Abstract
Kinetic data for the oxidation of glutathione (reduced, GSH), cysteine, glycine and glutamic acid by colloidal manganese dioxide, (MnO2) n are reported. Colloidal MnO2, oxidized glutathione to disulphide (glutathione, oxidized), was reduced to manganese (II). Glycine and glutamic acid (structural units of glutathione) are not oxidized by colloidal MnO2, but the other structural unit, cysteine, is also oxidized by the same oxidant under similar experimental conditions. This is interpreted in terms of the rate-determining colloidal MnO2-S bonded intermediate. The reactivity of GSH towards colloidal MnO2 is very much higher than cysteine. Kinetics of oxidation of GSH and cysteine by colloidal MnO2 were performed spectrophotometrically as a function of [GSH], [cysteine], colloidal [(MnO2) n ], [HClO4], temperature and trapping agents sodium fluoride and manganese (II) (reduction product of colloidal MnO2). The purpose of this work was to study the role of –NH2, –COOH, –SH groups present in the carbon chain of the above amino acids. It was found that the reactivity of –SH group is higher than –NH2 and –COOH groups. The mechanisms, involving a colloidal MnO2 complex with GSH and cysteine, are proposed. The complexes decompose in a rate-determining step, leading to the formation of free radical and manganese (III), which is also an intermediate. The dimerization of radicals takes place in a subsequent fast step to yield the products.
Similar content being viewed by others
References
McAuley A, Olatunji MA (1977) Can J Chem 55:3328
Connett PH, Wetterhahn KE (1985) J Am Chem Soc 107:4282
Connett PH, Wetterhahn KE (1986) J Am Chem Soc 108:1842
Perez-Benito JF, Arias C, Lamrhari D (1994) New J Chem 18:663
Herszage J, Afonso MDS, Luther III G (2003) Environ Sci Technol 37:3332
McAuley A, McCann JP (1975) J Chem Soc Dalton 783
Olatunji MA, McAuley A (1977) Can J Chem 55:3335
Olatunji MA, Ayoko GA (1988) Polyhedron 7:11
Wiberg KB, Deutsch CJ, Rocek J (1973)J Am Chem Soc 95:3034
Simándi LI, Jáky M (1976) J Am Chem Soc 98:1995
Simándi LI, Jáky M, Freeman F, Fuselier CO, Karchefski EM (1978) Inorg Chim Acta 31:L457
Freeman F, Fuselier CO, Armstead CR, Dalton CE, Davidson PA, Karchefski EM, Krochman DE, Johnson MN, Jones NK (1981) J Am Chem Soc 103:1154
Freeman F, Kappos JC (1985) J Am Chem Soc 107:6628
Freeman F, Kappos JC (1989) J Org Chem 54:2730
Mata-Perez F, Perez-Benito JF (1987) Can J Chem 65:2373
Perez-Benito JF, Arias C, Brillas E (1990) Int J Chem Kinet 22:261
Perez-Benito JF, Lee DG (1985) Can J Chem 63:3545
Perez Benito JF, Arias C (1992) J Colloid Interface Sci 149:92
Perez-Benito JF, Lee DG (1985) Can J Chem 63:1275
Perez Benito JF, Arias C (1991) Int J Chem Kinet 23:717
Perez Benito JF, Arias C, Amat EJ (1996) J Colloid Interface Sci 177:288
Khan Z, Raju, Akram M, Kabir-ud-Din (2004) Int J Chem Kinet 36:356
Kabir-ud-Din, Iqubal SMS, Khan Z (2005) Colloid Polym Sci 283:504
Kabir-ud-Din, Iqubal SMS, Khan Z (2005) Inorg React Mech 5:151
Khan Z, Kumar P, Kabir-ud-Din (2004) Colloids Surf A Physicochem Eng Asp 248:25
Kumar P, Khan Z (2005) Carbohydr Res 340:1365
Andrabi SMZ, Khan Z (2005) Colloid Polym Sci 284:36
Bastian EJ Jr, Martin RB (1973) J Phys Chem 77:1129
Olatunji MA, McAuley A (1975) J Chem Soc Dalton 682
Kwong DW, Pennington DE (1984) Inorg Chem 23:2528
Ghosh SK, Gould ES (1989) Inorg Chem 28:3651
Abedinzadeh Z, Gardes M-Albert, Ferradins C, (1989) Can J Chem 67:1247
Lin CT, Beattie JK (1972) J Am Chem Soc 94:3011
Girgis MM, El-Shatoury SA, Khalil ZH (1985) Can J Chem 63:3317
Perez Benito JF (2002) J Colloid Interface Sci 248:130
Tuncay M, Yuce N, Arlkan B, Gokturk S, (1999) Colloids Surf A 149:79
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Andrabi, S.M.Z., Khan, Z. Reactivity of some sulphur- and non-sulphur-containing amino acids towards water soluble colloidal MnO2. A kinetic study. Colloid Polym Sci 285, 389–396 (2007). https://doi.org/10.1007/s00396-006-1556-x
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00396-006-1556-x