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Inhibition of Browning by Sulfites

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Nutritional and Toxicological Consequences of Food Processing

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 289))

Abstract

The present state of understanding of the mechanisms by which sulfites inhibit browning reactions in food is reviewed. The difficulties of specifying the composition of sulfur(IV) oxospecies in sulfited foods arise from the existence of labile equilibria between SO2, HSO3 −, SO3 2− and S2O5 2−, whose position depends on concentration, ionic strength and the presence of non-electrolytes. A proportion of the additive is also found in a reversibly bound form. The main reason why sulfites are able to inhibit a wide range of browning reactions is the nucleophilic reactivity of sulfite ion.

The mechanism of reactions between sulfite species and intermediates in the model Maillard browning reaction, glucose + glycine, are considered in depth and are supported by kinetic data. A most interesting feature is the fact that sulfites seem to catalyse the reactions they are added to control. Reaction products include 3,4-dideoxy-4-sulfohexosulose which is formed initially and polymeric substances arise from the reaction of sulfite species with melanoidins. It is found that melanoidins from glucose + glycine react with sulfite to such an extent that one sulfur atom is incorporated for every two glucose molecules used to make up the polymer.

The mechanisms of inhibition of ascorbic acid browning, enzymic browning and lipid browning are reviewed briefly. The known toxicological consequences of the formation of reaction products when sulfites are used for the control of Maillard browning give little cause for concern. Little is known of the implications of the formation of reaction products during the inhibition of other forms of browning. Consideration of the requirements for alternatives to sulfites is given.

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References

  • Connick, R.E., Tarn, T.M. & Von Deuster, E. (1982). Equilibrium constant for the dimerization of bisulfite ion to form S2O5 2−. Inorg. Chem., 21, 103–7.

    Article  CAS  Google Scholar 

  • Davies, A.G. (1961). Organic Peroxides, Butterworths, London.

    Google Scholar 

  • Davis, A.R. and Chatterjee, R.M. (1975). A vibrational-spectroscopic study of the SO2-H2O system. J. Solution Chem., 4, 399–412.

    Article  CAS  Google Scholar 

  • Embs, R.J. and Markakis, P. (1965). The mechanism of sulfite inhibition of browning caused by polyphenol oxidase. J. Food Sci., 30, 753–758.

    Article  CAS  Google Scholar 

  • Friedman, M. and Molnar-Perl, I. (1990). Inhibition of browning by sulfur amino acids. 1. Heated amino acid-glucose systems. J. Agric. Food Chem., 38, 1642–1647.

    Article  CAS  Google Scholar 

  • Gibson, W.B. and Strong, F.M. (1976). Metabolism and elimination of a-hydroxyethanesulfonate by rats. Food Cosmet. Toxicol., 14, 41–43.

    Article  CAS  Google Scholar 

  • Giffon, E., Vervloet, D. and Charpin, (1989). J. Suspicion sur les sulfites. Rev. Mal. Respir., 6, 303–310.

    CAS  Google Scholar 

  • Guthrie, P.J. (1979). Tautomeric equilibria and pKa values for’ sulfurous acid’ in aqueous solution. A thermodynamic analysis. Can. J. Chem., 57, 454–457.

    Article  CAS  Google Scholar 

  • Horner, D.A. and Connick, R.E. (1986). Equilibrium quotient for the isomerization of bisulfite ion from HSO3 − to SO3H−. Inorq. Chem., 25, 2414–2417.

    Article  CAS  Google Scholar 

  • Huss Jr, A. & Eckert, C.A. (1977). Equilibria and ion activities in aqueous sulfur dioxide solutions. J. Phys. Chem., 81, 2268–70.

    Article  CAS  Google Scholar 

  • Inouye, B., Morita, K., Ishida, T and Ogata, M. (1980). Cooperative effect of sulfite and vanadium compounds on lipid peroxidation. Toxicol. Appl. Pharmacol., 53, 101–107.

