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Insight into β-Carotene Thermal Degradation in Oils with Multiresponse Modeling

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Journal of the American Oil Chemists' Society

Abstract

The aim of this study was to gain further insight into β-carotene thermal degradation in oils. Multiresponse modeling was applied to experimental high-performance liquid chromatography–diode array detection (HPLC–DAD) data (trans-, 13-cis-, and 9-cis-β-carotene concentrations) during the heat treatments (120–180 °C) of two β-carotene-enriched oils, i.e., palm olein and copra. The test of different reaction schemes showed that β-carotene isomerization reactions were dominant and reversible. The resulting cis isomers and trans-β-carotene simultaneously underwent oxidation and cleavage reactions at the same rate constant. From the kinetic analysis, it appeared that—contrary to oxidation and cleavage reactions—isomerization rate constants did not follow the Arrhenius law. However, the isomerization equilibrium constant increased with temperature, favoring isomer production, particularly 9-cis-β-carotene. Its production was shown to be concomitant with oxidation and cleavage reactions, indicating that 9-cis-β-carotene could be a good degradation indicator during oil storage or processing.

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References

  1. Bhaskarachary K, Sankar Rao DS, Deosthale YG, Reddy V (1995) Carotene content of some common and less familiar foods of plant origin. Food Chem 54:189–193

    Article  CAS  Google Scholar 

  2. Kim Y-N, Giraud DW, Driskell JA (2007) Tocopherol and carotenoid contents of selected Korean fruits and vegetables. J Food Compos Anal 20:458–465

    Article  CAS  Google Scholar 

  3. Laguerre M, Lecomte J, Villeneuve P (2007) Evaluation of the ability of antioxidants to counteract lipid oxidation: existing methods, new trends and challenges. Prog Lipid Res 46:244–282

    Article  CAS  Google Scholar 

  4. Rodríguez-Amaya DB (2001) A guide to carotenoid analysis in foods. OMNI Research, Washington, DC

    Google Scholar 

  5. Dugave C, Demange L (2003) cis-trans isomerization of organic molecules and biomolecules: implications and applications. Chem Rev 103:2475–2532

    Article  CAS  Google Scholar 

  6. Chen BH, Huang JH (1998) Degradation and isomerization of chlorophyll a and [beta]-carotene as affected by various heating and illumination treatments. Food Chem 62:299–307

    Article  CAS  Google Scholar 

  7. Thurnham DI (2007) Bioequivalence of β-carotene and retinol. J Sci Food Agr 87:13–39

    Google Scholar 

  8. Gurr MI, Harwood JL, Frayn KN (2002) Lipid biochemistry: an introduction. Blackwell, Oxford

    Book  Google Scholar 

  9. Caris-Veyrat C, Amiot M-J, Ramasseul R, Marchon J-C (2001) Mild oxidative cleavage of beta,beta-carotene by dioxygen induced by a ruthenium porphyrin catalyst: characterization of products and of some possible intermediates. New J Chem 25:203–206

    Article  CAS  Google Scholar 

  10. Subagio A, Morita N (2001) Instability of carotenoids is a reason for their promotion on lipid oxidation. Food Res Int 34:183–188

    Article  CAS  Google Scholar 

  11. Pénicaud C, Achir N, Dhuique-Mayer C, Dornier M, Bohuon P (2011) Degradation of β-carotene during fruits and vegetables processing or storage: reaction mechanisms and kinetics aspects. Fruits (in press)

  12. Koca N, Burdurlu HS, Karadeniz F (2007) Kinetics of colour changes in dehydrated carrots. J Food Eng 78:449–455

    Article  CAS  Google Scholar 

  13. Ahmed J, Shivhare US, Sandhu KS (2002) Thermal degradation kinetics of carotenoids and visual color of papaya puree. J Food Sci 67:2692–2695

    Article  CAS  Google Scholar 

  14. Hiranvarachat B, Suvarnakuta P, Devahastin S (2008) Isomerisation kinetics and antioxidant activities of [beta]-carotene in carrots undergoing different drying techniques and conditions. Food Chem 107:1538–1546

    Article  CAS  Google Scholar 

  15. Bechoff A, Dhuique-Mayer C, Dornier M, Tomlins KI, Boulanger R, Dufour D, Westby A (2010) Relationship between the kinetics of [beta]-carotene degradation and formation of norisoprenoids in the storage of dried sweet potato chips. Food Chem 121:348–357

    Article  CAS  Google Scholar 

  16. van Boekel MAJS (2008) Kinetic modeling of reactions in foods. CRC Press, Boca Raton, FL

