Reversed‐phase liquid chromatography method for the determination of total plasma thiols after derivatization with 1‐benzyl‐2‐chloropyridinium bromide

Kuśmierek, Krzysztof; Bald, Edward

doi:10.1002/bmc.1183

Cited by 25 publications

(18 citation statements)

References 37 publications

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“…Unfortunately, LA does not possess structural properties enabling efficient absorption of radiation in the UV‐Vis region. In order to overcome this problem, derivatization reaction was utilized with the use of BCPB that is well known as the suitable reagent for thiols derivatization . It has been earlier proven that BCPB could also effectively react with LA , according to a general derivatization reaction scheme shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Determination of lipoic acid in human urine by capillary zone electrophoresis

Kubalczyk

Głowacki

2017

Electrophoresis

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Fast, simple, and accurate CE method enabling determination of lipoic acid (LA) in human urine has been developed and validated. LA is a disulfide-containing natural compound absorbed from the organism's diet. Due to powerful antioxidant activity, LA has been used for prevention and treatment of various diseases and disorders, e.g. cardiovascular diseases, neurodegenerative disorders, and cancer. The proposed analytical procedure consists of liquid-liquid sample extraction, reduction of LA with tris(2-carboxyethyl)phosphine, derivatization with 1-benzyl-2-chloropyridinium bromide (BCPB) followed by field amplified sample injection stacking, capillary zone electrophoresis separation, and ultraviolet-absorbance detection of LA-BCPB derivative at 322 nm. Effective baseline electrophoretic separation was achieved within 6 min under the separation voltage of 20 kV (∼80 μA) using a standard fused-silica capillary (effective length 51.5 cm, 75 μm id) and BGE consisted of 0.05 mol/L borate buffer adjusted to pH 9. The experimentally determined limit of detection for LA in urine was 1.2 μmol/L. The calibration curve obtained for LA in urine showed linearity in the range 2.5-80 μmol/L, with R 0.9998. The relative standard deviation of the points of the calibration curve was lower than 10%. The analytical procedure was successfully applied to analysis of real urine samples from seven healthy volunteers who received single 100 mg dose of LA.

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Section: Resultsmentioning

confidence: 99%

Determination of lipoic acid in human urine by capillary zone electrophoresis

Kubalczyk

Głowacki

2017

Electrophoresis

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“…These S-linked forms are converted to the reduced form and analyzed as the total Hcy. The disulfide can be reduced using sodium borohydride [25,26], tributylphosphine (TBP) [27,28], tris(2-carboxyethyl)phosphine (TCEP) [6,[29][30][31][32][33][34][35][36][37][38][39][40], dithiothreitol (DTT) [41][42][43][44], 1,4-dithioerythritol (DTE) [45][46][47], and mercaptoethanol [48]. Bai et al developed a unique online reduction quartz column packed with a Zn(II)-TCEP complex [33,49].…”

Section: Hplc Analysis Of Homocysteine and Related Compoundsmentioning

confidence: 99%

“…As mentioned above, this is addressed by derivatization using reagents such as those shown in Figure 2. The halopyridine-type derivatization reagents 2-chloro-1-methylquinolium tetrafluoroborate (CMQT) [27,39,40], 2-chloro-1-methyllepidinium tetrafluoroborate (CMLT) [6,30], and 1-benzyl-2-chloropyridinium bromide (BCPB) [26] react with Hcy and related compounds to form stable S-quinolinium or S-pyridinium derivatives with intense UV absorption. Stachniuk et al developed an HPLC-UV/Vis method using CMLT derivatization for the determination of Hcy, Cys, GSH, GluCys, CysGly, and NAC in human saliva, plasma, and urine [30].…”

