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Phospholipid oxidation, non-enzymatic browning development and volatile compounds generation in model systems containing liposomes from porcine Longissimus dorsi and selected amino acids

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Abstract

Lipid oxidation, non-enzymatic browning development and volatile compounds generation were studied in sterile meat-model systems containing selected amino acids and/or liposomes during 35 days at 25 °C under pro-oxidative conditions, in order to simulate the ripening conditions of dry-cured meat products. Liposomes were prepared with polar lipids (PL) from Longissimus dorsi muscle of outdoors pigs fed on grass and acorns (M) or indoors ones fed on concentrates (C). Thiobarbituric acid reactive substances (TBA-RS) in systems containing both amino acids and liposomes were higher than in those containing only liposomes. The higher susceptibility to lipid oxidation of liposomes from C animal was reflected in higher TBA-RS throughout the experiment. All model systems containing liposomes and/or amino acids showed non-enzymatic browning development, as measured by the yellowness index. Major volatile compounds were fatty acid oxidation products. Strecker-derived volatile compounds were predominantly detected in model systems containing both amino acids and liposomes. The chromatographic areas of Strecker-derived volatiles increased over time whereas those of lipid-derived volatiles decreased. The occurrence of lipid oxidation, non-enzymatic browning and Strecker-type degradation of amino acids were shown in sterile meat-model systems at low temperatures.

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References

  1. Ruiz J, Muriel E, Ventanas J (2002) The flavour of Iberian ham. In: Toldrá F (ed) Research advances in the quality of meat and meat products. Research Singpost, Trivandrum, Kerala, India, pp 290–309

    Google Scholar 

  2. Andrés AI, Cava R, Ventanas J, Ruiz J (2004) Lipid oxidative changes throughout the ripening of dry-cured Iberian hams with different salt contents and processing conditions. Food Chem 84:375–381

    Article  CAS  Google Scholar 

  3. Antequera T, López-Bote C, Córdoba JJ, García C, Asensio MA, Ventanas J (1994) Lipid oxidative changes in the processing of Iberian pig hams. Food Chem 45:105–110

    Article  Google Scholar 

  4. Ventanas J, Córdoba JJ, Antequera T, García C, López-Bote C, Asensio MA (1992) Hydrolysis and maillard reactions during ripening of Iberian ham. J Food Sci 57:803–815

    Article  Google Scholar 

  5. Córdoba JJ, Antequera T, García C, Ventanas J, López-Bote C, Asensio MA (1994) Evolution of free amino acids and amines during ripening of Iberian cured ham. J Agric Food Chem 42:2296–2301

    Article  Google Scholar 

  6. Ruiz J, Ventanas J, Cava R, Andrés AI, García C (1999) Iberian ham as affected by the length of the curing process. Meat Sci 52:19–27

    Article  CAS  Google Scholar 

  7. Hinrichsen LL, Andersen HJ (1994) Volatile compounds and chemical changes in cured pork: role of three halotolerant bacteria. J Agric Food Chem 42:1537–1542

    Article  CAS  Google Scholar 

  8. Hinrichsen LL, Pedersen SB (1995) Relationship among flavour, volatile compounds, chemical changes and microflora in Italian-type dry-cured hams during processing. J Agric Food Chem 43:2932–2940

    Article  CAS  Google Scholar 

  9. Mottram DS (1998) Flavour formation in meat and meat products: a review. Food Chem 62:415–424

    Article  CAS  Google Scholar 

  10. Pikul J, Leszczynski DE, Kummerow FA (1984) Relative role of phospholipids, triacylglycerols and cholesterol esters on malonaldehyde formation in fat extracted from chicken meat. J Food Sci 49:704–708

    Article  CAS  Google Scholar 

  11. Boylston TD, Morgan SA, Johnson KA, Wright RW, Busboom JR, Reeves JJ (1996) Volatile lipid oxidation products of Wagyu and domestic breeds of beef. J Agric Food Chem 44:1091–1095

    Article  CAS  Google Scholar 

  12. Carrapiso AI, Ventanas J, García C (2002) Characterization of the most odor-active compounds of Iberian ham headspace. J Agric Food Chem 50:1996–2000

    Article  CAS  Google Scholar 

  13. Carrapiso AI, Jurado A, Timón ML, García C (2002) Odor-active compounds of Iberian hams with different aroma characteristics. J Agric Food Chem 50:6453–6458

    Article  CAS  Google Scholar 

  14. Cava R, Ruiz J, López-Bote C, Martín L, García C, Ventanas J, Antequera T (1997) Influence of finishing diet on fatty acid profiles of intramuscular lipids, triglycerides and phospholipids in muscles of the Iberian pig. Meat Sci 2:263–270

