Quantitative analysis of free and bonded forms of volatile sulfur compouds in wine. Basic methodologies and evidences showing the existence of reversible cation-complexed forms

Journal of Chromatography A

Volumn 1359, Issue , 2014, Pages 8-15

  Franco Luesma, Ernesto ^a   Ferreira, Vicente ^a  

^a UNIVERSITY OF ZARAGOZA   (Spain)

Author keywords

Mercaptans; Metals; Off odors; Reduction; VSCs; Wine

Indexed keywords

METAL ANALYSIS; METALS; REDUCTION; WINE;

COMPARATIVE ANALYSIS; DYNAMIC LINEAR RANGE; HEADSPACE CONCENTRATIONS; MERCAPTANS; OFF-ODOR; RELIABLE ESTIMATES; VOLATILE SULFUR COMPOUNDS; VSCS;

SULFUR COMPOUNDS;

CATION; COPPER ION; DIMETHYL SULFIDE; FERROUS ION; HYDROGEN SULFIDE; MANGANESE; METHANETHIOL; NICKEL; SODIUM CHLORIDE; SULFUR DERIVATIVE; THIOL; TIN; UNCLASSIFIED DRUG; VOLATILE AGENT; VOLATILE SULFUR COMPOUND; ZINC ION;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BOND; COMPLEX FORMATION; CONTROLLED STUDY; GAS CHROMATOGRAPHY; LIMIT OF DETECTION; MOLECULAR INTERACTION; PRIORITY JOURNAL; PROCESS DEVELOPMENT; QUANTITATIVE ANALYSIS; REPRODUCIBILITY; SOLID PHASE MICROEXTRACTION; WINE;

MERCAPTANS; METALS; OFF-ODORS; REDUCTION; VSCS; WINE;

CATIONS; CHEMISTRY TECHNIQUES, ANALYTICAL; COPPER; IRON; OXIDATION-REDUCTION; SULFUR COMPOUNDS; VOLATILIZATION; WINE; ZINC;

EID: 84906062624     PISSN: 00219673     EISSN: 18733778     Source Type: Journal    
DOI: 10.1016/j.chroma.2014.07.011     Document Type: Article

References (48)