    Book  Google Scholar 

  17. Zepka LQ, Borsarelli CD, Pereira da Silva MAA, Mercadante AZ (2009) Thermal degradation kinetics of carotenoids in a cashew apple juice model and its impact on the system color. J Agric Food Chem 57:7841–7845

    Article  Google Scholar 

  18. Mordi RC (1993) Mechanism of beta-carotene degradation. Biochem J 292:310–312

    CAS  Google Scholar 

  19. Mohamed N, Hashim R, Rahman NA, Zain SM (2001) An insight to the cleavage of [beta]-carotene to vitamin A: a molecular mechanics study. J Mol Struct Theochem 538:245–252

    Article  CAS  Google Scholar 

  20. Molnár P (2009) Research of the (E/Z)-isomerization of carotenoids in Pécs since the 1970s. Arch Biochem Biophys 483:156–164

    Article  Google Scholar 

  21. Sander LC, Sharpless KE, Craft NE, Wise SA (1995) Development of engineered stationary phases for the separation of carotenoid isomers. National Institute of Standards and Technology, Gaithersburg, MD

    Google Scholar 

  22. Achir N, Randrianatoandro VA, Bohuon P, Laffargue A, Avallone S (2010) Kinetic study of beta-carotene and lutein degradation in oils during heat treatment. Eur J Lipid Sci Technol 112:349–361

    CAS  Google Scholar 

  23. Sambanthamurthi R, Sundram K, Tan Y-A (2000) Chemistry and biochemistry of palm oil. Prog Lipid Res 39:507–558

    Article  CAS  Google Scholar 

  24. Kimura M, Rodriguez-Amaya DB (2002) A scheme for obtaining standards and HPLC quantification of leafy vegetable carotenoids. Food Chem 78:389–398

    Article  CAS  Google Scholar 

  25. de Sá MC, Rodriguez-Amaya DB (2003) Carotenoid composition of cooked green vegetables from restaurants. Food Chem 83:595–600

    Article  Google Scholar 

  26. Qiu D, Chen Z-R, Li H-R (2009) Effect of heating on solid beta-carotene. Food Chem 112:344–349

    Article  CAS  Google Scholar 

  27. Gill EP, Murray W, Wright MH (1981) Practical optimisation. Academic Press, New York

    Google Scholar 

  28. Hessler JP (1997) The use of Monte Carlo simulations to evaluate kinetic data and analytic approximations. Int J Chem Kinet 29:803–817

    Article  CAS  Google Scholar 

  29. Chen JP, Tai CY, Chen BH (2007) Effects of different drying treatments on the stability of carotenoids in Taiwanese mango (Mangifera indica L.). Food Chem 100:1005–1010

    Article  CAS  Google Scholar 

  30. Marx M, Stuparic M, Schieber A, Carle R (2003) Effects of thermal processing on trans-cis-isomerization of β-carotene in carrot juices and carotene-containing preparations. Food Chem 83:609–617

    Article  CAS  Google Scholar 

  31. Dhuique-Mayer C, Tbatou M, Carail M, Caris-Veyrat C, Dornier M, Amiot MJ (2007) Thermal degradation of antioxidant micronutrients in citrus juice: kinetics and newly formed compounds. J Agric Food Chem 55:4209–4216

    Article  CAS  Google Scholar 

  32. Pesek CA, Warthesen JJ (1990) Kinetic model for photoisomerization and concomitant photodegradation of beta-carotenes. J Agric Food Chem 38:1313–1315

    Article  CAS  Google Scholar 

  33. Rossi M, Alamprese C, Ratti S (2007) Tocopherols and tocotrienols as free radical-scavengers in refined vegetable oils and their stability during deep-fat frying. Food Chem 102:812–817

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. UMR 95 QualiSud, TA B-95/16, 73 Av. J.F. Breton, 34398, Montpellier Cedex 5, France

    Nawel Achir, Caroline Pénicaud & Philippe Bohuon

  2. UMR 204 NutriPass, 911 Avenue Agropolis, 34394, Montpellier Cedex 5, France

    Sylvie Avallone

Authors
  1. Nawel Achir
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  2. Caroline Pénicaud
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  3. Sylvie Avallone
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  4. Philippe Bohuon
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Correspondence to Nawel Achir.

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Achir, N., Pénicaud, C., Avallone, S. et al. Insight into β-Carotene Thermal Degradation in Oils with Multiresponse Modeling. J Am Oil Chem Soc 88, 2035–2045 (2011). https://doi.org/10.1007/s11746-011-1864-2

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  • DOI: https://doi.org/10.1007/s11746-011-1864-2

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