Simple and sensitive quantification of glutathione hydropersulfide alkylated using iodoacetamide by high-performance liquid chromatography with post-column derivatization

Nagai, Seiya; Koshiishi, Ichiro

doi:10.1016/j.jchromb.2020.122516

Cited by 7 publications

(4 citation statements)

References 13 publications

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“…For the quantification, the albumin hydropersulfide must be converted to stable mixed disulfide form through the treatment with the alkylating agent, iodoacetamide, to convert it into a mixed disulfide with mercaptoacetamide. 12) Both mixed disulfides are subsequently reduced to the…”

Section: R-sh + Ch3-sss-ch3 → R-ss-ch3 + Ch3-sshmentioning

confidence: 99%

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Koshiishi,

Nagai,

Yuzawa

et al. 2024

Biological & Pharmaceutical Bulletin

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Some bacteria, such as Fusobacterium nucleatum, act as dimethyl trisulfide (DMTS) producers in the host in vivo. DMTS acts as a sulfane sulfur donor and chemically modifies the sulfhydryl groups. This study explored the post-translational modifications of human serum albumin using DMTS. Quantitative assessments were conducted on mixed disulfides of mercaptoalbumin with mercaptomethane (Alb-SS-CH3) and albumin hydropersulfide (Alb-SSH) as post-translationally modified species. The hydropersulfide group was alkylated with iodoacetamide, resulting in the formation of an albumin-mercaptoacetamide mixed disulfide. The mixed disulfides were subsequently reduced with tris(2-carboxyethyl)phosphine, and the liberated mercaptomethane and mercaptoacetamide were fluorescently labeled with 4-fluoro-7-sulfamoylbenzofurazan (ABD-F). Quantification was performed using high-performance liquid chromatography (HPLC) with fluorescence detection. Using this methodology, we examined the formation of Alb-SS-CH3 and Alb-SSH via the reaction between 4% human serum albumin and DMTS at 10−100 µM concentrations. Approximately two molecules of Alb-SS-CH3 and one molecule of Alb-SSH were generated from one DMTS molecule. Moreover, hydrogen sulfide was identified as an intermediate, suggesting its generation and subsequent reaction with intraprotein disulfide bonds, leading to the production of Alb-SSH. These results suggest the production of DMTS in humans in vivo should be involved in the elevation of Alb-SS-CH3 and Alb-SSH contents in plasma samples.

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Section: R-sh + Ch3-sss-ch3 → R-ss-ch3 + Ch3-sshmentioning

confidence: 99%

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Koshiishi,

Nagai,

Yuzawa

et al. 2024

Biological & Pharmaceutical Bulletin

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“…Many types of analysis and detection methods are available today, such as high-performance liquid chromatography, capillary electrophoresis with electrochemical analysis, ultraviolet-visible absorption spectrophotometry, Fourier-transform infrared spectroscopy, fluorimetric sensing and mass spectrometry among others. [33][34][35][36][37][38] Among them, fluorescence imaging technology based on spectral analysis has been widely used because of its excellent selectivity, high sensitivity and spatiotemporal resolution, nondestructive detection and simple operation. [39,40] Therefore, numerous fluorescence imaging probes have been developed to detect various bioactive species, enabling researchers to study their biological functions.…”

Section: Introductionmentioning

confidence: 99%

Investigating Lysosomal Reactive Sulphur Species with Small Molecular Fluorescent Probes

Zhou,

Tang,

Zhang

et al. 2023

ChemistrySelect

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Reactive sulphur species (RSS) play a vital role in cellular redox homeostasis and signal transduction. The lysosome is a vital organelle in eukaryotic cells involved in phagocytosis, digestion and degradation of proteins or damaged organelles, repair of cell membrane and energy metabolism. Lysosomal RSS are closely associated with normal functions of the lysosome, and abnormal RSS homeostasis may lead to lysosomal dysfunction and some serious diseases. Thus, real‐time visualization of lysosomal RSS is of great significance. Due to the prominent advantages of fluorescence imaging technology, many small molecular fluorescent probes for detecting lysosomal RSS have been developed. Herein, we have systematically summarized the versatile small molecular and lysosome‐targetable fluorescent probes available for detecting RSS, including their chemical structures, response mechanisms and bioapplications. In addition, we have highlighted the current status, challenges and developmental prospects for RSS‐responsive small molecular fluorescent probes. We sincerely hope that this review can instruct researchers interested in constructing new fluorescent probes for RSS and draw attention toward the significance of lysosomal RSS.

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“…Because of these, various detection approaches including chromatographic [17] Raman, colorimetric [8,18–22] fluorimetric [23–25] and electrochemical techniques [26–28] have been developed and utilized for the detection of GSH. Among these techniques,…”

Section: Introductionmentioning

confidence: 99%

“…[13,14] Also it involves in wine making process resulting with low concentration in wines and helps to preserve the fruity aroma by keeping the quinones. [15,16] Because of these, various detection approaches including chromatographic [17] Raman, colorimetric [8,[18][19][20][21][22] fluorimetric [23][24][25] and electrochemical techniques [26][27][28] have been developed and utilized for the detection of GSH. Among these techniques, electrochemical methods are widely used for the determination of many molecules since they have advantages like being economical, simple, and accurate.…”

Section: Introductionmentioning

confidence: 99%

Centri‐Voltammetric GSH Detection with PDI‐C₄SH as a Carrier Material

et al. 2021

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In this study, we developed a centri‐voltammetric electrochemical sensor for glutathione (GSH) detection. For this purpose, N,N′‐2‐octyloxy‐1‐methyl‐2‐oxoethyl)‐(‐2,4‐thiolbutyloxy)‐1‐methyl‐2‐oxoethyl)‐3,4 : 9,10‐perylenetetracarboxyldiimide (PDI‐C4SH) molecule was used as a carrier molecule for the first time. This molecule, interacted with the thiol ends of GSH and formed a disulfide bridge. By this way, PDI‐C4SH improved the accumulation of GSH onto the electrode surface and increased the sensitivity of the detection protocol. All the electrochemical measurements were carried out with differential pulse voltammetry by using a carbon paste electrode. The linear response was obtained in the range of 0.05 mM and 5 mM for GSH concentration (R2=0.9966) while limit of detection value was calculated as 0.017 mM. For the sample application experiments, developed system was applied to the determination of GSH in red wine samples by using the standard addition method, and an acceptable recovery value of 99.03 % was obtained.

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Simple and sensitive quantification of glutathione hydropersulfide alkylated using iodoacetamide by high-performance liquid chromatography with post-column derivatization

Cited by 7 publications

References 13 publications

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Investigating Lysosomal Reactive Sulphur Species with Small Molecular Fluorescent Probes

Centri‐Voltammetric GSH Detection with PDI‐C₄SH as a Carrier Material

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Simple and sensitive quantification of glutathione hydropersulfide alkylated using iodoacetamide by high-performance liquid chromatography with post-column derivatization

Cited by 7 publications

References 13 publications

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Quantitative Assessment of the Post-translational Modifications of Human Serum Albumin by Dimethyl Trisulfide

Investigating Lysosomal Reactive Sulphur Species with Small Molecular Fluorescent Probes

Centri‐Voltammetric GSH Detection with PDI‐C4SH as a Carrier Material

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Centri‐Voltammetric GSH Detection with PDI‐C₄SH as a Carrier Material