Monitoring the content of biogenic amines in red wines subjected to malolactic fermentation
Keywords:
biogenic amines, HPLC, malolactic fermentation, OPA derivatization, red winesAbstract
Biogenic amines are produced by yeast and lactic bacteria during alcohol and malolactic fermentation processes by the decarboxylation of amino acids. Wines contain different quantities of biogenic amines, depending on the concentration of free amino acids in the wine, the type of bacteria present, grape variety and vineyard, temperature, pH, and hygiene conditions during the technological process. In this paper, biogenic amines (tyramine, histamine, cadaverine and putrescine) were determined for 5 types of dry red wines from the 2017 Miniș vineyard harvest (Arad County, Romania), 2 of the wines with malolactic fermentation in progress (Merlot, Fetească neagră), and 3 of the wines with finalised malolactic fermentation (Cabernet Sauvignon, Pinot noir, and Cadarcă). The determination of biogenic amines was performed by high-performance liquid chromatography (HPLC) using the orthophthaldialdehyde/2-mercaptoethanol (OPA/MCE) derivatisation method. The results obtained show that the wine samples with non-finalised malolactic fermentation do not contain putrescine and cadaverine, and the contents of tyramine and histamine are low. In contrast, wine samples with finalised malolactic fermentation show much higher concentrations of biogenic amines, the content in tyramine reaching 0.97 ppm. In all samples, tyramine contents exceed histamine levels. The descending order of the biogenic amine concentrations found in the red wines analysed is tyramine > histamine > cadaverine > putrescine.
References
Arrieta, M. P. & Prats-Moya, M. S. (2012). Free amino acids and biogenic amines in Alicante Monastrell wines. Food Chem., 135, 1511-1519.
Bauza, T., Blaise, A., Daumas, F. & Cabanis, J. C. (1995). Determination of biogenic amines and their precursor amino acids in wines of the Vallee du Rhone by high-performance liquid chromatography with precolumn derivatization and fluorimetric detection. J. Chromatogr. A., 707, 373-379.
Carrie´, C. & Fuster, A. (2002). Comparison of commercial preparations of lactic acid bacteria with direct inoculation in order to manage the malolactic fermentation at Merlot. (Comparasion de préparations commerciales des bactéries lactiques à ensenencements direct en vue de gérer la fermentation malolactique du Merlot.) Revue des Oenologues, 103, 16-18.
Coton, E., Rollan, G. C., Bertrand, A. & Lonvaud-Funel, A. (1998). Histamine - producing lactic acid bacteria in wines; early detection, frequency and distribution. Am. J. Enol. Vitic., 49, 199-204.
Fernandes, J. O. & Ferreira, M. A. (2000). Combined ion-pair extraction and gas chromatography-mass spectrometry for the simultaneous determination of diamines, polyamines and aromatic amines in port wine and grape juice. J. Chromatogr. A., 886, 183-195.
Gerbaux, V. & Monany, C. (2000). Biogenic amines in Bourgogne wines Content, origin and control in wines. (Les amines biogenes dans le vins de Bourgogne Teneurs, origine et maitrise dans le vins.) Revue Francaise d’Oenologie, 25-28.
Guerrini, S., Mangani, S., Granchi, L. & Vincenzi, M. (2002). Biogenic amine production by Oenococcus oeni. Current Microbiology, 44, 374-378.
Guo, Y. Y., Yang, Y. P., Peng, Q. & Han, Y. (2015). Biogenic amines in wine. A review. Int. J. Food Sci. Technol., 50, 1523-1532.
Hernández-Orte, P., Peña-Gallego, A., Ibarz, M. J., Cacho, J. & Ferreira, V. (2006). Determination of the biogenic amines in musts and wines before and after malolactic fermentation using 6-aminoquinolyl-N hydroxysuccinimidyl carbamate as the derivatizing agent. J. Chromatogr. A., 1129, 160-164.
Herrero, M., García-Cañas, V., Simo, C. & Cifuentes, A. (2014). Recent advances in the application of capillary electromigration methods for food analysis and foodomics. Electrophoresis, 35, 147-169.
Hlabangana, L., Hernandez-Cassou, S. & Saurina, J. (2006). Determination of biogenic amines in wines by ion-pair liquid chromatography and post-column derivatization with 1,2-naphthoquinone-4-sulphonate. J. Chromatogr. A., 1130, 130-136.
Kalkan, H. Y., Üren, A. & Yücel, U. (2007). Evaluation of biogenic amines in organic and non-organic wines by HPLC-OPA derivatization. Food Technol. Biotechnol., 45 (1), 62-68.
