Odorant screening and quantitation of thiols in carmenere red wine by gas chromatography-olfactometry and stable isotope dilution assays

Journal of Agricultural and Food Chemistry

Volumn 64, Issue 17, 2016, Pages 3417-3421

  Pavez, Carolina ^a,b   Agosin, Eduardo ^a,b   Steinhaus, Martin ^c  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

^b Santiago   (Chile)

^c DEUTSCHE FORSCHUNGSANSTALT FÜR LEBENSMITTELCHEMIE   (Germany)

Author keywords

AEDA; Carmenere red wine; GC olfactometry; Odor active thiols; SIDA; Thiol quantitation

Indexed keywords

AFFINITY CHROMATOGRAPHY; CHROMATOGRAPHY; DILUTION; ISOTOPES; ODORS; WINE;

AEDA; GC-OLFACTOMETRY; RED WINE; SIDA; THIOL QUANTITATION;

GAS CHROMATOGRAPHY;

FRAGRANCE; ISOTOPE; THIOL DERIVATIVE;

ANALYSIS; GAS CHROMATOGRAPHY; OLFACTOMETRY; PROCEDURES; WINE;

CHROMATOGRAPHY, GAS; ISOTOPES; ODORANTS; OLFACTOMETRY; SULFHYDRYL COMPOUNDS; WINE;

EID: 84968861001     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.6b00411     Document Type: Article

References (36)