    Article  Google Scholar 

  15. Cava R, Ruiz J, Ventanas J, Antequera T (1999) Oxidative and lipolityc changes during ripening of Iberian hams as affected by feeding regime: extensive feeding and alpha-tocopheryl acetate supplementation. Meat Sci 52:165–172

    Article  CAS  Google Scholar 

  16. Meynier A, Genot C, Gandemer G (1999) Oxidation of muscle phospholipids in relation to their fatty acid composition with emphasis on volatile compounds. J Sci Food Agric 79:797–804

    Article  CAS  Google Scholar 

  17. Elmore JS, Mottram DS, Enser M, Wood JD (1999) Effect of polyunsaturated fatty acid composition of beef muscle on the profile of aroma volatiles. J Agric Food Chem 47:1619–1625

    Article  CAS  Google Scholar 

  18. Meynier A, Mottram SD (1995) The effect of pH on the formation of volatile compounds in meat-related model systems. Food Chem 52:361–366

    Article  CAS  Google Scholar 

  19. Cerny C, Davidek T (2003) Formation of aroma compounds from ribose and cysteine during the maillard reaction. J Agric Food Chem 51:2714–2721

    Article  CAS  Google Scholar 

  20. Elmore JS, Campo MM, Enser M, Mottram DS (2002) Effect of lipid composition on meat-like model systems containing cysteine, ribose and polyunsaturated fatty acids. J Agric Food Chem 50:1126–1132

    Article  CAS  Google Scholar 

  21. Mottram DS, Whitfield FB (1995) Volatile compounds from the reaction of cysteine, ribose, and phospholipids in low-moisture systems. J Agric Food Chem 43:984–988

    Article  CAS  Google Scholar 

  22. Bligh EG, Dyer WJ (1959) A rapid method of total lipid extraction and purification. Can J Biochem Phys 37:911–917

    CAS  Google Scholar 

  23. Muriel E, Ruiz J, Ventanas J, Petrón MJ, Antequera T (2004) Meat quality characteristics in different lines of Iberian pigs. Meat Sci 67:299–307

    Article  Google Scholar 

  24. Barlett GR (1959) Phosphorus assay in column chromatography. J Biol Chem 234:466–468

    Google Scholar 

  25. Wangen RM, Marion WW, Hotchkiss DK (1971) Influence of age on total lipids and phospholipids of turkey muscle. J Food Sci 36:560–562

    Article  CAS  Google Scholar 

  26. Sandler SR, Karo W (1992) Source book of advances organic laboratory preparations. Academic Press, San Diego

    Google Scholar 

  27. Buege JA, Aust SD (1978) Microsomal lipid peroxidation. In: Parker L, Fleischer S (eds) Methods in enzymology. Academy Press, New York, pp 302–312

    Google Scholar 

  28. Hunter RS (1973) The measurement of appearance. Hunter Associates Laboratory, Fairfax, VA

    Google Scholar 

  29. CIE (Commission International de l’Eclariage) (1978) Recommendations on Uniform Color Spaces, Color-Differences Equations, Psychometric Color Terms; CIE Publications 15 (Supplement 2); Bureau Central de la Commission Interantionale de l’Eclariage, Paris

  30. Francis FJ, Clydeslade FH (1975) Food colorimetry: theory and applications. AVI Publishing, Westport, CT

    Google Scholar 

  31. Kondjoyan N, Berdagué JL (1996). In Compilation of Relative Retention Indices of the Analysis of Aromatic Compounds. Laboratoire Flaveur, station de rescherches sur la viande, INRA, Theix, France

  32. NIST (National Institute of Standards and Technology) database. http://webbook.nist.gov

  33. Kansci G, Genot C, Meynier A, Gandemer G (1997) The antioxidant activity of carnosine and its consequences on the volatile profile of liposomes during iron/ascorbate induced phospholipids oxidation. Food Chem 60:165–175

    Article  CAS  Google Scholar 

  34. Schaich KM (1980) Free radical initiation in proteins and amino acids by ionizing and ultraviolet radiations and lipid oxidation. III: Free radical transfer from oxidizing lipids. CRC Crit Rev Food Sci Nutr 13:189–244

    Article  CAS  Google Scholar 

  35. Stadman ER, Berlett BS (1997) Reactive oxygen-mediated protein oxidation in aging and disease. Chem Res Toxicol 10:484–494

    Google Scholar 

  36. Hidalgo FJ, Nogales F, Zamora R (2005) Changes produced in the antioxidative activity of phospholipids as a consequence of their oxidation. J Agric Food Chem 53:659–662

