Biogenic amines in wine: Understanding the headache

South African Journal of Enology and Viticulture

Volumn 29, Issue 2, 2008, Pages 109-127

  Smit, A Y ^a   du Toit, W J ^a   du Toit, M ^a  

^a STELLENBOSCH UNIVERSITY   (South Africa)

Author keywords

Bacteria; Biogenic amines; Decarboxylase enzymes; Detection methods; Toxicology; Wine; Wine factors; Yeast

Indexed keywords

BACTERIA (MICROORGANISMS);

EID: 67849096396     PISSN: 0253939X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (151)

1. Acre, L., Ríos, A. & Valcárcel, M., 1998. Direct determination of biogenic amines in wine by integrating continuous flow clean-up and capillary electrophoresis with indirect UV detection. J. Chromatogr. A. 803, 249-260.
2. Adams, D.O., 1991. Accumulation of putrescine in grapevine leaves showing symptoms of potassium deficiency or spring fever. In: Rantz, J. (ed). Proceedings of the International Symposium on Nitrogen in Grapes and Wine. American Society for Enology and Viticulture, Davis, California. pp. 126-131.
3. Alberto, M.R., Arena, M.E. & Manca de Nadra, M.C., 2002. A comparative survey of two analytical methods for identification and quantification of biogenic amines. Food Control 13, 125-129.
4. Alberto, M.R., Arena, M.E. & Manca de Nadra, M.C., 2007. Putrescine production from agmatine by Lactobacillus hilgardii: Effect of phenolic compounds. Food Control 18, 898-903.
5. Alberto, M.R., Farías, M.E. & Manca de Nadra, M.C., 2001. Effect of gallic acid and catechin on Lactobacillus hilgardii 5w growth and metabolism of organic compounds. J. Agric. Food Chem. 49, 4359-4363.
6. Alcaide-Hidalgo, J.M., Moreno-Arribas, M.V., Martín-Álvaraz, P.J. & Polo, M.C., 2007. Influence of malolactic fermentation, postfermentative treatments and ageing with lees on nitrogen compounds of red wines. Food Chem. 103, 572-581.
7. Allenmark, S. & Servenius, B.O., 1978. Characterization of bacterial L-(-)tyrosine decarboxylase by isoelectric focusing and gel chromatography. J. Chromatogr. 153, 239-245.
8. Ancín-Azpilicueta, C., Gonzàlez-Marco, A. & Jiménez-Moreno, N., 2008. Current knowledge about the presence of amines in wine. Crit. Rev. Food Sci. Nutr. 48, 257-275.
9. Arena, M.E., Fiocco, D., Manca de Nadra, M.C., Pardo, I. & Spano, G., 2007. Characterization of a Lactobacillus plantarum strain able to produce tyramine and partial cloning of a putative tyrosine decarboxylase gene. Curr. Microbiol. 55, 205-210.
10. Arena, M.E. & Manca de Nadra, M.C., 2001. Biogenic amine production by Lactobacillus. J. Appl. Microbiol. 90, 158-162.
11. Bauza, T., Blaise, A., Daumas, F. & Cabanis, J.C., 1995. Determination of biogenic amines and their precursor amino acids in wines of the Vallée du Rhône by high-performance liquid chromatography with precolumn derivarization and fluorimetric detection. J. Chromatogr. A. 707, 373-379.
12. Bover-Cid, S. & Holzapfel, W.H., 1999. Improved screening procedure for biogenic amine production by lactic acid bacteria. Int. J. Food Microbiol. 53, 33-41.
13. Bover-Cid, S., Iquierdo-Pulido, M. & Mariné-Font, A., Vidal-Carou, M.C., 2006. Biogenic mono-, di- and polyamine contents in Spanish wines and influence of a limited irrigation. Food Chem. 96, 43-47.
14. Buteau, C., Duitschaever, C.L. & Ashton, G.C., 1984. A study of the biogenesis of amines in a Villard Noir wine. Am. J. Enol. Vitic. 35, 228-236.
15. Caruso, M., Fiore, C., Conturse, M., Salzano, C., Paparella, A. & Romano, P., 2002. Formation of biogenic amines as criteria for the selection of wine yeasts. World J. Microb. Biot. 18, 159-163.
16. Cecchini, F., Morassut, M. & Moruno, E.G., 2005. Influence of cultivar on biogenic amines content in wines. XIV International GESCO Viticulture Congress, Geisenheim, Germany, August 2005. pp. 845-850.