1. Smet E., Van Langenhove H., De Bo I. The emission of volatile compounds during the aerobic and the combined anaerobic/aerobic composting of biowaste. Atmos. Environ. 1999, 33:1295-1303.
2. Zwart J.M.M., Kuenen J.G. C1-cycle of sulfur compounds. Biodegradation 1992, 37-59.
3. Burbank H.M., Qian M.C. Volatile sulfur compounds in Cheddar cheese determined by headspace solid-phase microextraction and gas chromatograph-pulsed flame photometric detection. J. Chromatogr. A 2005, 1066:149-157.
4. Gerbersmann C., Lobinski R., Adams F.C. Determination of volatile sulfur-compounds in water samples, beer and coffee with purge-and-trap gas-chromatography microwave-induced plasma-atomic emission-spectrometry. Anal. Chim. Acta 1995, 316:93-104.
5. Lopez R., Lapena A.C., Cacho J., Ferreira V. Quantitative determination of wine highly volatile sulfur compounds by using automated headspace solid-phase microextraction and gas chromatography-pulsed flame photometric detection-critical study and optimization of a new procedure. J. Chromatogr. A 2007, 1143:8-15.
6. Mestres M., Busto O., Guasch J. Analysis of organic sulfur compounds in wine aroma. J. Chromatogr. A 2000, 881:569-581.
7. Segurel M.A., Razungles A.J., Riou C., Salles M., Baumes R.L. Contribution of dimethyl sulfide to the aroma of Syrah and Grenache Noir wines and estimation of its potential in grapes of these varieties. J. Agric. Food. Chem. 2004, 52:7084-7093.
8. Siebert T.E., Solomon M.R., Pollnitz A.P., Jeffery D.W. Selective determination of volatile sulfur compounds in wine by gas chromatography with sulfur chemiluminescence detection. J. Agric. Food. Chem. 2010, 58:9454-9462.
9. Ugliano M., Fedrizzi B., Siebert T., Travis B., Magno F., Versini G., Henschke P.A. Effect of nitrogen supplementation and saccharomyces species on hydrogen sulfide and other volatile sulfur compounds in shiraz fermentation and wine. J. Agric. Food. Chem. 2009, 57:4948-4955.
10. Escudero A., Campo E., Farina L., Cacho J., Ferreira V. Analytical characterization of the aroma of five premium red wines. Insights into the role of odor families and the concept of fruitiness of wines. J. Agric. Food. Chem. 2007, 55:4501-4510.
11. Manning D.J., Chapman H.R., Hosking Z.D. Production of sulfur-compounds in cheddar cheese and their significance in flavor development. J. Dairy Res. 1976, 43:313-320.
12. D.S. Mottram, M.S. Madruga, in: C.J. Mussinan, M.E. Keelan (eds.), Sulfur Compounds in Foods, Amer Chemical Soc, Washington, 1994, pp. 180-187.
13. Goniak O.J., Noble A.C. Sensory study of selected Volatile Sulfur-Compounds in white wine. Am. J. Enol. Viticult. 1987, 38:223-227.
14. Ugliano M., Kwiatkowski M., Vidal S., Capone D., Siebert T., Dieval J.B., Aagaard O., Waters E.J. Evolution of 3-mercaptohexanol, hydrogen sulfide, and methyl mercaptan during bottle storage of sauvignon blanc wines. Effect of glutathione, copper, oxygen exposure, and closure-derived oxygen. J. Agric. Food. Chem. 2011, 59:2564-2572.
15. Ugliano M., Dieval J.B., Siebert T.E., Kwiatkowski M., Aagaard O., Vidal S., Waters E.J. Oxygen consumption and development of volatile sulfur compounds during bottle aging of two shiraz wines. Influence of pre- and postbottling controlled oxygen exposure. J. Agric. Food. Chem. 2012, 60:8561-8570.
16. Dimkou E., Ugliano M., Dieval J.B., Vidal S., Aagaard O., Rauhut D., Jung R. Impact of headspace oxygen and closure on sulfur dioxide, color, and hydrogen sulfide levels in a riesling wine. Am. J. Enol. Viticult. 2011, 62:261-269.
17. Jiranek V., Langridge P., Henschke P.A. Regulation of hydrogen-sulfide liberation in wine-producing saccharomyces-cerevisiae strains by assimilable nitrogen. Appl. Environ. Microbiol. 1995, 61:461-467.
18. Mendes-Ferreira A., Barbosa C., Falco V., Leao C., Mendes-Faia A. The production of hydrogen sulphide and other aroma compounds by wine strains of Saccharomyces cerevisiae in synthetic media with different nitrogen concentrations. J. Ind. Microbiol. Biotechnol. 2009, 36:571-583.
19. Vermeulen C., Gijs L., Collin S. Sensorial contribution and formation pathways of thiols in foods: a review. Food Rev. Int. 2005, 21:69-137.
20. Anness B.J., Bamforth C.W. Dimethyl sulfide-a review. J. Inst. Brewing 1982, 88:244-252.
21. Loscos N., Segurel M., Dagan L., Sommerer N., Marlin T., Baumes R. Identification of S-methylmethionine in Petit Manseng grapes as dimethyl sulphide precursor in wine. Anal. Chim. Acta 2008, 621:24-29.
