Selective and an efficient oxidative conversion of glutathione to glutathione disulfide with <i>N</i>-bromosuccinimide in aqueous acidic solution: kinetic and mechanistic chemistry

Ramalingaiah,; Vinod, K. N.; Puttaswamy,; Vaz, Nirmala; Jagadeesh, Rajenahally V.

doi:10.1080/17415993.2010.499943

Cited by 2 publications

(3 citation statements)

References 14 publications

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“…Similar studies were undertaken for the oxidation of allyl alcohol, − benzyl ethers, benzhydrols, amines and amino alcohols, − glycols, , cardiotoxin II,nitrones and N ,α-diphenylnitrones, , dibenzyl sulfoxide, and substituted aromatic acetals . Oxidative cleavage of thiamine hydrochlorideand phenylpropanolamine and oxidative conversion of glutathione to glutathione disulfide, were also studied in a similar context. During the study of the oxidation of azides with NBS, it was observed that the rate of oxidation of N 3 – in an aqueous medium is proportional to [N 3 – ] and [NBS] at constant [Hg(OAc) 2 ] .…”

Section: Oxidation Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

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Section: Oxidation Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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“…Since NAC has three potential coordination sites (S, N and O) and thus the complex C may react with Ru (III) to give the complex Cx which may induce an intramolecular rearrangement to produce X as already discussed. X may subsequently participate in a series of steps similar to Equations (9)- (11) in Scheme 2 to give the end products. Thus (Scheme 3) On presuming step 21 as the rate-determining step and applying steady-state treatment for HM • and X , we get …”

Section: Ru(iii)-catalyzed Reaction In the Presence Of Cu(ii)mentioning

confidence: 99%

“…[7] The transition metal ions such as irridium, palladium, ruthenium either alone or as binary mixtures as catalyst have been studied kinetically. [8][9][10] In view of this, the kinetics of the oxidation of sulfhydryl substrates such as glutathione have been investigated [11] and in this communication, the kinetics of the oxidation of NAC catalyzed by Ru(III) in the presence and in the absence of Cu(II) have been described. The oxidant employed presently is a phenothiazine dye, methylene blue (MB) which is one of the light-sensitive reactive oxygen species (ROS) producing compounds with therapeutic efficacy.…”

Section: Introductionmentioning

confidence: 99%

Ru(III)-catalyzed oxidation of N-acetyl-L-cysteine by methylene blue in absence and in presence of Cu(II) in acidic medium: influence of solvent and morphology

Sharma

Pal

Mishra

2016

Journal of Sulfur Chemistry

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N-acetyl l-cysteine (NAC), the substrate used presently has got diverse medicinal applications and is widely used as a mucolytic agent. The oxidation of bioactive molecules, in general, involves metal ion catalysis facilitated by the participation of metal nanoparticles. In view of this, the oxidation of NAC by a phenothiazine dye methylene blue (MB), a model electron receptor, catalyzed by Ru(III) in the absence and in the presence of Cu(II) has been investigated in acidic medium. The concentration order in MB is zero, while the order in NAC is one and two in Ru(III)-catalyzed and Ru(III)-Cu(II)-catalyzed reactions, respectively. Hydrogen ions retard the rate in Ru(III)-Cu(II)-catalyzed reaction, whereas the rate increases linearly with increasing [Ru(III)] in both the systems. The rate increases with increasing [Cu(II)] and attains a limiting value. The addition of the reaction products does not affect the rate of reaction. The reaction is characterized by a large negative entropy of activation. The kinetic deviations of the reaction, explained by presuming the participation of a reactive form of the NAC molecule or its new conformational polymorph reported recently, indicate the regulatory influence of the morphology of nanoparticles. ARTICLE HISTORY

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Selective and an efficient oxidative conversion of glutathione to glutathione disulfide with N-bromosuccinimide in aqueous acidic solution: kinetic and mechanistic chemistry

Cited by 2 publications

References 14 publications

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Ru(III)-catalyzed oxidation of N-acetyl-L-cysteine by methylene blue in absence and in presence of Cu(II) in acidic medium: influence of solvent and morphology

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