Mechanism and related kinetics of 5-wlethyltetrahydrofolic acid degradation during combined high hydrostatic pressure-thermal treatments

Journal of Agricultural and Food Chemistry

Volumn 57, Issue 15, 2009, Pages 6803-6814

  Verlinde, Philippe H C J ^a   Oey, Indrawati ^a   Deborggraeve, Wim M ^b   Hendrickx, Marc E ^a   Van Loey, Ann M ^a  

^a LEUVEN FOOD SCIENCE AND NUTRITION RESEARCH CENTRE LFORCE   (Belgium)

^b UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

Folate; High pressure; Kinetics; Multiresponse modeling; Nutrient degradation; Temperature

Indexed keywords

5 METHYLTETRAHYDROFOLIC ACID; 5-METHYLTETRAHYDROFOLATE; TETRAHYDROFOLIC ACID DERIVATIVE;

ARTICLE; CHEMISTRY; HEAT; HYDROSTATIC PRESSURE; KINETICS;

HOT TEMPERATURE; HYDROSTATIC PRESSURE; KINETICS; TETRAHYDROFOLATES;

EID: 68249103363     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf900832g     Document Type: Article

References (39)

1. Cheftel, C. Review: High pressure, microbial inactivation and food preservation, Food Sci. Technol. Int. 1995, 1, 75-90.
2. Hayashi, R. Applications of high pressure to food processing and preservation. In Engineering and Food; Spiess, W., Schubert, H., Eds.; Elsevier Applied Science: London, U.K., 1989; pp 815-826.
3. Balny, C.; Mozhaev, V.; Lange, R. Hydrostatic pressure and proteins: Basic concepts and new data. Comp. Biochem. Physiol. 1997, 116A, 299-304.
4. Tauscher, B. Pasteurization of food by hydrostatic high-pressure-chemical aspects. Eur. Pood Res. Technol. 1995, 200, 3-13.
5. Donsi, G.; Ferrari, C.; di Matteo, M. High pressure stabilization of orange juice: evaluation of the effects of process conditions. Ital. J. Food Sci. 1996, 2, 99-106.
6. Sancho, F.; Lambert, Y.; Demazeau, G.; Largeteau, A.; Bouvier, J.; Narbonne, J. Effect of ultra-high hydrostatic pressure on hydrosoluble vitamins. J. Food Eng. 1999, 39, 247-253.
7. Fernandez Garcia, A.; Butz, P.; Bognar. A.; Tauscher, B. Antioxidative capacity, nutrient content and sensory quality of orange juice and an orange-lemon-carrot juice product after high pressure treatment and storage in different packaging. Eur. Food Res. Technol. 2001, 213, 290-296.
8. Butz, P.; Serfert, Y.; Fernandez, G.; Dieterich, S.; Lindauer, R.; Bognar, A.; Tauscher, B. Influence of high-pressure yreatment at 25 and 80°C on folates in orange juice and model media. J. Food Sci. 2004, 69, S117-S121.
9. Nguyen, M. T.; Indrawati; Hendrickx, M. Model studies on the stability of folic acid and 5-methyltetrahydrofolic acid degradation during thermal treatment in combination with high hydrostatic pressure. J. Agric. Food Chem. 2003, 51, 3352-3357.
10. Nguyen, M. T.; Oey, I.; Hendrickx, M.; Van Loey, A. Kinetics of (6R,S) 5-formyltetrahydrofolic acid: isobaric-isothermal degradation in a model system. Eur. Food Res. Technol. 2006, 223, 325-332.
11. Indrawati, I.; Arroqui, C.; Messagie, I.; Nguyen. M.; Van Loey, A.; Hendrickx, M. Comparative study on pressure and temperature stability of 5-methyltetrahydrofolic acid in model systems and in food products. J. Agric. Food Chem. 2004, 52, 485-492.
12. Indrawati; Van Loey. A.; Hendrickx. M. Pressure and temperature stability of 5-methvltetrahydrofolic acid: a kinetic study. J. Agric. Food Chem. 2005, 53, 3081-3087.
13. Verlinde, P.; Oey, I.; Hendrickx, M.; Van Loey, A. High-pressure treatments induce folate polyglutamate profile changes in intact broccoli (Brassica oleraceae L. cv. Italica) tissue. Food Chem. 2008, 111, 220-229.
14. Tamura, T.; Picciano, M. F. Folate and human reproduction. Am. J. Clin. Nutr. 2006, 83, 993-1016.
15. Moat, S.; Lang, D.; McDowell, I.; Clarke, Z.; Madhavan. A.; Lewis, M.; Goodfellow, J. Folate, homocysteine, endothelial function and cardiovascular disease. J. Nutr. Biochem. 2004, 15, 64-79.
16. Selhub, J.; Bagley, L.; Miller. J.; Rosenberg, I. B vitamins, homocysteine, and neurocognitive function in the elderly. Am. J. Clin. Nutr. 2000, 71, 614S-620S.