17. Chang, S-C., Lin, C-W., Jiang, C-M., Chen, H-C., Shih, M-K., Chen, Y-Y. & Tsai, Y-H., 2008. Histamine production by bacilli bacteria, acetic bacteria and yeast isolated from fruit wines. LWT - Food Sci. Tech. doi: 10.1016/j.lwt.2008.04.011.
18. Chang, G.W. & Snell, E.E., 1968. Histidine decarboxylase of Lactobacillus 30a: Purification, substrate specificity and stereospecificity. Biochemistry 7, 2005-2012.
19. Choudhury, N., Hansen, W., Engesser, D., Hammes, W.P. & Holzapfel, W.H., 1990. Formation of histamine and tyramine by lactic acid bacteria in decarboxylase assay medium. Lett. Appl. Micriobiol. 11, 278-281.
20. Cilliers, J.D. & Van Wyk, C.J., 1985. Histamine and tyramine content of South African wine. S. Afr. J. Enol. Vitic. 6, 35-40.
21. Cohn, M.S., Tabor, C.W., Tabor, H. & Wickner, R.B., 1978. Spermidine or Spermine requirement for killer double-stranded RNA plasmid replication in yeast. J. Biol. Chem. 253, 5225-5227.
22. Cohn, M.S., White Tabor, C. & Tabor, H., 1980. Regulatory mutations affecting ornithine decarboxylase activity in Saccharomyces cerevisiae. J. Bacteriol. 142, 791-799.
23. Constantini, A., Cersosimo, M., Del Prete, V. & Garcia-Moruno, E., 2006. Production of biogenic amines by lactic acid bacteria: Screening by PCR, thinlayer chromatography, and HPLC of strains isolated from wine and must. J. Food Protect. 69, 391-396.
24. Coton, E. & Coton, M., 2005. Multiplex PCR for colony direct detection of Grampositive histamine- and tyramine-producing bacteria. J. Microbiol. Meth. 63, 296-304.
25. Coton, E., Rollan, G., Bertrand, A. & Lonvaud-Funel, A., 1998a. Histamineproducing lactic acid bacteria in wines: Early detection, frequency, and distribution. Am. J. Enol. Vitic. 49, 199-204.
26. Coton, E., Rollan, G.C. & Lonvaud-Funel, A., 1998b. Histidine decarboxylase activity of Leuconostoc oenos 9204: purification, kinetic properties, cloning and nucleotide sequence of the HDC gene. J. Appl. Microbiol. 84, 143-151.
27. Coton, E., Torlois, S., Bertrand, A. & Lonvaud-Funel, A., 1999. Biogenic amines and wine lactic acid bacteria. Bull. OIV. 815-816, 22-35.
28. Csomós, E., Héberger, K. & Simon-Sarkadi, L., 2002. Principal component analysis of biogenic amines and polyphenols in Hungarian wines. J. Agric. Food Chem. 50, 3768-3774.
29. De las Rivas, B., Marcobal, A. & Muñoz, R., 2005. Improved multiplex-PCR method for the simultaneous detection of food bacteria producing biogenic amines. FEMS Microbiol. Lett. 244, 367-372.
30. De las Rivas, B., Marcobal, Á., Carrascose, A.V. & Muñoz, R., 2006. PCR detection of foodborne bacteria producing the biogenic amines histamine, tyramine, putrescine, and cadaverine. J. Food Protect. 69, 2509-2514.
31. Delfini, C., 1989. Ability of wine malolactic bacteria to produce histamine. Sci. Aliment. 9, 413-416.
32. Delfini, C., 2004. Resistance screening essay of wine lactic acid bacteria on lysozyme: Efficacy of lysozyme in unclarified grape musts. J. Agric. Food Chem. 52, 1861-1866.
33. Del Prete, V., Costantini, A., Cecchini, F., Morassut, M. & Garcia-Moruno, E., 2009. Occurrence of biogenic amines in wine: The role of grapes. Food Chem. 112, 474-481.
34. Downing, L., 2003. Characterisation of biogenic amine-encoding genes in lactic acid bacteria isolated from South African wine. MSc Thesis, Stellenbosch University, Private Bag X1, 7602 Matieland (Stellenbosch), South Africa.
35. 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.