Kelly, M. T., Blaise, A. & Larroque, M. (2010). Rapid automated high performance liquid chromatography method for simultaneous determination of amino acids and biogenic amines in wine, fruit and honey. J. Chromatogr. A., 1217, 7385-7392.
Lange, J. & Wittmann, C. (2002). Enzyme sensor array for the determination of biogenic amines in food samples. Anal. Bioanal. Chem., 372, 276-283.
Lonvaud-Funel, A. (2001) Biogenic amines in wines: role of lactic acid bacteria. FEMS Microbiology Letters, 9-13.
Lonvaud-Funel, A. & Joyeux, A. (1994). Histamine production by wine lactic acid bacteria: isolation of a histamine-producing strain of Leuconostoc oenos. J. Appl. Bacterial., 77, 401-407.
Manetta, A. C., Di Giuseppe, L., Tofalo, R., Martuscelli, M., Schirone, M., Giammarco, M. & Suzzi, G. (2016). Evaluation of biogenic amines in wine: determination by an improved HPLC-PDA method. Food Control, 62, 351-356.
Marques, A. P., Leita, M. C. & San Roma, M. V. (2008). Biogenic amines in wines: Influence of oenological factors. Food Chemistry, 107, 853-860.
Ozdestan, O. & Üren, A. (2009). A method for benzoyl chloride derivatization of biogenic amines for high performance liquid chromatography. Talanta, 78, 1321-1326.
Pereira Monteiro, M. J. & Bertrand, A. (1994). Validation of an assay method. Application to the analysis of biogenic amines in wine. (Validation d’une methode de dosage. Application a` l’analyse des amines biogenes du vin.) Bulletin de l’O.I.V, 765-766, 917-962.
Pripis-Nicolau, L., De Revel, G., Marchand, S., Beloqui, A. A. & Bertrand, A. (2001). Automated HPLC method for the measurement of free amino acids including cysteine in musts and wines; first application. Journal of the Science of Food and Agriculture, 81, 731-738.
Restuccia, D., Loizzo, M. R. & Spizzirri, U. G. (2018). Accumulation of biogenic amines in wine: role of alcoholic and malolactic fermentation. Fermentation, 4(1). doi:10.3390/fermentation4010006. https://www.mdpi.com/2311-5637/4/1/6
Rollan, G. C., Coton, E. & Lonvaud-Funel, A. (1995). Histidine decarboxylase activity of Leuconostoc oenos 9204. Food Microbiology, 12, 455-461.
Romero, R., Gázquez, D., Bagur, M. G. & Sánchez-Vinas, M. (2000). Optimization of chromatographic parameters for the determination of biogenic amines in wines by reversed-phase high-performance liquid chromatography. J. Chromatogr. A., 871, 75-83.
Rosi, I., Nannelli, F. & Giovani, G. (2009) Biogenic amine production by Oenococcus oeni during malolactic fermentation of wines obtained using different strains of Saccharomyces cerevisiae. Food Science and Technology, 42, 525-530.
Sentellas, S., Nuñez, Ó. & Saurina, J. (2016). Recent advances in the determination of biogenic amines in food samples by (U)HPLC. J. Agric. Food Chem., 64, 7667-7678.
Soufleros, E., Barrios, M. L. & Bertrand, A. (1998). Correlation between the content of biogenic amines and other wine compounds. Am. J. Enol Vitic., 49, 266-278.
Tašev, K., Ivanova-Petropulos, V. & Stefova, M. (2016). Optimization and validation of a derivatization method for analysis of biogenic amines in wines using RP-HPLC-DAD. Maced. J. Chem. En., 35, 19-28.
Tašev, K., Ivanova-Petropulos, V. & Stefova, M. (2017). Ultra-performance liquid chromatography-triple quadruple mass spectrometry (UPLC-TQ/MS) for evaluation of biogenic amines in wine. Food Anal. Methods, 10, 4038-4048.
Üren, A. & Karababa, Z. (2003). Determination of biogenic amines by an high-performance liquid chromatography method with pre-column o-phthaldialdehyde derivatization. MSc Thesis Ege University Food Engineering Department Ýzmir Turkey.
Vidal-Carou, M. C., Lahoz-Portoles, F., Bover-Cid, S. & Marine-Font, A. (2003). Ion-pair high-performance liquid chromatographic determination of biogenic amines and polyamines in wine and other alcoholic beverages. J. Chromatogr. A., 98, 235-241.
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