    Article  CAS  Google Scholar 

  • Ivanov, M.A. and Lavrent’ev, S.P. (1967). Mutarotation of glucose. Izv. Vyssh. Ucheb. Zaved., Les. Zh., 10, 138-141, through Chemical Abstracts, 68, 96959x.

    Google Scholar 

  • Johansson, L.G., Linqvist, O. and Vannerberg, N.G. (1980). The structure of caesium hydrogen sulfite. Acta Cryst., B36, 2523–2526.

    CAS  Google Scholar 

  • Kalus, W.H. and Filby, W.G. (1977). The effect of additives on the free radical formation in aqueous solutions of ascorbic acid. Int. J. Vit. Nutr. Res., 47, 258–264

    CAS  Google Scholar 

  • Kaplan, D., McJilton, C. and Luchtel, D. (1975). Bisulfite induced lipid oxidation. Arch. Environ. Health., 30, 507–509.

    Article  CAS  Google Scholar 

  • Knowles, M.E. (1971). Inhibition of non-enzymic browning by sulfite: identification of sulfonated products. Chem. Ind. (London), 910-911.

    Google Scholar 

  • Kurata, T. and Sakurai, Y. (1967a). Degradation of L-ascorbic acid and mechanism of non-enzymic browning reaction. Part II. Non-oxidative degradation of L-ascorbic acid including the formation of 3-deoxy-L-pentosone. Agric. Biol. Chem., 31, 170–176.

    Article  CAS  Google Scholar 

  • Kurata, T. and Sakurai, Y. (1967b). Degradation of L-ascorbic acid and mechanism of non-enzymic browning. Part III. Oxidative degradation of L-ascorbic acid (degradation of dehydro-L-ascorbic acid). Agric. Biol. Chem., 31, 177–184.

    Article  CAS  Google Scholar 

  • Labuza, T.P., Warren, R.M. and Warmbier, H.C. (1977). The physical aspects with respect to water and non-enzymatic browning. Adv. Exp. Biol., 86B, 379–418.

    Article  CAS  Google Scholar 

  • Lizada, M.C.C, and Yang, S.F. (1981). Sulfite induced lipid oxidation. Lipids, 16, 189–194.

    Article  CAS  Google Scholar 

  • Madson, M.A. & Feather, M.S. (1981). An improved preparation of 3-deoxy-D-erythro-hexos-2-ulose via the bis(benzoylhydrazone) and some related constitutional studies. Carbohydr. Res., 94, 183–91.

    Article  CAS  Google Scholar 

  • McWeeny, D.J., Biltcliffe, D.O., Powell, R.C.T. and Spark, A.A. (1969). The Maillard reaction and its inhibition by sulfite. J. Food Sci., 34, 641–643.

    Article  CAS  Google Scholar 

  • McWeeny, D.J., Knowles, M.E. and Hearne, J.F. (1974). The chemistry of non-enzymic browning in foods and its control by sulfites. J. Sci. Food Agric, 25, 735–746.

    Article  CAS  Google Scholar 

  • Meyer, B., Peter, L. and Shaskey-Rosenlund, C. (1979). Raman spectra of isotopic bisulfite and disulfite ions in alkali salts and aqueous solutions. Spectrochim. Acta, 35A, 345–354.

    CAS  Google Scholar 

  • Meyer, B., Peter, L. and Spitzer, K. (1977). Trends in charge distributions in sulfanes, sulfanesulfonic acids, sulfanedisulfonic acids and sulfurous acid. Inorg. Chem., 16, 27–33.

    Article  CAS  Google Scholar 

  • Molnar-Perl, I. and Friedman, M. (1990a). Inhibition of browning by sulfur amino acids. 2. Fruit juices and protein-containing foods. J. Agric. Food Chem., 38, 1648–1651.