36. Gale, E.F., 1946. The bacterial amino acid decarboxylases. Adv. Enzymol. 6, 1-32.
37. Garai, G., Duenas, M.T., Irastorza, A., Martín-Álvarez, P.J. & Moreno-Arribas, M.V., 2006. Biogenic amines in natural ciders. J. Food Protect. 69, 3006-3012.
38. García-Moruno, E., Carrascose, A.V. & Muñoz, R., 2005. A rapid and inexpensive method for the determination of biogenic amines from bacterial cultures by thinlayer chromatography. J. Food Protect. 68, 625-629.
39. García-Ruiz, A., Bartolomé, B., Martínez-Rodríguez, A.J., Pueyo, E., MartínÁlvarez, P.J. & Moreno-Arribas, M.V., 2007. Potential of phenolic compounds for controlling lactic acid bacteria growth in wine. Food Control 19, 835-841.
40. García-Villar, N., Hernández-Cassou, S. & Saurina, J., 2007. Characterization of wines through the biogenic amine contents using chromatographic techniques and chemometric data analysis. J. Agric. Food Chem. 55, 7453-7461.
41. García-Villar, N., Saurina, J. & Hernández-Cassou, S., 2006. High-performance liquid chromatographic determination of biogenic amines in wines with an experimental design optimization procedure. Anal. Chim. Acta 575, 97-105.
42. Gardini, F., Zaccarelli, A., Belletti, N., Faustini, F., Cavazza, A., Maruscelli, M., Mastrocola, D. & Suzzi, G., 2005. Factors influencing biogenic amine production by a strain of Oenococcus oeni in a model system. Food Control 16, 609-616.
43. Gerbaux, V. & Monamy, C., 2000. Biogenic amines in Burgundy wines. Contents and origin in wines. Rev. Fr. Oenol. 183, 25-28.
44. Gevers, D., Huys, G. & Swings, J., 2003. In vitro conjugal transfer of tetracycline resistance from Lactobacillus isolates to other Gram-positive bacteria. FEMS Microbiol. Lett. 225, 125-130.
45. Gil-Agustí, M., Carda-Brochm S., Monferrer-Pons, L. & Esteve-Romero, J., 2007. Simultaneous determintaion of tyramine and tryptamine and their precursor amino acids by micellar liquid chromatography and pulsed amperometric detection in wines. J. Chromatogr. A. 1156, 288-295.
46. Glória, M.B.A., Watson, B.T., Simon-Sarkadi, L. & Daeschel, M.A., 1998. A survey of biogenic amines in Oregon Pinot noir and Cabernet Sauvignon wines. Am. J. Enol. Vitic. 49, 279-282.
47. Gómez-Alonso, S., Hermosín-Gutiérrez, U. & García-Romero, E., 2007. Simultaneous HPLC analysis of biogenic amines, amino acids, and ammonium ion as animoenone derivatives in wine and beer samples. J. Agric. Food Chem. 55, 608-613.
48. Goñi, D.T. & Ancín Azpilicueta, C., 2001. Influence of yeast strain on biogenic amine content in wines: relationship with the utilization of amino acids during fermentation. Am. J. Enol. Vitic. 52, 185-190.
49. González Marco, A. & Ancín Azpilicueta, C., 2006. Amine concentrations in wine stored in bottles at different temperatures. Food Chem. 99, 680-685.
50. Granchi, L., Romano, P., Mangani, S., Guerrini, S. & Vincenzini, M., 2005. Production of biogenic amines by wine microorganisms. Bull. OIV. 78, 595-609.
51. Guerrini, S., Mangani, S., Granchi, L. & Vincenzini, M., 2002. Biogenic amine production by Oenococcus oeni. Curr. Microbiol. 44, 374-378.
52. Gupta, R., Hamasaki-Katagiri, N., White Tabor, C. & Tabor, H., 2001. Effect of spermidine on the in vivo degradation of ornithine decarboxylase in Saccharomyces cerevisiae. In: Proceedings of the National Academy of Sciences of the United States of America. 98, 10620-10623.
53. Hajós, G., Sass-Kiss, A., Szerdahelye, E. & Bardocz, S., 2000. Changes in biogenic amine content of Tokaj grapes, wines, and Aszu-wines. J. Food Sci. 65, 1142-1144.
54. Halász, A., Baráth, Á., Simon-Sarkadi, L. & Holzapfel, W., 1994. Biogenic amines and their production by microorganisms in food. Trends Food Sci. Tech. 5, 42-49.