Section: Uv/vis Detectionmentioning

confidence: 99%

HPLC Analysis of Homocysteine and Related Compounds

Wada¹,

Nakamura²,

Nakashima³

2018

Non-Proteinogenic Amino Acids

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Homocysteine (Hcy), a sulfur-containing amino acid, is a representative intermediate metabolite of methionine (Met) to cysteine (Cys) via several intermediates. An elevated level of Hcy in plasma plays an important role in diseases such as neural tube defects and Down syndrome. Homocystinuria is the most common inborn error of sulfur metabolism and is caused by mutations in the metabolic enzymes of Hcy. These errors can be caused by abnormal levels of Met metabolites and classified on the basis of plasma Met levels. Additionally, Hcy and related compounds such as glutathione play an important role in maintaining homeostasis. Therefore, the simultaneous determination of Hcy and/or related compounds is required for appropriate clinical management of several diseases. The sulfur-containing amino acids and their derivatives in biological samples are quantified sensitively using high-performance liquid chromatography methods coupled with various detection methods such as UV/Vis, fluorescence, chemiluminescence, electrochemical, mass spectrometry, and tandem mass spectrometry. In this chapter, we review recent advances in these analytical methods and their applications.

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“…Therefore derivatization reagents are used to stabilize thiols and enhance their limit of detection [11,15]. The most used thiol derivatization reagents can be classified into five groups: disulfides, active halogens, aziridines, organic mercurial compounds and N-substituted maleimides [11,[16][17][18][19]. However, these derivatization agents are intended for use in alkali pH conditions.…”

Section: Introductionmentioning

confidence: 99%

Molecular Characterization of White Wines Antioxidant Metabolome by Ultra High Performance Liquid Chromatography High-Resolution Mass Spectrometry

et al. 2020

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The knowledge about the molecular fraction contributing to white wines oxidative stability is still poorly understood. However, the role of S- and N-containing compounds, like glutathione and other peptides, as a source of reductant in many oxidation reactions, and acting against heavy metals toxicity, or lipid and polyphenol oxidation as ROS-scavenger is today very well established. In that respect, the aim of the present study is to introduce an original analytical tool for the direct determination of the available nucleophilic compounds in white wine under acidic pH conditions. One step derivatization of nucleophiles has been realized directly in wines using 4-methyl-1,2-benzoquinone (4MeQ) as an electrophilic probe. Derivatization conditions considering probe concentration, pH, reaction time, MS ionisation conditions and adducts stability, were optimized using model solutions containing standard sulfur and amino compounds (GSH, Cys, HCys and Ser-Aps-Cys-Asp-Ser, Asp-Met, Met and Glu). Ultra-high-performance liquid chromatography coupled to a quadrupole-time of flight mass spectrometer (UHPLC-QqTOF-MS) analysis of up to 92 white wines from different cultivars (Chardonnay, Sauvignon and Semillon) followed by Multivariate analysis (PLS DA) and Wilcoxon test allowed to isolate up to 141 putative wine relevant nucleophiles. Only 20 of these compounds, essentially thiols, were detectable in samples before derivatization, indicating the importance of the quinone trapping on the revelation of wine unknown nucleophiles. Moreover, annotation using online database (Oligonet, Metlin and KEGG) as well as elementary formula determined by isotopic profile, provided evidence of the presence of amino acids (Val, Leu, Ile, Pro, Trp, Cys and Met) and peptides with important antioxidant properties. The complimentary set of MS/MS spectral data greatly accelerated identification of nucleophiles and enabled peptides sequencing. These results show that probing wines with 4-methyl-1,2-benzoquinone enhances thiols ionisation capacity and gives a better screening of specific S- N- containing functional compounds as part of the white wines antioxidant metabolome.

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Reversed‐phase liquid chromatography method for the determination of total plasma thiols after derivatization with 1‐benzyl‐2‐chloropyridinium bromide

Cited by 25 publications

References 37 publications

Determination of lipoic acid in human urine by capillary zone electrophoresis

Determination of lipoic acid in human urine by capillary zone electrophoresis

HPLC Analysis of Homocysteine and Related Compounds

Molecular Characterization of White Wines Antioxidant Metabolome by Ultra High Performance Liquid Chromatography High-Resolution Mass Spectrometry

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