22. Segurel M.A., Razungles A.J., Riou C., Trigueiro M.G.L., Baumes R.L. Ability of possible DMS precursors to release DMS during wine aging and in the conditions of heat-alkaline treatment. J. Agric. Food. Chem. 2005, 53:2637-2645.
23. O.I.V., Resolution 2/89 Treatment with Copper Sulfate, International Code of Oenological Practices (1989).
24. O.I.V., Resolution OENO/2000 Copper Sulfate Pentahydrate, International Oenological Codex (2000).
25. O.I.V., Resolution 1/2008 Treatment with Copper Citrate, International Oenological Codex (2008).
26. Apak R., Guclu K., Ozyurek M., Karademir S.E. Novel total antioxidant capacity index for dietary polyphenols and vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC method. J. Agric. Food. Chem. 2004, 52:7970-7981.
27. Ghosh K.S., Maiti T.K., Mandal A., Daspupta S. Copper complexes of (-)-epicatechin gallate and (-)-epigallocatechin gallate act as inhibitors of Ribonuclease A. FEBS Lett. 2006, 580:4703-4708.
28. LavigneDelcroix A., Tusseau D., Proix M. Validation of a chromatographic chemiluminescence detector. Sci. Aliment. 1996, 16:267-280.
29. Mestres M., Busto O., Guasch J. Chromatographic analysis of volatile sulphur compounds in wines using the static headspace technique with flame photometric detection. J. Chromatogr. A 1997, 773:261-269.
30. Mestres M., Marti M., Busto O., Guasch J. Simultaneous analysis of thiols, sulphides and disulphides in wine aroma by headspace solid-phase microextraction-gas chromatography. J. Chromatogr. A 1999, 849:293-297.
31. Fang Y., Qian M.C. Sensitive quantification of sulfur compounds in wine by headspace solid-phase microextraction technique. J. Chromatogr. A 2005, 1080:177-185.
32. Herszage J., Ebeler S.E. Analysis of volatile organic sulfur compounds in wine using headspace solid-phase microextraction gas chromatography with sulfur chemiluminescence detection. Am. J. Enol. Viticult. 2011, 62:1-8.
33. Rauhut D., Kurbel H., Macnamara K., Grossmann M. Headspace GC-SCd monitoring of low volatile sulfur-compounds during fermentation and in wine. Anaulisis 1998, 26:142-145.
34. Ferreira V., Ortega L., Escudero A., Cacho J.F. A comparative study of the ability of different solvents and adsorbents to extract aroma compounds from alcoholic beverages. J. Chromatogr. Sci. 2000, 38:469-476.
35. 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.
36. Ketola R.A., Mansikka T., Ojala M., Kotiaho T., Kostiainen R. Analysis of volatile organic sulfur compounds in air by membrane inlet mass spectrometry. Anal. Chem. 1997, 69:4536-4539.
37. Benner R.L., Stedman D.H. Field-evaluation of the sulfur chemiluminescence detector. Environ. Sci. Technol. 1990, 24:1592-1596.
38. Shearer R.L. Development of flameless sulfur chemiluminescence detection-application to gas-chromatography. Anal. Chem. 1992, 64:2192-2196.
39. Yan X.W. Unique selective detectors for gas chromatography: nitrogen and sulfur chemiluminescence detectors. J. Sep. Sci. 2006, 29:1931-1945.
40. McGaughey J.F., Gangwal S.K. Comparison of 3 commercially available Gas-Ghromatographic Flame Photometric detectors in the sulfur mode. Anal. Chem. 1980, 52:2079-2083.
41. Farwell S.O., Barinaga C.J. Sulfur-selective detection with the FPD-current enigmas, practical usage, and future-directions. J. Chromatogr. Sci. 1986, 24:483-494.
42. Cheskis S., Atar E., Amirav A. Pulsed-flame photometer-a novel gas-chromatography detector. Anal. Chem. 1993, 65:539-555.
43. Kalontarov L., Jing H.W., Amirav A., Cheskis S. Mechanism of sulfur emission quenching in Flame Photometric Detectors. J. Chromatogr. A 1995, 696:245-256.
44. Patterson P.L. Comparison of quenching effects in single-Flame and dual-Flame Photometric Detectors. Anal. Chem. 1978, 50:345-348.
45. Amirav A., Jing H.W. Pulsed flame photometer detector for gas-chromatography. Anal. Chem. 1995, 67:3305-3318.
46. Gonzalvez A., Armenta S., Pastor A., de la Guardia M. Searching the most appropriate sample pretreatment for the elemental analysis of wines by inductively coupled plasma-based techniques. J. Agric. Food. Chem. 2008, 56:4943-4954.
47. Nikolantonaki M., Waterhouse A.L. A method to quantify quinone reaction rates with wine relevant nucleophiles: a key to the understanding of oxidative loss of varietal thiols. J. Agric. Food. Chem. 2012, 60:8484-8491.
48. Nikolantonaki M., Chichuc I., Teissedre P.-L., Darriet P. Reactivity of volatile thiols with polyphenols in a wine-model medium: impact of oxygen, iron, and sulfur dioxide. Anal. Chim. Acta 2010, 660:102-109.