55. Héberger, K., Csomós, E. & Simon-Sarkadi, L., 2003. Principle component and linear discriminant analysis of free amino acids and biogenic amines in Hungarian wines. J. Agric. Food Chem. 52, 8055-8060.
56. Herbert, P., Cabrita, M.J., Ratola, N., Laureano, O. & Alves, A., 2005. Free amino acids and biogenic amines in wines and musts from the Alentejo region. Evolution of amines during alcoholic fermentation and relationship with variety, sub-region and vintage. J. Food Eng. 66, 315-322.
57. Hernández-Borges, J., D'Orazio, G., Aturki, Z. & Fanali, S., 2007. Nano-liquid chromatography analysis of dansylated biogenic amines in wine. J. Chromatogr. A. 1147, 192-199.
58. Hernández-Orte, P., Lapeña, A.C., Peña-Gallego, A., Astrain, J., Baron, C., Pardo, I., Polo, L., Ferrer, S., Cacho, J. & Ferreira, V., 2008. Biogenic amine determination in wine fermented in oak barrels. Factors affecting formation. Food Res. Int. 41, 697-706.
59. 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.
60. Hlabangana, L., Hernandez-Cassou, S. & Saurine, 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.
61. Husnik, J.I., Volschenk, H., Bauer, F., Colavizza, D., Luo, Z. & Van Vuuren, H.J.J., 2006. Metabolic engineering of malolactic wine yeast. Metab. Eng. 8, 315-323.
62. Ibe, A., Saito, K., Nakazato, M., Kikuchi, Y., Fujinuma, K. & Nishima, T., 1991. Quantitative determination of amines in wine by liquid chromatography. J. Assoc. Anal. Chem. 74, 695-698.
63. Izquierdo Cañas, P.M., García Romero, E., Gómez Alonso, S., Fernández González, M. & Palop Herreros, M.L.L., 2007. Amino acids and biogenic amines during spontaneous malolactic fermentation in tempranillo red wines. J. Food Compos. Anal. doi:10.1016/j.jfca.2007.11.002
64. Jansen, S.C., van Dusseldorp, M., Bottema, K.C. & Dubois, A.E., 2003. Intolerance to dietary biogenic amines: a review. Ann. Allergy Asthma Immunol. 91, 233-240.
65. Kanny, G., Bauza, T., Fremont, S., Guillemin, F., Blaise, A., Daumas, F., Cabanis, J.C., Nicolas, J.P. & Moneret-Vautrin, D.A., 1999. Histamine content does not influence the tolerance of wine in normal subjects. Allergy Immunol. 31, 45-48.
66. Kanny, G., Gerbaux, V., Olszewski, A., Frémont, S., Empereur, F., Nabet, F., Cabanis, J. & Moneret-Vautrin, D., 2001. No correlation between wine intolerance and histamine content of wine. J. Allergy Clin. Immunol. 107, 375-378.
67. Kiss, J., Korbász, M. & Sass-Kiss, A., 2006. Study of amine composition of botrytized grape berries. J. Agric. Food Chem. 53, 8909-8918.
68. Kiss, J. & Sass-Kiss, A., 2005. Protection of originality of Tokaji Aszu: amines and organic acids in botrytized wines by high-performace liquid chromatography. J. Agric. Food Chem. 53, 10042-10050.
69. Konings, W.N., Lolkema, J.S., Bolhuis, M., Van Veen, H.W., Poolman, B. & Driessen, A.J., 1997. The role of transport processes in survival of lactic acid bacteria. Energy transduction and multidrug resistance. Antonie van Leeuwenhoek 71, 117-128.
70. Kovács, A., Simon-Sarkadi, L. & Ganzler, K., 1999. Determination of biogenic amines by capillary electrophoresis. J. Chromatogr. A. 836, 305-313.
71. Kvasnicka, F. & Voldrich, M., 2006. Determination of biogenic amines by capillary zone electorphoresis with conductometric detection. J. Chromatogr. A. 1103, 145-149.
72. Landete, J.M., De las Rivas, B., Macobal, A. & Muñoz, R., 2007a. Molecular methods for the detection of biogenic amine-producing bacteria on foods. Int. J. Food Microbiol. 117, 258-269.
73. Landete, J.M., Ferrer, S. & Pardo, I., 2007b. Biogenic amine production by lactic acid bacteria, acetic bacteria and yeast isolated from wine. Food Control 18, 1569-1574.
