Electrochemical thermospray mass spectrometry—anodic oxidation of N,N-dialkylanilines

Hambitzer, G.; Heitbaum, J.; Stassen, I.

doi:10.1016/s0022-0728(97)00517-2

Cited by 22 publications

(12 citation statements)

References 14 publications

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“…From an EC perspective, the recent ECaMS reports have focused on the investigation of cell designs, while from a MS perspective, the work has in part explored the bene®t of the newer interfacesaionization sources. For example, Hambitzer and co-workers [16,17] have made use of a thin-layer cell design, in which the counter electrode is isolated from the¯ow stream, coupled online with TS-MS to reexamine the oxidation of N ,N -dialkylanilines. Brajter-Toth and co-workers [18,19] have also explored the use of thin-layer cell on-line with TS-MS and PB-MS. Their new emphasis on the use of thin-layer cell designs, compared to¯ow through designs employing porous electrodes, was motivated in part by the more easy access to the working electrode for cleaning or modi®cation.…”

Section: Introductionmentioning

confidence: 99%

A Thin-Layer Electrochemical Flow Cell Coupled On-Line with Electrospray-Mass Spectrometry for the Study of Biological Redox Reactions

Deng

Berkel²

1999

Electroanalysis

107

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A three electrode thin-layer,¯ow-by electrode cell was coupled on-line with electrospray-mass spectrometry (i.e., ECaES-MS) for the study of biological redox reactions. The cell made use of a commercially available 6.0 mm diameter, offset glassy carbon disk working electrode, a AgaAgCl reference electrode, and a workingacounter electrode spacing gasket (16 mm), along with a home-built PEEK counter electrode block with a Pt foil (7.0 mm wide) counter electrode (cell volume ca. 1.1 mL). Off-line hydrodynamic voltammetry experiments and electrolytic conversion ef®ciency measurements using chronocoulometry were used to characterize the performance of the cell. On-line ECaES-MS conversion ef®ciency was found consistent with the off-line results and the ECaES-MS response time was measured as 5.1 s at a¯ow rate of 30 mLamin and 2.4 s at 62 mLamin. The use of this hybrid system for the study of the products of biologically relevant redox reactions was demonstrated using the oxidation of dopamine in aqueous CH 3 OH (pH 4.0) as a test case. Tandem mass spectrometry experiments provided evidence to conclude that the structure of the two major dopamine oxidation products observed in the ES mass spectra were 5,6-dihydroxyindoline and 5,6-hydroxyindole. Reaction of oxidized dopamine with the surrogate biogenic nucleophile benzene thiol resulted in the formation of mono-, di-, and tri-benzene thiol addition products. These spectra also indicated that the reaction of oxidized dopamine with benzene thiol was signi®cantly faster than the intermolecular cyclization reaction of this intermediate, which normally produces 5,6-dihydroxyindoline.

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Section: Introductionmentioning

confidence: 99%

A Thin-Layer Electrochemical Flow Cell Coupled On-Line with Electrospray-Mass Spectrometry for the Study of Biological Redox Reactions

Deng

Berkel²

1999

Electroanalysis

107

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“…The cyclic voltammograms (CVs) and differential pulse voltammograms (DPVs) are shown in Figure S2 (Supporting Information), and the redox potentials, referenced to ferrocene, are listed in Table . In the oxidation region, diketones 16 – 18 show a typical irreversible aniline-type oxidation between 0.3 and 0.4 V, and application of higher oxidation potentials did not result in electrochemical peaks, but rather broad featureless decomposition. For comparison, the N , N -didodecyl-4-ethynylaniline precursor has an oxidation potential of 0.42 V (vs Fc/Fc + ) under identical electrochemical conditions.…”

mentioning

confidence: 98%

Tuning Light Absorption in Pyrene: Synthesis and Substitution Effects of Regioisomeric Donor–Acceptor Chromophores

2013

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Three isomeric donor-acceptor (DA) chromophores based on pyrene were synthesized to study the effects of substitution pattern on intramolecular charge-transfer absorption through pyrene. These chromophores are nonfluorescent and absorb light in the long-wavelength region approaching 700 nm, making them promising light-harvesters. Their optical properties depend greatly on the substitution pattern of the donor, but their electrochemical properties are relatively unaffected.

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“…Reversible monoelectronic oxidation was observed with linezolid as is general with anilines 13, 15. The typical reaction of aniline radical cation is coupling to benzidine, that is inhibited in this case by the presence of substituents in o,p ‐positions (see below).…”

Section: Resultsmentioning

confidence: 83%

Analytical Determination and Electrochemical Characterization of the Oxazolidinone Antibiotic Linezolid

Merli¹,

Pretali²,

Fasani³

et al. 2011

Electroanalysis

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Linezolid belongs to a class of antibiotics known as oxazolidinones. It is receiving great attention due to its activity toward multidrugs resistant bacteria, and simple and cheap methods for the analysis of this compound in pharmaceutical preparations are required. In this work, the electrochemistry of the antibiotic linezolid was investigated and a differential pulse voltammetric method based on the oxidation of the oxazolidinonic compound at a glassy carbon electrode has been developed and optimized for its determination; LOD of 50 mg L À1 and a linearity up to 200 mg L À1 were reported. The electrochemical process was studied by using different electrochemical techniques and confirmed by HPLC-MS/MS.

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Electrochemical thermospray mass spectrometry—anodic oxidation of N,N-dialkylanilines

Cited by 22 publications

References 14 publications

A Thin-Layer Electrochemical Flow Cell Coupled On-Line with Electrospray-Mass Spectrometry for the Study of Biological Redox Reactions

A Thin-Layer Electrochemical Flow Cell Coupled On-Line with Electrospray-Mass Spectrometry for the Study of Biological Redox Reactions

Tuning Light Absorption in Pyrene: Synthesis and Substitution Effects of Regioisomeric Donor–Acceptor Chromophores

Analytical Determination and Electrochemical Characterization of the Oxazolidinone Antibiotic Linezolid

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