    Article  CAS  Google Scholar 

  • Molnar-Perl, I. and Friedman, M. (1990b). Inhibition of browning by sulfur amino acids, 3. Apples and potatoes. J. Agric. Food Chem., 38, 1652–1656.

    Article  CAS  Google Scholar 

  • Mushran, S.P. and Agrawal, M.C. (1977). Mechanistic studies on the oxidation of ascorbic acid. J. Sci. Ind. Res., 36, 274–283.

    CAS  Google Scholar 

  • Reynolds, T.M. (1959). Chemistry of non-enzymic browning. III. Effect of bisulfite, phosphate and malate on the reaction of glycine and glucose. Aust. J. Chem., 12, 265–274.

    Article  CAS  Google Scholar 

  • Reynolds, T.M. (1963). Chemistry of non-enzymic browning. I. The reaction between aldoses and amines. Adv. Food res., 12, 1–52.

    Article  CAS  Google Scholar 

  • Reynolds, T.M. (1965). Chemistry of non-enzymic browning. II. Adv. Food Res., 14, 167–283.

    Article  CAS  Google Scholar 

  • Robinson, R.A. & Stokes, R.H. (1965). Electrolyte Solutions. (2nd edn (revised)), Butterworths, London.

    Google Scholar 

  • Shimasaki, H., Privet, O.S. and Hara, I. (1977). Studies on the fluorescent products of lipid oxidation in aqueous emulsion with glycine on the surface of silica gel. J. Amer. Oil Chem. Soc., 54, 119–123.

    Article  CAS  Google Scholar 

  • Slae, S. and Shapiro, R. (1978). Kinetics and mechanism of the deamination of l-methyl-5,6-dihydrocytosine. J. Org. Chem., 43, 1721–1726.

    Article  CAS  Google Scholar 

  • Smith, R.M. and Martell, A.E. (1976). Critical Stability Constants. Vol. 4. Inorganic Complexes. Plenum Press, New York.

    Book  Google Scholar 

  • Song, P.S. and Chichester, C.O. (1967). Kinetic behaviour and mechanism of inhibition in the Maillard reaction. III. Kinetic behaviour of the inhibition in the reaction between D-glucose and glycine. J. Food Sci., 32, 98–106.

    Article  CAS  Google Scholar 

  • Strzmberg, A., Gropen, O., Wahlgren, U. and Lindqvist, O. (1983). Ab initio calculations on the sulfite ion, SO3 2−, and hydrogen sulfite ion, HSO3 − or SO2OH−. Inorg. Chem., 22, 1129–1133.

    Article  Google Scholar 

  • Walker, R., Mendoza-Garcia, M.A., Ioannides, C. and Quattrucci, E. (1983a). Acute toxicity of 3-deoxy-4-sulfohexosulose in rats and mice, and in vitro mutagenicity in the Ames test. Food Cosmet. Toxicol., 21, 299–303.

    Article  CAS  Google Scholar 

  • Walker, R., Mendoza-Garcia, M.A., Quattrucci, E. and Zerilli, M. (1983b). Metabolism of 3-deoxy-4-sulfohexosulose, a reaction product of sulfite in foods, by rat and mouse. Food Cosmet. Toxicol., 21, 291–297.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. (1984a). Chemistry of Sulphur Dioxide in Foods, Elsevier Applied Science Publishers, London.

    Google Scholar 

  • Wedzicha, B.L. (1984b). A kinetic model for the sulfite-inhibited Maillard reaction. Food Chem., 14, 173–87.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. (1986). Interactions involving sulfur dioxide in foods. In: “Interactions of Food Components”, G.G. Birch and M. Lindley, eds, Elsevier Applied Science Publishers, London, pp 99–116.

    Google Scholar 

  • Wedzicha, B.L. (1987). Chemistry of sulfur dioxide in vegetable dehydration. Int. J. Food Sci. Technol., 22, 433–50.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Edwards, A.S. (1991). Kinetics of the reaction of 3-deoxyhexosulose with thiols. Food Chem., in press.