74. Landete, J.M., Ferrer, S. & Pardo, I., 2004. Improved enzymatic method for the rapid determintaion of histamine in wine. Food Addit. Contam. 21, 1149-1154.
75. Landete, J.M., Ferrer, S. & Pardo, I., 2005a. Which lactic acid bacteria are responsible for histamine production in wine? J. Appl. Microbiol. 99, 580-586.
76. Landete, J.M., Pardo, I. & Ferrer, S., 2006. Histamine, histidine, and growth-phase mediated regulation of the histidine decarboxylase gene in lactic acid bacteria isolated from wine. FEMS Microbiol. Lett. 260, 84-90.
77. Landete, J.M., Pardo, I. & Ferrer, S., 2007c. Tyramine and phenylethylamine production among lactic acid bacteria isolated from wine. Int. J. Food Micriobiol. 115, 364-368.
78. Landete, J.M., Ferrer, S., Polo, L. & Pardo, I., 2005b. Biogenic amines in wines from three Spanish regions. J. Agric. Food Chem. 53, 1119-1124.
79. Lasekan, O.O. & Lasekan, W.O., 2000. Biogenic amines in traditional alcoholic beverages produced in Nigeria. Food Chem. 69, 267-271.
80. Le Jeune, C., Lonvaud-Funel, A., ten Brink, B., Hofstra, H. & van der Vossen, J.M.B.M., 1995. Development of a detection system for histidine decarboxylating lactic acid bacteria based on DNA probes, PCR and activity test. J. Appl. Bacteriol. 78, 316-326.
81. Lehtonen, P., 1996. Determination of amines and amino acids in wine - a review. Am. J. Enol. Vitic. 47, 127-133.
82. Leitão, M.C., Marques, A.P. & San Romão, M.V., 2005. A survey of biogenic amines in commercial Portugese wines. Food Control 16, 199-204.
83. Leitão, M.C., Teixeira, H.C., Barreto Crespo, M.T. & San Romão, M.V., 2000. Biogenic amines occurrence in wine: amino acid decarboxylase and proteolytic activities expression by Oenococcus oeni. J. Agric. Food Chem. 48, 2780-2784.
84. Leuschner, R.G., Heidel, M. & Hammes, W.P., 1998. Histamine and tyramine degradation by food fermenting microorganisms. Int. J. Food Microbiol. 39, 1-10.
85. Li, J.-S., Wang, H., Huang, K. & Zhang, H., 2006. Determination of biogenic amines in apples and wine with 8-phenyl-(4-oxy-acetic acid N-hydroxysuccinimide ester)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene by high performance liquid chromatography. Anal. Chim. Acta 575, 255-261.
86. Lonvaud-Funel, A., 2001. Biogenic amines in wines: role of lactic acid bacteria. FEMS Microbiol. Lett. 199, 9-13.
87. Lonvaud-Funel, A., 1999. Lactic acid bacteria in the quality improvement and depreciation of wine. Antonie van Leeuwenhoek 76, 317-331.
88. Lonvaud-Funel, A. & Joyeux, A., 1994. Histamine production by wine lactic acid bacteria: isolation of a histamine-producing strain of Leuconostoc oenos. J. Appl. Bacteriol. 77, 401-407.
89. Loukou, Z. & Zotou, A., 2003. Determination of biogenic amines as dansyl derivatives in alcoholic beverages by high-performance liquid chromatography with fluorimetric detection and characterization of the dansylated amines by liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J. Chromatogr. A. 996, 103-113.
90. Lucas, P., Landete, J., Coton, M., Coton, E. & Lonvaud-Funel, A., 2003. The tyrosine decarboxylase operon of Lactobacillus brevis IOEB 9809: characterization and conservation in tyramine-producing bacteria. FEMS Microbiol. Lett. 229, 65-71.
91. Lucas, P. & Lonvaud-Funel, A., 2002. Purification and partial gene sequence of the tyrosine decarboxylase of Lactobacillus brevis IOEB 9809. FEMS Microbiol. Lett. 211, 85-89.
92. Lucas, P.M., Wolken, W.A.M., Claisse, O., Lolkema, J.S. & Lonvaud-Funel, A., 2005. Histamine-producing pathway encoded on an unstable plasmid in Lactobacillus hilgardii 0006. Appl. Environ. Microbiol. 71, 1417-1424.