    Article  CAS  Google Scholar 

  37. Mastrocola D, Munari M, Cioroi M, Lerici CR (2000) Interaction between Maillard reaction products and lipid oxidation in starch-based model systems. J Sci Food Agric 80:684–690

    Article  CAS  Google Scholar 

  38. Zamora R, Nogales F, Hidalgo FJ (2005) Phospholipid oxidation and nonenzymatic browning development in phosphatidylethanolamine/ribose/lysine model systems. Eur Food Res Technol 220:459–465

    Article  CAS  Google Scholar 

  39. Tejeda JL (1999) Influence of breed and diet on the intramuscular lipid fraction in Iberian pigs (Estudio de la influencia de la raza y de la alimentación sobre la fracción lipídica intramuscular del cerdo ibérico). Doctoral Thesis, Universidad de Extremadura

  40. Arnoldi A, Arnoldi C, Baldi O, Griffini A (1987) Strecker degradation of leucine and valine in a lipidic model system. J Agric Food Chem 35:1035–1038

    Article  CAS  Google Scholar 

  41. Pripis-Nicolau L, de Revel G, Bertrand A, Maujean A (2000) Formation of flavour components by the reaction of amino acid and carbonyl compounds in mild conditions. J Agric Food Chem 48:3761–3766

    Article  CAS  Google Scholar 

  42. Hidalgo FJ, Zamora R (2004) Strecker-type degradation by the lipid oxidation products 4,5-epoxy-2-alkenals. J Agric Food Chem 52:7126–7131

    Article  CAS  Google Scholar 

  43. Flores M, Spanier AM, Toldrá F (1998) Flavour analysis of dry-cured ham. In: Shahidi F (ed) Flavour of meat and meat products and seafoods, 2nd edn. Blackie Academic and Professional, London, UK, pp 320–341

    Google Scholar 

  44. Cremer DR, Eichner K (2000) The reaction kinetics for the formation of Strecker aldehydes in low moisture model systems and in plant powders. Food Chem 71:37–43

    Article  CAS  Google Scholar 

  45. Itakura K, Uchida K, Osawa T (1996) A novel fluorescent malondialdehyde-lysine adduct. Chem Phys Lipids 84:75–79

    Article  CAS  Google Scholar 

  46. Leake L, Karel M (1985) Nature of fluorescent compounds generated by exposure of protein to oxidizing lipids. J Food Biochem 9:117–136

    Article  CAS  Google Scholar 

  47. Kaneko S, Okitani A, Hayase F, Kato H (1991) Identification of an intermediate product and formation mechanisms of cross-linking compounds from N α-acetyltryptophan and hexanal. Agric Biol Chem 55:723–730

    Google Scholar 

  48. Molina I, Toldrá F (1992) Detection of proteolityc activity in microorganism isolated from dry-cured ham. J Food Sci 57:1308–1310

    Article  CAS  Google Scholar 

  49. Jurado A (2005) Evolution of taste and aroma compounds during the ripening of Iberian dry cured hams of different qualities (Evolución de compuestos relacionados con el sabor y el aroma del jamón ibérico de distintas calidades durante su procesado). Doctoral Thesis, Universidad de Extremadura, Spain

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Acknowledgements

Sonia Ventanas would like to thank the ‘Ministerio de Educación’ for the ‘FPU’ grant support. This study was supported by the “Ministerio de Ciencia y Tecnología” project entitled: “Hacia el establecimiento de predictores de calidad en la materia prima y en productos del cerdo ibérico mediante parámetros fisico-químicos (ULTRAFAT)” (Project AGL 2001-6932-01). Authors are grateful to Dr. Francisco J. Hidalgo (Instituto de la Grasa, Sevilla, SPAIN) for his scientific advices during the development of this study

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  1. Food Science, School of Veterinary Sciences, University of Extremadura, Cáceres, Spain

    Sonia Ventanas, Mario Estévez, Carmen L. Delgado & Jorge Ruiz

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  1. Sonia Ventanas
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  2. Mario Estévez
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  3. Carmen L. Delgado
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  4. Jorge Ruiz
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Correspondence to Jorge Ruiz.

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Ventanas, S., Estévez, M., Delgado, C.L. et al. Phospholipid oxidation, non-enzymatic browning development and volatile compounds generation in model systems containing liposomes from porcine Longissimus dorsi and selected amino acids. Eur Food Res Technol 225, 665–675 (2007). https://doi.org/10.1007/s00217-006-0462-2

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  • DOI: https://doi.org/10.1007/s00217-006-0462-2

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