    Google Scholar 

  • Wedzicha, B.L. and Garner, D.N. (1991). The formation and reactivity of osuloses in the sulfite-inhibited Maillard reaction of glucose and glycine. Food Chem., in press.

    Google Scholar 

  • Wedzicha, B.L. & Goddard, S.J. (1988). The dissociation constant of hydrogen sulfite ion at high ionic strength. Food Chem., 30, 67–71.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Goddard, S.J. (1991). The state of sulfur dioxide at high concentration and low water activity. Food Chem., in press.

    Google Scholar 

  • Wedzicha, B.L., Goddard, S.J. and Garner, D.N. (1987). Enzymic browning of sulfocatechol. Int. J. Food Sci. Technol., 22, 653–657.

    Article  CAS  Google Scholar 

  • Wedzicha B.L. and Imeson, A.P. (1977). The yield of 3-deoxy-4-sulfopentosulose in the sulfite-inhibited browning of ascorbic acid. J. Sci. Food Agric, 28, 669–672.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. & Kaban, J. (1986). Kinetics of the reaction between 3-deoxyhexosulose and sulfur(IV) oxospecies in the presence of glycine. Food Chem., 22, 209–23.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L., Kaban, J. and Aldous, D.G. (1985). The dissociation constant of the hydroxysulfonate of 3,4-dideoxy-4-sulfohexosulose in the sulfite-inhibited Maillard reaction of glucose and glycine. Food Chem., 17, 125–129.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Kaputo, M.T. (1987). Reaction of melanoidins with sulfur dioxide: stoichiometry of the reaction. Int. J. Food Sci. Technol., 22, 643–651.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Lamikanra, O. (1983). Sulfite-mediated destruction of ß-carotene: the partial characterisation of reaction products. Food Chem, 10, 275–283.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Luck, S. (1987). Effect of sulfur dioxide on the activity of trypsin. Food Chem., 26, 237–243.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and McWeeny, D.J. (1974a). Non-enzymic browning reactions of ascorbic acid and their inhibition. The production of 3-deoxy-4-sulfopentosulose in mixtures of ascorbic acid, glycine and bisulfite ion. J. Sci. Food Agric, 25, 577–587.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and McWeeny, D.J. (1974b). Non-enzymic browning reactions of ascorbic acid and their inhibition. The identification of 3-deoxy-4-sulfopentosulose in dehydrated, sulfited cabbage after storage. J. Sci. Food Agric, 25, 589–592.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. and Smith, G. (1987). Geometry of l,2-dihydroxy-l,2-disulfonates. Food Chem., 25, 165–174.

    Article  CAS  Google Scholar 

  • Wedzicha, B.L. & Vakalis, N. (1988). Kinetics of the sulfite-inhibited Maillard reaction: The effect of sulfite ion. Food Chem., 27, 259–71.

    Article  CAS  Google Scholar 

  • Wisser, K., Vzlter, I and Heimann, W. (1970). About the reaction of sulfurous acid during oxidation. II. Binding of sulfurous acid with oxidation products of ascorbic acid. Z. Lebensm. Untersuch.-Forsch., 42, 180–185.

    Article  Google Scholar 

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Authors and Affiliations

  1. Procter Department of Food Science, University of Leeds, Leeds, LS2 9JT, Great Britain

    B. L. Wedzicha, I. Bellion & S. J. Goddard

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  1. B. L. Wedzicha
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  2. I. Bellion
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  3. S. J. Goddard
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  1. U.S. Department of Agriculture, Albany, California, USA

    Mendel Friedman

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Wedzicha, B.L., Bellion, I., Goddard, S.J. (1991). Inhibition of Browning by Sulfites. In: Friedman, M. (eds) Nutritional and Toxicological Consequences of Food Processing. Advances in Experimental Medicine and Biology, vol 289. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-2626-5_16

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  • DOI: https://doi.org/10.1007/978-1-4899-2626-5_16

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