93. Maijala, R.L., 1993. Formation of histamine and tyramine by some lactic acid bacteria in MRS-broth and modified decarboxylation agar. Lett. Appl. Microbiol. 17, 40-43.
94. Mangani, S., Geurrini, S., Granchi, L. & Vincenzini, M., 2005. Putrescine accumulation in wine: role of Oenococcus oeni. Curr. Microbiol. 51, 6-10.
95. Marcobal, Á., De Las Rivas, B., Moreno-Arribas, M.V. & Muñoz, R., 2004. Identification of the ornithine decarboxylase gene in the putrescine-producer Oenococcus oeni BIFI-83. FEMS Microbiol. Lett. 239, 213-220.
96. Marcobal, Á., De Las Rivas, B., Moreno-Arribas, M.V. & Muñoz, R., 2005a. Multiplex PCR method for the simultaneous detection of histamine-, tyramine-, and putrescine producing lactic acid bacteria in foods. J. Food Protect. 68, 874-878.
97. Marcobal, Á., Martin-Álvarez, P.J., Moreno-Arribas, M.V. & Muñoz, R., 2006a. A multifactorial design for studying factors influencing growth and tyramine production of the lactic acid bacteria Lactobacillus brevis CECT4669 and Enterococcus faecium BIFI-58. Res. Microbiol. 157, 417-424.
98. Marcobal, Á., Martín-Álvarez, P.J., Polo, C., Muñoz, R. & Moreno-Arribas, M.V., 2006b. Formation of biogenic amines throughout the industrial manufacture of red wine. J. Food Protect. 69, 397-404.
99. Marcobal, Á., Polo, M.C., Martín-Álvarez, P.J. & Moreno-Arribas, M.V., 2005b. Biogenic amine content of red Spanish wines: comparison of a direct ELISA and an HPLC method for the determination of histamine in wines. Food Res. Int. 38, 387-394.
100. Marques, A.P., Leitão, M.C. & San Romão, M.V., 2008. Biogenic amines in wines: influence of oenological factors. Food Chem. 107, 853-860.
101. Martín-Álvarez, P.J., Marcobal, Á., Polo, C. & Moreno-Arribas, M.V., 2006. Influence of technological practices on biogenic amine contents in red wines. Eur. Food Res. Technol. 222, 420-424.
102. Medina, M.A., Quesada, A.R., de Castro, I.N. & Sánchez-Jiménez, F., 1999. Histamine, polyamines, and cancer. Biochem. Pharmacol. 57, 1341-1344.
103. Millán, S., Sampedro, M.C., Unceta, N., Goicolea, M.A. & Barrio, R.J., 2007. Simple and rapid determination of biogenic amines in wine by liquid chromatography-electronspray ionization ion trap mass spectrometry. Anal. Chim. Acta. 584, 145-152.
104. mo Dugo, G., Vilasi, F., La Torre, G.L. & Pellicanò, T.M., 2006. Reverse phase HPLC/DAD determination of biogenic amines as dansyl derivatives in experimental red wines. Food Chem. 95, 672-676.
105. Molenaar, D., Bosscher, J.S., ten Brink, B., Driessen, A.J.M. & Konings, W.N., 1993. Generation of a proton motive force by histidine decarboxylation and electrogenic histidine/histamine antiport in Lactobacillus buchneri. J. Bacteriol. 175, 2864-2870.
106. Moreno, N.J. & Azpilicueta, C.A., 2004. Influence of wine turbidity on the accumulation of biogenic amines during ageing. J. Sci. Food Agr. 84, 1571-1576.
107. Moreno-Arribas, M.V. & Polo, M.C., 2008. Occurrence of lactic acid bacteria and biogenic amines in biologically aged wines. Food Microbiol. doi:10.1016/j. fm.2008.05.004.
108. Moreno-Arribas, V., Polo, M.C., Jorganes, F. & Muñoz, R., 2003. Screening of biogenic amine production by lactic acid bacteria isolated from grape must and wine. Int. J. Food Microbiol. 84, 117-123.
109. Moreno-Arribas, V. & Lonvaud-Funel, A., 1999. Tyrosine decarboxylase activity of Lactobacillus brevis IOEB 9809 isolated from wine and L. brevis ATCC 367. FEMS Microbiol. Lett. 180, 55-60.
