Abstract
A kinetic study on RuCl3‐catalysed oxidation of levocarnitine (LC) by sodium N‐bromo‐p‐toluenesulphonamide or bromamine‐T (BAT) has been carried out in HCl medium at 303 K. The reaction rate shows a first order dependence on [BAT]0 and fractional order with respect to both [LC]0 and [H+]. Addition of the reaction product, p‐toluenesulphonamide, retards the rate. The addition of RuCl3 and chloride ions to the reaction mixture shows an increase in the rate of the reaction. The dielectric effect is positive. The variation of ionic strength of the medium has no significant effect on the rate of the reaction. The reaction fails to initiate polymerization of acrylamide. Michaelis‐Menten type of kinetics has been proposed. Thermodynamic parameters have been computed from Arrhenius plot by studying the reaction at different temperatures. The reaction stoichiometry and oxidation products were identified. Based on the experimental observations a suitable mechanism was proposed and rate law deduced.
Highlights
Levocarnitine ((R)-(-3-carboxy-2-hydroxypropyl)trimethylammonium chloride) is a carrier molecule in the transport of long chain fatty acid across the inner mitochondrial membrane
Levocarnitine may alleviate the metabolic abnormalities of patients with inborn errors that result in accumulation of toxic organic acids [1, 2]
Literature survey shows that there is no information available on the kinetics and oxidation of levocarnitine by any oxidizing agents from the mechanistic view point. ere was a need for understanding the mechanism of oxidation of this drug, so that this study may throw some light on the metabolic conversions in the biological system. e reaction of LC with BAT in HCl medium was found to be sluggish but the reaction was found to be facile in the presence of RuCl3 catalyst. erefore, in the present communication, we report the kinetics and mechanism of oxidation of levocarnitine by bromamime-T in HCl medium catalyzed by RuCl3 at 303 K
Summary
Levocarnitine ((R)-(-3-carboxy-2-hydroxypropyl)trimethylammonium chloride) is a carrier molecule in the transport of long chain fatty acid across the inner mitochondrial membrane. It is a naturally occurring substance required in mammalian energy metabolism. A review of literature shows that kinetic studies with Bromamine-T (BAT) are meagre [8, 9]. Literature survey shows that there is no information available on the kinetics and oxidation of levocarnitine by any oxidizing agents from the mechanistic view point. Erefore, in the present communication, we report the kinetics and mechanism of oxidation of levocarnitine by bromamime-T in HCl medium catalyzed by RuCl3 at 303 K Literature survey shows that there is no information available on the kinetics and oxidation of levocarnitine by any oxidizing agents from the mechanistic view point. ere was a need for understanding the mechanism of oxidation of this drug, so that this study may throw some light on the metabolic conversions in the biological system. e reaction of LC with BAT in HCl medium was found to be sluggish but the reaction was found to be facile in the presence of RuCl3 catalyst. erefore, in the present communication, we report the kinetics and mechanism of oxidation of levocarnitine by bromamime-T in HCl medium catalyzed by RuCl3 at 303 K
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