Abstract
Kinetics of oxidative decarboxylation of arginine, glutamine, histidine and lysine by bromamine-T (BAT) was investigated in acid and alkaline media at 30° and 20° fespectively. The form of the rate law at low concentrations of HClO4 has been worked out. Proton inventory studies in H2O-D2O mixtures with Arg as a probe have been made. The rate increases in the order: His > Lys > Arg > Glu - NH2. In alkaline media, the rate shows a first order dependence on [BAT]0 and is fractional in [S] and [OH].p-Toluene sulphonamide retards the rate. Mechanisms proposed are consistent with the experimental rate laws.
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Albery W J and Davies M H 1972J. Chem. Soc. 68 167
Bishop E and Jennings V J 1958Talanta 1 197
Cheronis N D, Entrikin J B and Hodnett E M 1965Semi-micro qualitative organic analysis 3rd edn. (New York: Interscience) p. 728
Collins C J and Bowman N S 1970Isotope effect in chemical reactions (New York: Van-Nostrand-Reinhold) p. 267
Feigl F 1956Spot tests in organic analysis (Amsterdam: Elsevier) p. 237
Gold V and Lowe B M 1968J. Chem. Soc. A 1923
Gopalakrishnan G and Hogg J L 1985J. Org. Chem. 50 1206
Gowda B T and Mahadevappa D S 1983J. Chem. Soc., Perkin II 323
Hardy F F and Johnston J P 1973J. Chem. Soc., Perkin II 742
Mahadevappa D S, Ananda S, Gowda M B M and Rangappa K S 1984aJ. Indian Chem. Soc 61 323
Mahadevappa D S, Ananda S, Murthy A S A and Rangappa K S 1984bIndian J. Chem. A23 17
Mahadevappa D S, Ananda S, Gowda N M M and Rangappa K S 1985J. Chem. Soc., Perkin II 39
Mahadevappa D S, Gowda M B M and Rangappa K S 1984cOxidation Commun. 1-2 167
Mahadevappa D S and Puttaswamy 1987Indian J. Chem. A26 33
Morris J C, Salazar J A and Wineman M A 1948J. Am. Chem. Soc. 70 2036
Murthy A R V and Rao B S 1952Proc. Indian Acad. Sci. 35 69
Nair C G R and Indrasenan P 1976Talanta 23 239
Pryde B G and Soper F D 1926J. Chem. Soc. 1582
Pryde B G and Soper F G 1931J. Chem. Soc. 1514
Rangappa K S. Mahadevappa D S and Gowda B T 1981Microchem. J. 26 375
Vogel A I 1958Quantitative organic analysis (London: Longman and Green) p. 708
Vogel A I 1973A Text-book of Practical Organic Chemistry 3rd edn. (London: ELBS) p. 344
Vogel A I 1978Quantitative inorganic analysis 4th edn. (London: ELBS and Longman) p. 313
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Mahadevappa, D.S., Puttaswamy & Gowda, N.M.M. Kinetics and mechanism of oxidation of some basic amino acids with bromamine-T. Proc. Indian Acad. Sci. (Chem. Sci.) 100, 261–274 (1988). https://doi.org/10.1007/BF02840535
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DOI: https://doi.org/10.1007/BF02840535