110. Moreno-Arribas, V., Torlois, S., Joyex, A., Bertrand, A. & Lonvaud-Funel, A., 2000. Isolation, properties and behaviour of tyramine-producing lactic acid bacteria from wine. J. Appl. Microbiol. 88, 584-593.
111. Nouadje, G., Siméon, N., Dedieu, F., Nertz, M., Puig, Ph. & Couderc, F., 1997. Determination of twenty eight biogenic amines and amino acids during wine aging by micellar electrokinetic chromatography and laser-induced fluorescence detection. J. Chromatogr. A. 765, 337-343.
112. Ohtsu, H. & Watanabe, T., 2003. New functions of histamine found in histidine decarboxylase gene knockout mice. Biochem. Biophys. Res. Commun. 305, 443-447.
113. Önal, A., 2007. A review: Current analytical methods for the determination of biogenic amines in foods. Food Chem. 103, 1475-1486.
114. Ouch, C.S., Daudt, C.E. & Crowell, E.A., 1981. Identification of new volatile amines in grapes and wines. J. Agric. Food Chem. 29, 938-941.
115. Ough, C.S., 1971. Measurement of histamine in California wines. J. Agric. Food Chem. 19, 241-244.
116. Pérez-Serradilla, J.A. & Luque de Castro, M.D., 2008. Role of lees in wine production: A Review. Food Chem. 111, 447-456.
117. Pogorzelski, E., 1992. Studies on the formation of histamine in must and wines from elderberry fruit. J. Sci. Food Agr. 60, 239-244.
118. Prozorouski, V. & Jörnvall, H., 1975. Structural studies of histidine decarboxylase from Micrococcus sp. n. Eur. J. Biochem. 53, 169-174.
119. Recsei, P.A., Moore, W.M. & Snell, E.E., 1983. Pyruvoyl-dependent histidine decarboxylases from Clostridium perfringens and Lactobacillus buchneri. J. Biol. Chem. 258, 439-444.
120. nd edition). The microbiology of wine and vinifications. In: Ribéreau-Gayon P (ed.) Handbook of Enology, vol 1. Wiley, Chichester, England.
121. Rius, F. X. & Massart, D. L., 1991. Multivariate data analysis, pattern recognition and expert systems applied to the typification of wines. Cerevisia Biotechnol. 1, 43-49.
122. Rohn, L., Page, L., Borch, H., Horr, B. & Diel, F., 2005. Can histamine be tasted in wine? Inflamm. Res. 54, S66-S67.
123. Rojo-Bezares, B., Sáenz, Y., Zarazaga, M., Torres, C. & Ruiz-Larrea, F., 2007. Antimicrobial activity of nisin against Oenococcus oeni and other wine bacteria. Int. J. Food Microbiol. 116, 32-36.
124. Rollan, G.C., Coton, E. & Lonvaud-Funel, A., 1995. Histidine decarboxylase activity of Leuconostoc oenos 9204. Food Microbiol. 12, 455-461.
125. Rupasinghe, H.P.V. & Clegg, S., 2007. Total antioxidant capacity, total phenolic content, mineral elements and histamine concentrations in wines of different fruit sources. J. Food Compos. Anal. 20, 133-137.
126. Santos, B., Simonet, B.M., Rios, A. & Valcarcel., M., 2004. Direct automatic determination of biogenic amines in wine by flow injection-capillary electrophoresis-mass spectometry. Electrophoresis 25, 3427-3433.
127. Sass-Kiss, A., Szerdahelyi, E. & Hajós, G., 2000. Study of biologically active amines in grapes and wines by HPLC. Chromatographia 52, S316-S320.
128. Shalaby, A.R., 1996. Significance of biogenic amines to food safety and human health. Food Res. Int. 29, 675-690.
129. Silla Santos., M.H., 1996. Biogeic amines: their importance in foods. Int. J. Food Microbiol. 29, 213-231.
130. Simó, C., Moreno-Arribas, M.V. & Cifuentes, A., 2008. Ion-trap versus time-offlight mass spectrometry coupled to capillary electrophoresis to analyze biogenic amines in wine. J. Chromatogr. A. 1195, 150-156.
131. Smith, T.A., 1980. Amines in food. Food Chem. 6, 169-200.
132. Soleas, G.J., Carey, M. & Goldberg, D.M., 1999. Method development and cultivar-related differences of nine biogenic amines in Ontario wines. Food Chem. 64, 49-58.
