguez Flores C, Landero Figueroa JA, Wrobel K, Wrobel K (2009) ICP-MS multi-element profiles and HPLC determination of furanic compounds in commercial tequila. Eur Food Res Technol 228:951–958

    Article  CAS  Google Scholar 

  21. Mosedale JR, Puech JL (1998) Wood maturation of distilled beverages. Trends Food Sci Technol 9:95–101

    Article  CAS  Google Scholar 

  22. Polášková P, Herszage J, Ebeler SE (2008) Wine flavor: chemistry in a glass. Chem Soc Rev 37:2478–2489

    Article  PubMed  Google Scholar 

  23. van Jaarsveld FP, Hattingh S, Minnaar P (2009) Rapid induction of ageing character in brandy products—part II. Influence of type of oak. S Afr J Enol Vitic 30:16–23

    Google Scholar 

  24. Aguilar-Méndez O, López-Álvarez JA, Díaz-Pérez AL, Altamirano J, Reyes De la Cruz H, Rutiaga-Quiñones JG, Campos-García J (2017) Volatile compound profile conferred to tequila beverage by maturation in recycled and regenerated white oak barrels from Quercus alba. Eur Food Res Technol 243:2073–2082

    Article  CAS  Google Scholar 

  25. Canas S (2017) Phenolic composition and related properties of aged wine spirits: influence of barrel characteristics. Rev Beverages 3:55

    Article  CAS  Google Scholar 

  26. Cerdán TG, Goñi DT, Azpilicueta CA (2002) Changes in the concentration of volatile oak compounds and esters in red wine stored for 18 months in re-used French oak barrels. Aust J Grape Wine Res 8:140–145

    Article  Google Scholar 

  27. van Jaarsveld FP, Hattingh S, Minnaar P, Blom M (2009) Rapid induction of ageing character in brandy products—Part I. Effects of extraction media and preparation conditions. S Afr J Enol Vitic 30:1–15

    Google Scholar 

  28. Alcarde AR, Souza LM, Bortoletto AM (2014) Formation of volatile and maturation-related congeners during the aging of sugarcane spirit in oak barrels. J Inst Brew 120:529–536

    CAS  Google Scholar 

  29. Boothroyd E, Linforth RS, Jack F, Cook DJ (2014) Origins of the perceived nutty character of new-make malt whisky spirit. J Inst Brew 120:16–22

    Article  CAS  Google Scholar 

  30. Hasseine A, Kabouche A, Meniai AH, Korichi M (2011) Salting effect of NaCl and KCl on the liquid–liquid equilibria of water + ethyl acetate + ethanol system and interaction parameters estimation using the genetic algorithm. Desalin Water Treat 29:47–55

    Article  CAS  Google Scholar 

  31. Determinative chromatographic separations (2018) EPA, Method 8000D. https://www.epa.gov/sites/production/files/2015-12/documents/8000d.pdf. Accessed 10 Oct 2018

  32. (2012) ICH harmonized tripartite guideline. Validation of analytical procedures: text and methodology (Q2/R1). http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_R1_Guideline.pdf. Accessed 6 Jul 2018

  33. Garde-Cerdán T, Ancín-Azpilicueta C (2006) Review of quality factors on wine ageing in oak barrels. Trends Food Sci Technol 17:438–44734

    Article  CAS  Google Scholar 

  34. De Simon BF, Cadahia E, Jalocha J (2006) Volatile compounds in a spanish red wine aged in barrels made of Spanish, French, and American oak wood. J Agric Food Chem 51:7671–7678

    Article  CAS  Google Scholar 

  35. Doussot F, De Jéso B, Quideau S, Pardon P (2002) Extractives content in cooperage oak wood during natural seasoning and toasting; influence of tree species, geographic location, and single-tree effects. J Agric Food Chem 50:5955–5961

    Article  CAS  PubMed  Google Scholar 

  36. Spillman PJ, Sefton MA, Gawel R (2004) The effect of oak wood source, location of seasoning and coopering on the composition of volatile compounds in oak-matured wines. Austral J Grape Wine Res 10:216–226

    Article  CAS  Google Scholar 

  37. Chira K, Teissedre PL (2015) Chemical and sensory evaluation of wine matured in oak barrel: effect of oak species involved and toasting process. Eur Food Res Technol 240:533–547

    Article  CAS  Google Scholar 

  38. Withers SJ, Piggott JR, Conner JM, Paterson A (1995) Comaparison of Skotch malt whisky maturation in oak miniature casks and American standard barrels. J Inst Brew 101:359–364

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The financial support from Consejo Nacional de Ciencia y Tecnologia (CONACYT) and from Universidad de Guanajuato, Mexico, is gratefully acknowledged. The authors thank Consejo Regulador del Tequila (Guadalajara, Mexico) for providing tequila samples.

Funding

This study was funded by CONACYT, projects 253879, 294024, and by Universidad de Guanajuato, grant 051/2018.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Kazimierz Wrobel.

Ethics declarations

Conflict of interest

All authors declare no conflict of interest.

Research involving human participants and/or animals

All authors declare that this study does not include any experiments with human or animal subjects.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mejia Diaz, L.F., Wrobel, K., Corrales Escobosa, A.R. et al. Identification of potential indicators of time-dependent tequila maturation and their determination by selected ion monitoring gas chromatography–mass spectrometry, using salting-out liquid–liquid extraction. Eur Food Res Technol 245, 1421–1430 (2019). https://doi.org/10.1007/s00217-019-03271-7

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00217-019-03271-7

Keywords

Navigation