Skip to main content
Log in

A Kinetic Model Describing Antioxidation and Prooxidation of β-Carotene in the Presence of α-Tocopherol and Ascorbic Acid

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

β-Carotene oxidation in the presence of both lipophilic α-tocopherol and hydrophilic ascorbic acid was experimentally studied in a biphasic oil–water system. Ascorbic acid in the water phase had two opposite effects of promoting and suppressing α-tocopherol consumption in the oil phase and indirectly participated in the antioxidation and prooxidation of β-carotene in the oil phase. The drastic antioxidation of β-carotene by stopping the consumption of α-tocopherol was caused by the depletion of oxygen in the system due to the oxidation of ascorbic acid. A kinetic model was constructed by incorporating the oxidation of ascorbic acid itself in the water phase, the regeneration and consumption of α-tocopherol by ascorbic acid at the oil–water interface, and the oxygen mass transfer across the gas–oil interface and the oil–water interface. The model well described the antioxidation and prooxidation behavior of β-carotene in the presence of α-tocopherol and ascorbic acid and the oxygen concentration profiles in each phase. The model was able to effectively determine the appropriate amounts of lipophilic and hydrophilic antioxidants to prevent β-carotene oxidation under various conditions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9

Similar content being viewed by others

References

  1. Palozza P, Mouallla S, Krinsky NI (1992) Effects of β-carotene and α-tocopherol on radical-initiated peroxidation of microsomes. Free Rad Biol Med 13:127–736

    Article  CAS  Google Scholar 

  2. Halliwell B (1999) Vitamin C: poison, prophylactic or panacea? Tren Biochem Sci 24:255–259

    Article  CAS  Google Scholar 

  3. Culbertson SM, Vinqvist MR, Barclay RC, Porter NA (2001) Minimizing tocopherol-mediated radical phase transfer in low-density lipoprotein oxidation with an amphiphilic unsymmetrical azo initiator. J Am Chem Soc 123:8951–8960

    Article  CAS  Google Scholar 

  4. Rietjens IMCM, Boersma MG, de Haan L, Spenkelink B, Awad HM, Cnubben NHP, van Zanden JJ, van der Woude H, Alink GM, Koeman JH (2002) The prooxidant chemistry of the natural antioxidants vitamin C, vitamin E, carotenoids and flavonoids. Environ. Toxicol Phar 11:321–333

    Article  CAS  Google Scholar 

  5. Naumov VV, Vasil’ev RF (2003) Antioxidant and prooxidant effects of tocopherol. Kine Catal 44:101–105

    Article  CAS  Google Scholar 

  6. Niki E, Saito T, Kawakami A, Kamiya Y (1984) Inhibition of oxidation of methyl linoleate in solution by vitamin E and vitamin C. J Biol Chem 259:4177–4182

    CAS  Google Scholar 

  7. Barclay LRC, Locke SJ, Macneil JM (1985) Autoxidation in micelles. Synergism of vitamin C with lipid-soluble vitamin E and water-soluble Trolox. Can J Chem. 61:366–374

    Article  Google Scholar 

  8. Buettner GR (1993) The pecking order of free radicals and antioxidants: lipid peroxidation, α-tocopherol, and ascorbate. Arch Biochem Biophys 300:535–543

    Article  CAS  Google Scholar 

  9. Scarpa M, Rigo A, Maiorino M, Ursini F, Gregolin C (1984) Formation of α-tocopherol radical and recycling of α-tocopherol by ascorbate during peroxidation of phosphatidylcholine. An electron paramagnetic resonance study. Biochim Biophys Acta 801:215–219

    Article  CAS  Google Scholar 

  10. Niki E (1991) Action of ascorbic acid as a scavenger of active and stable oxygen radicals. Am J Clin Nutr 54:1119S–1124S

    CAS  Google Scholar 

  11. Podmore ID, Griffiths HR, Herbert KE, Mistry N, Mistry P, Lunec J (1998) Vitamin C exhibits prooxidant properties. Nature 392:559

    Article  CAS  Google Scholar 

  12. Zhang P, Omaye ST (2000) β-Carotene and protein oxidation: effects of ascorbic acid and α-tocopherol. Toxicol 146:37–47

    Article  CAS  Google Scholar 

  13. Zhang P, Omaye ST (2001) β-Carotene: interactions with α-tocopherol and ascorbic acid in microsomal lipid peroxidation. J Nutr Biochem 12:38–45

    Article  CAS  Google Scholar 

  14. Zhang P, Omaye ST (2001) Antioxidant and prooxidant roles for β-carotene, α-tocopherol and ascorbic acid in human lung cells. Toxicol In Vitro 15:13–24

    Article  Google Scholar 

  15. Murakami M, Noritsune M, Elbashir AA, Kato H, Shibasaki-Kitakawa N, Yonemoto T (2008) Progressive effect of water on prevention of β-carotene oxidation in biphasic oil-water system with addition of an antioxidant, α-tocopherol. J Chem Eng Jpn 41:485–491

    Article  CAS  Google Scholar 

  16. Takahashi A, Shibasaki-Kitakawa N, Yonemoto T (1999) Kinetic model for autoxidation of β-carotene in organic solutions. J Am Oil Chem Soc 76:897–903

    Article  CAS  Google Scholar 

  17. Takahashi A, Shibasaki-Kitakawa N, Yonemoto T (2003) A rigorous kinetic model for β-carotene oxidation in the presence of an antioxidant, α-tocopherol. J Am Oil Chem Soc 80:1241–1247

    Article  CAS  Google Scholar 

  18. Alekseev EV, Gagarina AB, Etveeva NM, Vakulova LA, Samokhvalov GI, Emanuel NM (1968) Kinetic principles of the oxidation of polyenic hydrocarbons. Communication 1. Decomposition of β-carotene in the presence of free radical initiators. Izv Akad Nauk USSR. Ser Khim 17:2342–2347

    Google Scholar 

  19. Bowry VW, Ingold KU, Stocker R (1992) Vitamin E in human low-density lipoprotein: when and how this antioxidant becomes a prooxidant. Biochem J 288:341–344

    CAS  Google Scholar 

  20. Zee JV, Broek PJA (1998) Determination of the ascorbate free radical concentration in mixtures of ascorbate and dehydroascorbate. Free Radic Biol Med 25:282–286

    Article  Google Scholar 

Download references

Acknowledgments

This work was supported by a Grant-in-Aid for JSPS Fellows from the Ministry of Education. Science, Sports and Culture, Japan.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Toshikuni Yonemoto.

About this article

Cite this article

Shibasaki-Kitakawa, N., Murakami, M., Kubo, M. et al. A Kinetic Model Describing Antioxidation and Prooxidation of β-Carotene in the Presence of α-Tocopherol and Ascorbic Acid. J Am Oil Chem Soc 89, 815–824 (2012). https://doi.org/10.1007/s11746-011-1980-z

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11746-011-1980-z

Keywords

Navigation