133. Soufleros, E., Barrios, M. & Bertrand, A., 1998. Correlation between the content of biogenic amines and other wine compounds. Am. J. Enol. Vitic. 49, 266-278.
134. Soufleros, E.H., Bouloumpasi, E., Zotou, A. & Loukou, Z., 2007. Determination of biogenic amines in Greek wines by HPLC and ultraviolet detection after dansylation and examination of factors affecting their presence and concentration. Food Chem. 101, 704-716.
135. Spayd, S.E., Wample, E.L., Evans, R.G., Seymor, B.J. & Nage., C.W., 1994. Nitrogen fertilization of white Rielsing grapes in Washington must and wine composition. Am. J. Enol. Vitic. 45, 34-42.
136. Straub, B.W., Kicherer, M., Schilcher, S.M. & Hammes, W.P., 1995. The formation of biogenic amines by fermentation organisms. Z. Lebensm. Unters. For. 201, 79-82.
137. Taylor, S.L., 1986. Histamine food poisoning, toxicology and clinical aspects. Crit. Rev. Toxicol. 17, 91-128.
138. Ten Brink., B., Damink, C., Joosten, H.M.L.J. & Huis in 't Veld, J.H.J., 1990. Occurrence and formation of biologically active amines in foods. Int. J. Food Microbiol. 11, 73-84.
139. Tkachenko, A.G., 2004. Mechanisms of protective functions of Escherichia coli polyamines agains toxic effect of paraquat, which causes superoxide stress. Biochemistry-Moscow 69, 188-194.
140. Torrea, D. & Ancín, C., 2002. Content of biogenic amines in a Chardonnay wine obtained through spontaneous and inoculated fermentation. J. Agric. Food Chem. 50, 4895-4899.
141. Tyagi, A.K., White Tabor, C. & Tabor, H., 1981. Ornithine decarboxylase from Saccharomyces cerevisiae. J. Biol. Chem. 256, 12156-12163.
142. Van der Merwe, H., 2007. The evaluation of malolactic fermentation starter cultures under South African winemaking conditions. MSc Thesis, Stellenbosch University, Private Bag X1, 7602 Matieland (Stellenbosch), South Africa.
143. Vazquez-Lasa, M.B., Iñiguez-Crespo, M., González-Larraina, M. & González-Guerrero, A., 1998. Biogenic amines in Rioja wines. Am. J. Enol. Vitic. 49, 229.
144. Vidal-Carou, M.C., Codony-Salcedo, R. & Mariné-Font, A., 1991. Changes in the concentration of histamine and tyramine during wine spoilage at various temperatures. Am. J. Enol. Vitic. 42, 145-149.
145. Vidal-Carou, M.C., Codony-Salcedo, R. & Mariné-Font, A., 1990. Histamine and tyramine in Spanish wines: relationships with total sulfur dioxide level, volatile acidity and malo-lactic fermentation intensity. Food Chem. 35, 217-227.
146. Vidal-Carou, M.C., Lahoz-Portolés, F., Bover-Cid, S. & Mariné-Font, A., 2003. Ion-pair high-performance liquid chromatographic determination of biogenic amines and polyamines in wine and other alcoholic beverages. J. Chromatogr. A. 998, 235-241.
147. Vivas, N., Lonvaud-Funel, A. & Glories, Y., 1997. Effect of phenolic acids and anthocyanins on growth, viability and malolactic activity of a lactic acid bacterium. Food Microbiol. 14, 291-300.
148. Wantke, F., Moritz, K., Sesztak-Greinecker, G., Götz, M., Hemmer, W., Moser, P. & Jarisch, R., 2008. Histamine content in red and sparkling wine and relationship with wine quality. J. Allergy Clin. Immunol. 121, S194.
149. Wibowo, D., Eschenbruch, R., Davis, C.R., Fleet, G.H. & Lee, T.H., 1985. Occurrence and growth of lactic acid bacteria in wine: A review. Am. J. Enol. Vitic. 36, 302-313.
150. Yongmei, L., Xin, L., Xiaohong, C., Mei, J., Chao, L. & Mingsheng, D., 2007. A survey of biogenic amines in Chinese rice wines. Food Chem. 100, 1424-1428.
151. Zee, J.A., Simard, R.E., Heureux, L.L. & Tremblay, J., 1983. Biogenic amines in wines. Am. J. Enol. Vitic. 34, 6-9.