17. Kim, Y. I. Folate and colorectal cancer: an evidence-based critical review. Mol. Nutr. Food Res. 2007, 51, 267-292.
18. Murphy, M.; Keating. M.; Boyle. P.; Weir. D. G.; Scott. J. M. The elucidation of the mechanism of folate catabolism in the rat. Biochem. Biophys. Res. Commun. 1976, 71, 1017-1024.
19. McKillop, D.; Pentieva. K.; Daly, D.; McPartlin, J.; Hughes, J.; Strain. J.; Scott, J.; McNulty, H. The effect of different cooking methods on folate retention in various foods that are amongst the major contributors to folate intake in the UK diet. Br. J. Nutr. 2002, 88, 681-688.
20. Oey, I.; Verlinde. P.; Hendrickx, M.; Van Loey. A. Temperature and pressure stability of L-ascorbic acid and/or [6S] 5-methyltetrahydrofolic acid: a kinetic study. Eur. Food Res. Technol. 2006, 223, 71-77.
21. Le Noble, W. Kinetics of reactions in solutions under pressure. Prog. Phys. Org. Chem. 1967, 5, 207-329.
22. Konings, E. A validated liquid chromatographic method for determining folates in vegetables, milk powder, liver, and flour. J. AOAC Int. 1999, 82, 119-127.
23. Hawley, S. A. Reversible pressure-temperature denaturation of chymotrypsinogen. Biochemistry 1971, 10, 2436-2442.
24. van Boekel, M. A. J. S. Kinetic Modeling of Reactions in Foods; CRC Press Taylor & Francis Group: Boca Raton, FL, 2009.
25. Sengers. J.; Kamgar-Parsi, B. Representative equations for the viscosity of water substance. J. Phys. Chem. Ref. Data 1984, 13, 185-205.
26. Gapski, G.; Whiteley, J.; Huennekens, F. Hydroxylated derivatives of 5-methvl-5,6,7.8-tetrahvdrofolate. Biochemistry 1971, 10, 2930-2934.
27. Blair, J. A.; Pearson, A. J.; Robb, A. J. Autoxidation of 5-methyl-5,6,7,8-tetrahydrofolic acid. J. Chem. Soc. Perkin Trans. 2 1975, 1, 18-21
28. Stewart, W.; Shon, Y.; Box, G. Discrimination and goodness of fit of multiresponse mechanistic models. AlChE J. 1998, 44, 1404-1412.
29. Chen, T.; Cooper, R. Thermal destruction of folacin-effect of ascorbic-acid, oxygen and temperature. J. Food Sci. 1979, 44, 713-716.
30. Paine-Wilson, B.; Chen, T. Thermal destruction of folacin - Effect of pH and buffer ions. J. Food Sci. 1979, 44, 717-722.
31. Stokes, P.; Webb, K. Analysis of some folate monoglutamates by high-performance liquid chromatography-mass spectrometry. I. J. Chromatogr., A 1999, 864, 59-67.
32. Nelson, B.; Dalluge, J.; Margolis, S. Preliminary application of liquid chromatography-electrospray-ionization mass spectrometry to the detection of 5-methyltetrahydrofolic acid monoglutamate in human plasma. J. Chromatogr., 5 2001, 765, 141-150.
33. Pawlosky, R.; Flanagan, V.; Pfeiffer, C. Determination of 5-methyltetrahydrofolic acid in human serum by stable-isotope dilution high-performance liquid chromatography-mass spectrometry. Anal. Biochem. 2001, 298, 299-305.
34. Whiteley, J. M.; Russell, A. Structural reassignment of the peroxide oxidation product of 5-methyl-5,6,7,8-tetrahydrofolate. Biochem. Biophys. Res. Commun. 1981, 101, 1259-1265.
35. Poe, M.; Hensens, O. D.; Hoogsteen, K. 5-Methyl-5,6,7,8-tetrahydrofolic acid. Conformation of the tetrahydropyrazine ring. J. Boil. Chem. 1919, 254, 10881-10884.
36. Patro, B. S.; Adhikari, S.; Mukherjee, T.; Chattopadhyay, S. Possible role of hydroxyl radicals in the oxidative degradation of folic acid. Bioorg. Med. Chem. Lett. 2005, 15, 67-71.
37. Ehrenberg, A.; Hemmerich. P.; Muller, F.; Pfleiderer, W. Electron spin resonance of pteridine radicals and the structure of hydropteridines. Eur. J. Biochem. 1970, 16, 584-591.
38. Kirsch, M.; Korth, H.-G.; Stenert, V.; Sustmann, R.; de Groot, H. The autoxidation of tetrahydrobiopterin revisited. Proof of superoxide formation from reaction of tetrahydrobiopterin with molecular oxygen. J. Biol. Chem. 2003, 278, 24481-24490.
39. Marshall, W. L.; Franck, E. U. Ion product of water substance, 0-1000°C, 1-10000 bar. New international formulation and its background. J. Phys. Chem. Ref. Data 1981, 10, 295-304.