Electrochemical reduction of isatic acid at mercury electrodes in aqueous media

Chi, Yuwu; Chen, Hongqin

doi:10.1016/s0003-2670(97)00460-1

Cited by 9 publications

(7 citation statements)

References 10 publications

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“…Although the presence of two carbonyl groups in isatin makes it an attractive target to synthetic organic chemists, little is known about its redox mechanism. Previous studies on the electrochemical reduction behavior of isatin and analog compounds have been undertaken using polarography at mercury electrodes [16][17][18][19]. Although Scheme 1.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical behaviour of isatin at a glassy carbon electrode

Diculescu

Kumbhat²,

Oliveira-Brett

2006

Analytica Chimica Acta

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The electrochemical behavior of isatin -a molecule with a broad range of applications in synthetic, biological and clinical activity -has been investigated over a wide pH range at a glassy carbon electrode (GCE) using cyclic, square wave and differential pulse voltammetry. The oxidation of isatin is an irreversible process, pH dependent and occurs with the formation of a main oxidation product that strongly adsorbs on the electrode surface. The reduction of isatin is also a pH dependent irreversible process. Cyclic voltammograms show two consecutive charge transfer reactions. The diffusion coefficient of isatin was calculated in pH 7.0 phosphate buffer to be D 0 = 4.9 × 10 −7 cm 2 s −1 . The limit of detection obtained in a solution of pH 7.0 phosphate buffer was LOD = 0.194 M, based on three times the noise level.

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Section: Introductionmentioning

confidence: 99%

Electrochemical behaviour of isatin at a glassy carbon electrode

Diculescu

Kumbhat²,

Oliveira-Brett

2006

Analytica Chimica Acta

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“…Because of its clinical and biological significance, chemical reactions of isatin have been studied widely. However, the analytical determination of isatin has received less attention, except for an HPLC (18) and an electrochemical method (19). Moreover, isatin in alkaline aqueous solution is rarely determined accurately and directly because it is readily hydrolysed to the ring-opened amino acid.…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, isatin in alkaline aqueous solution is rarely determined accurately and directly because it is readily hydrolysed to the ring-opened amino acid. A differential pulse polarography for indirect determination of isatin was developed based on converting isatin to isatic acid (19). To the best of our knowledge, a direct, accurate and sensitive method for the determination of isatin in aqueous solution has not been established.…”

Section: Introductionmentioning

confidence: 99%

Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Zhang

2004

Luminescence

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The electrogenerated chemiluminescence (ECL) reaction of lucigenin with isatin was investigated at a platinum electrode in a neutral aqueous solution. The ECL intensity of lucigenin at -0.65 V was greatly enhanced by isatin, and the ECL intensity was about 50 times higher than that of lucigenin without isatin. The enhanced ECL was believed to be produced by the chemiluminescence reaction between reduced lucigenin and superoxide anion that was generated by the reaction of electrochemically reduced isatin with dissolved oxygen. The conditions for the determination of isatin were optimized. Under the optimized condition, the enhanced ECL intensity vs. isatin concentration was linear in the range 4.8 x 10(-7)-1.9 x 10(-5) g/mL; with a detection limit of 3.3 x 10(-8) g/mL, and the relative standard derivation 1.0 x 10(-6) g/mL isatin was 3.8%.

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“…Indole, isatin and indigo were purchased from J&K Scientific Ltd. (Beijing, China). Isatic acid was prepared from isatin in sodium hydroxide solution and verified by LC/TOF/MS analysis (Casey et al ., ; Chi et al ., ). Other chemicals were of analytical grade or above.…”

Section: Methodsmentioning

confidence: 97%

Unveiling the biotransformation mechanism of indole in a Cupriavidus sp. strain

Liu

et al. 2017

Molecular Microbiology

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Indole, an important signaling molecule as well as a typical N-heterocyclic aromatic pollutant, is widespread in nature. However, the biotransformation mechanisms of indole are still poorly studied. Here, we sought to unlock the genetic determinants of indole biotransformation in strain Cupriavidus sp. SHE based on genomics, proteomics and functional studies. A total of 177 proteins were notably altered (118 up- and 59 downregulated) in cells grown in indole mineral salt medium when compared with that in sodium citrate medium. RT-qPCR and gene knockout assays demonstrated that an indole oxygenase gene cluster was responsible for the indole upstream metabolism. A functional indole oxygenase, termed IndA, was identified in the cluster, and its catalytic efficiency was higher than those of previously reported indole oxidation enzymes. Furthermore, the indole downstream metabolism was found to proceed via the atypical CoA-thioester pathway rather than conventional gentisate and salicylate pathways. This unusual pathway was catalyzed by a conserved 2-aminobenzoyl-CoA gene cluster, among which the 2-aminobenzoyl-CoA ligase initiated anthranilate transformation. This study unveils the genetic determinants of indole biotransformation and will provide new insights into our understanding of indole biodegradation in natural environments and its functional studies.

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Electrochemical reduction of isatic acid at mercury electrodes in aqueous media

Cited by 9 publications

References 10 publications

Electrochemical behaviour of isatin at a glassy carbon electrode

Electrochemical behaviour of isatin at a glassy carbon electrode

Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Unveiling the biotransformation mechanism of indole in a Cupriavidus sp. strain

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