1. Granvogl, M.; Christlbauer, M.; Schieberle, P. Quantitation of the intense aroma compound 3-mercapto-2-methylpentan-1-ol in raw and processed onions (Allium cepa) of different origins and in other Allium varieties using a stable isotope dilution assay. J. Agric. Food Chem. 2004, 52, 2797-2802.
2. Buettner, A.; Schieberle, P. Characterization of the most odoractive volatiles in fresh, hand-squeezed juice of grapefruit (Citrus paradisi Macfayden). J. Agric. Food Chem. 1999, 47, 5189-5193.
3. Steinhaus, M.; Sinuco, D.; Polster, J.; Osorio, C.; Schieberle, P. Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests. J. Agric. Food Chem. 2009, 57, 2882-2888.
4. Czerny, M.; Mayer, F.; Grosch, W. Sensory study on the character impact odorants of roasted arabica coffee. J. Agric. Food Chem. 1999, 47, 695-699.
5. Munafo, J.; Didzbalis, J.; Schnell, R.; Schieberle, P.; Steinhaus, M. Characterization of the major aroma-active compounds in the mango (Mangifera indica L.) cultivars Haden, White Alfonso, Praya Sowoy, Royal Special, and Malindi. J. Agric. Food Chem. 2014, 62, 4544-4551.
6. Darriet, P.; Tominaga, T.; Lavigne, V.; Boidron, J.-N.; Dubourdieu, D. Identification of a powerful aromatic component of Vitis vinifera L. var. Sauvignon wines: 4-Mercapto-4-methylpentan-2-one. Flavour Fragrance J. 1995, 10, 385-392.
7. Guth, H. Identification of character impact odorants of different white wine varieties. J. Agric. Food Chem. 1997, 45, 3022-3026.
8. Fedrizzi, B.; Pardon, K. H.; Sefton, M. A.; Elsey, G. M.; Jeffery, D. W. First identification of 4-S-glutathionyl-4-methylpentan-2-one, a potential precursor of 4-mercapto-4-methylpentan-2-one, in Sauvignon Blanc juice. J. Agric. Food Chem. 2009, 57, 991-995.
9. Peña-Gallego, A.; Hernández-Orte, P.; Cacho, J.; Ferreira, V. SCysteinylated and S-glutathionylated thiol precursors in grapes. A review. Food Chem. 2012, 131, 1-13.
10. Roland, A.; Schneider, R.; Razungles, A.; Cavelier, F. Varietal thiols in wine: discovery, analysis and applications. Chem. Rev. 2011, 111, 7355-7376.
11. Blanchard, L.; Tominaga, T.; Dubourdieu, D. Formation of furfurylthiol exhibiting a strong coffee aroma during oak barrel fermentation from furfural released by toasted staves. J. Agric. Food Chem. 2001, 49, 4833-4835.
12. Tominaga, T.; Guimbertau, G.; Dubourdieu, D. Contribution of benzenemethanethiol to smoky aroma of certain Vitis vinifera L. wines. J. Agric. Food Chem. 2003, 51, 1373-1376.
13. Guth, H. Quantitation and sensory studies of character impact odorants of different white wine varieties. J. Agric. Food Chem. 1997, 45, 3027-3032.
14. Tominaga, T.; Furrer, A.; Henry, R.; Dubourdieu, D. Identification of new volatile thiols in the aroma of Vitis vinifera L. var. Sauvignon Blanc wines. Flavour Fragrance J. 1998, 13, 159-162.
15. Bouchilloux, P.; Darriet, P.; Henry, R.; Lavigne-Cruège, V.; Dubourdieu, D. Identification of volatile and powerful odorous thiols in Bordeaux red wine varieties. J. Agric. Food Chem. 1998, 46, 3095-3099.
16. Kotseridis, Y.; Baumes, R. Identification of impact odorants in Bordeaux red grape juice, in the commercial yeast used for its fermentation, and in the produced wine. J. Agric. Food Chem. 2000, 48, 400-406.
17. Tominaga, T.; Blanchard, L.; Darriet, P.; Dubourdieu, D. A powerful aromatic volatile thiol, 2-furanmethanethiol, exhibiting roast coffee aroma in wines made from several Vitis vinifera grape varieties. J. Agric. Food Chem. 2000, 48, 1799-1802.
18. Rigou, P.; Triay, A.; Razungles, A. Influence of volatile thiols in the development of blackcurrant aroma in red wine. Food Chem. 2014, 142, 242-248.
19. Pszczólkowski Tomaszewski, P. La invención del cv. Carménère (Vitis vinifera L.) en Chile, desde la mirada de uno de sus actores. Universum (Talca) 2004, 19 (2), 150-165.
20. Belancic, A.; Agosin, E. Methoxypyrazines in grapes and wines of Vitis vinifera cv. Carmenere. Am. J. Enol. Vitic. 2007, 4, 462-469.
21. Steinhaus, M.; Sinuco, D.; Polster, J.; Osorio, C.; Schieberle, P. Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis. J. Agric. Food Chem. 2008, 56, 4120-4127.
22. Sen, A.; Laskawy, G.; Schieberle, P.; Grosch, W. Quantitative determination of β-damascenone in foods using a stable isotope dilution assay. J. Agric. Food Chem. 1991, 39, 757-759.
23. Schreier, P.; Full, G. Covalent chromatography. A valuable method for the aroma analysis of thiols at trace levels. Lebensmittelchemie 1994, 48, 1-4 (in German).
24. Engel, W.; Bahr, W.; Schieberle, P. Solvent assisted flavour evaporation-a new and versatile technique for the careful and direct isolation of aroma compounds from complex food matrices. Eur. Food Res. Technol. 1999, 209, 237-241.
25. van Den Dool, H.; Dec Kratz, P. A generalization of the retention index system including linear temperature programmed gasliquid partition chromatography. J. Chromatogr. A 1963, 11, 463-471.
26. Li, J.-X.; Schieberle, P.; Steinhaus, M. Characterization of the major odor-active compounds in Thai durian (Durio zibethinus L. 'Monthong') by aroma extract dilution analysis and headspace gas chromatography-olfactometry. J. Agric. Food Chem. 2012, 60, 11253-11262.
27. ASTM International. Standard E679-04. Standard practice for determination of odor and taste thresholds by a forced-choice ascending concentration series method of limits. In ASTM Book of Standards; ASTM International: West Conshohocken, PA, 2005; Vol. 15.08, pp 38-44.
28. Frank, S.; Wollmann, N.; Schieberle, P.; Hofmann, T. Reconstitution of the flavor signature of Dornfelder red wine on the basis of the natural concentrations of its key aroma and taste compounds. J. Agric. Food Chem. 2011, 59, 8866-8874.
29. International Organization for Standardization (ISO). ISO 4120:2004: Sensory Analysis - Methodology - Triangular Test; ISO: Geneva, Switzerland, 2004.
30. Tominaga, T.; Niclass, Y.; Frérot, E.; Dubourdieu, D. Stereoisomeric distribution of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in dry and sweet white wines made from Vitis vinifera (var. Sauvignon Blanc and Semillon). J. Agric. Food Chem. 2006, 54, 7251-7255.
31. Coetzee, C.; du Toit, W. J. A comprehensive review on Sauvignon Blanc aroma with a focus on certain positive volatile thiols. Food Res. Int. 2012, 45, 287-298.
32. Coetzee, C.; Brand, J.; Emerton, G.; Jacobson, D.; Silva Ferreira, A. C.; du Toit, W. J. Sensory interaction between 3-mercaptohexan-1-ol, 3-isobutyl-2-methoxypyrazine and oxidation-related compounds. Aust. J. Grape Wine Res. 2015, 21, 179-188.
33. Hofmann, T.; Schieberle, P.; Grosch, W. Model studies on the oxidative stability of odor-active thiols occurring in food flavors. J. Agric. Food Chem. 1996, 44, 251-255.
34. Sarrazin, E.; Shinkaruk, S.; Tominaga, T.; Bennetau, B.; Frérot, E.; Dubourdieu, D. Odorous impact of volatile thiols on the aroma of young botrytized sweet wines: identification and quantification of new sulfanyl alcohols. J. Agric. Food Chem. 2007, 55, 1437-1444.
35. Bailly, S.; Jerkovic, V.; Marchand-Brynaert, J.; Collin, S. Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols. J. Agric. Food Chem. 2006, 54, 7227-7234.
36. Ferreira, V.; Escudero, A.; Campo, E.; Cacho, J. The chemical foundations of wine aroma - A role game aiming at wine quality, personality and varietal expression. Proceedings of the 13th Australian Wine Industry Technical Conference; Blair, R. J., Williams, P. J., Pretorius, I. S., Eds.; Australian Wine Industry Technical Conference, Inc.: Adelaide, South Australia, Australia, 2007; pp 142-150.