Effect of Micelles on kinetics and mechanism of the oxidation of Serine by acid Permanganate

Hussain, M. Yousuf; Ahmad, Firoz

doi:10.1002/kin.550220403

Cited by 13 publications

(6 citation statements)

References 36 publications

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“…According to Scheme 1, a rate law in terms of the total concentration of Ag(III) can be deduced as Eq. (14). …”

Section: Mechanistic Interpretationsmentioning

confidence: 95%

“…However, the kinetic data for the triethanolamine reaction strictly fit Eq. (14) when [amino acid] in the equation is replaced by [triethanolamine]; in other words, there was kinetic evidence supporting formation of the ternary chelate complex and the equilibrium constant K 2 was thus derived from the kinetic data (K 2 = 537 M À1 at 25.0°C and l = 0.30 M). In the present reaction systems, K 2 values are probably much smaller, validating the assumption of K 2 [amino acid] ( 1.…”

Section: Mechanistic Interpretationsmentioning

confidence: 99%

“…Some of the oxidants are metal ions/complexes [11][12][13][14][15][16] and others are non-metallic agents [17][18][19][20][21][22]. Although these oxidation reactions display diverse reaction mechanisms, concurrent deamination and decarboxylation to the two amino acids are virtually found in almost all the cases [11][12][13][14][15][16][17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Oxidation of l-serine and l-threonine by bis(hydrogen periodato)argentate(III) complex anion: A mechanistic study

Shi¹,

Shen²,

Sun³

et al. 2007

Journal of Inorganic Biochemistry

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“…According to Scheme 1, a rate law in terms of the total concentration of Ag(III) can be deduced as Eq. (14). …”

Section: Mechanistic Interpretationsmentioning

confidence: 95%

Section: Mechanistic Interpretationsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Oxidation of l-serine and l-threonine by bis(hydrogen periodato)argentate(III) complex anion: A mechanistic study

Shi¹,

Shen²,

Sun³

et al. 2007

Journal of Inorganic Biochemistry

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“…Additions of surfactants to mixtures of chemical reactants are considered in view of the following: first, to further understand factors that influence the rates of reaction; second, to gain additional insight into the exceptional catalysis of enzymatic reactions; and third, to explore the utility of micellar systems for the purpose of synthesis. The micellar catalysis in chemical reactions is well reported (1)(2)(3)(4)(5)(6)(7). The hydrophobic and electrostatic forces in the presence of surfactants influence the rates of several redox reactions (8)(9)(10)(11)(12)(13)(14)(15)(16)(17).…”

mentioning

confidence: 97%

Kinetics of glycine oxidation by N‐bromophthalimide in the presence of sodium dodecyl sulfate

Joshi¹,

Katre²,

Singh³

2006

J Surfact & Detergents

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The kinetics of oxidation of glycine by N-bromophthalimide (NBP) were studied in the presence of an anionic surfactant, sodium dodecyl sulfate, in acidic medium at 308 K. The rate of reaction was found to have first-order dependence on [NBP] and fractional-order dependence on [glycine] and [H + ]. The addition of reduced product of the oxidant had no significant effect on the rate of reaction. Increasing [Hg(OAc) 2 ] and [Br -] increased the rate of reaction, whereas a change in ionic strength (µ) of the medium had no effect on oxidation velocity. The rate of reaction decreased with a decrease in dielectric constant of the medium. HCN was identified as the main oxidation product of the reactions. The various activation parameters have been computed. A suitable mechanism consistent with the experimental findings has been proposed. The index of cooperativity and the micelle binding constant have been calculated.Surfactants are amphipathic molecules with both hydrophobic and hydrophilic properties. When these molecules are dissolved in water they can achieve segregation of their hydrophobic portions from the solvent by self-aggregation. Aggregates of these surfactants, known as micelles, are responsible for altering the rates of organic reactions in aqueous surfactant solutions. Additions of surfactants to mixtures of chemical reactants are considered in view of the following: first, to further understand factors that influence the rates of reaction; second, to gain additional insight into the exceptional catalysis of enzymatic reactions; and third, to explore the utility of micellar systems for the purpose of synthesis. The micellar catalysis in chemical reactions is well reported (1-7). The hydrophobic and electrostatic forces in the presence of surfactants influence the rates of several redox reactions (8-17). The observed rate of reaction depends on the association between the reactants and micellar aggregates. Different models have been proposed to describe the reactions in the presence of micelles.Glycine occurs about every third amino acid in collagen, the most abundant protein in the body. It can be used directly as an energy source or for synthesis of glucose to supply blood sugar. It is required for porphyrin synthesis to initiate the pathway leading to heme formation. Every cell function involving formation of RNA or DNA is glycinedependent because of its role in purine biosynthesis. The importance of glycine in brain function is illustrated by the finding that nonketotic hyperglycinemia is associated with early myoclonic encephalopathy that may respond to vitamin B 6 (18).Previous work on the oxidation and halogenation of glycine by N-halo compounds has received considerable attention (19-28); however, very limited work on the kinetics of oxidation of glycine by N-halo compounds has been documented (29-31). A perusal of the literature shows that the reactivity of N-bromophthalimide (NBP) could be compared with that of other N-bromoimides such as N-bromosuccinimide (NBS) and N-bromosaccharin (NBSA). NB...

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“…It is perhaps not surprising that oxidations of amino acids by various oxidants have been investigated extensively in view of the important biological consequences of the amino acids. Some of the oxidants are metal ions/complexes [9][10][11][12] and others are non-metallic agents [13][14][15] . Although these oxidation reactions display diverse reaction mechanisms, concurrent deamination and decarboxylation to these amino acids are virtually found in almost all the cases.…”

Section: Introductionmentioning

confidence: 99%

Oxidation Behavior of L-Threonine by N-Bromophthalimide in Micellar System of Ctab

Katre

Goyal

Sharma

et al. 2013

J. Chil. Chem. Soc.

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The effect of cationic surfactant Cetyltrimethylammonium bromide (CTAB) molecules on the oxidation of L-threonine by N-bromophthalimide (NBP) has been studied at 308 K. The reaction exhibits first order dependence on NBP and fractional positive order on L-threonine and negative fractional order dependence on HClO 4. The effects of KCl, KBr, phthalimide, mercuric acetate and dielectric constant of the medium have also been studied and summarized. CTAB strongly catalyzes the reaction and after achieving a maximum the rate remains almost constant at higher concentrations of CTAB. This micellar effect has been analyzed, plotted and results are treated quantitatively in terms of Berezin model. The various activation parameters in presence and absence of CTAB have been also evaluated. A suitable mechanism along with rate law consistent with the experimental findings has been worked out. Based on the model association rate constants have been computed.

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Effect of Micelles on kinetics and mechanism of the oxidation of Serine by acid Permanganate

Cited by 13 publications

References 36 publications

Oxidation of l-serine and l-threonine by bis(hydrogen periodato)argentate(III) complex anion: A mechanistic study

Oxidation of l-serine and l-threonine by bis(hydrogen periodato)argentate(III) complex anion: A mechanistic study

Kinetics of glycine oxidation by N‐bromophthalimide in the presence of sodium dodecyl sulfate

Oxidation Behavior of L-Threonine by N-Bromophthalimide in Micellar System of Ctab

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