2-Chloro-1-Methylquinolinium Tetrafluoroborate as an Effective and Thiol Specific Uv-Tagging Reagent for Liquid Chromatography

Bald, Edward; Głowacki, Rafał

doi:10.1081/jlc-100103450

Cited by 69 publications

(50 citation statements)

References 25 publications

(7 reference statements)

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“…The derivatization scheme takes advantage of great susceptibility of the quinolinium molecule at position 2 to nucleophilic displacement and the high nucleo-philicity of the thiol group. It has been earlier shown that the reaction is completed within 1-5 min at room temperature [9,18]. In general, derivatization of Cys and CysGly is useful to increase their hydrophobicity, detectability in UV region, as well as chemical stability.…”

Section: Sample Preparationmentioning

confidence: 99%

“…Our earlier study has shown that TCEP reduces all dimer and mixed disulfides, efficiently making them accessible to derivatization reagent [9,17,19]. In the present methodology, for signal enhancement and labile sulfhydryl group protection, we exploited CMQT, a highly reactive and thiol specific UV derivatization reagent [18]. CMQT widely used for UV derivatization of hydrophilic thiols in their HPLC analysis in physiological fluids [7-9, 18, 19] reacts rapidly and quantitatively with hydrophilic thiols in slightly alkaline water solution to form stable S-quinolinium derivatives (Fig.…”

Section: Sample Preparationmentioning

confidence: 99%

“…Baker (Deventer, Netherlands). 2-Chloro-1-methylquinolinium tetrafluoroborate (CMQT) was prepared in our laboratory as described previously [18]. All reagents were tested and found to be stable for unattended analysis.…”

Section: Chemicals and Reagentsmentioning

confidence: 99%

“…Among a variety of assays designed to determination of thiols in biological fluids, most of them depend on derivatization followed by chromatographic separation and ultraviolet [7][8][9] or fluorescence detection [10][11][12][13][14][15]. Most of chromatographic procedures dedicated to hydrophilic thiols measurements exploit reversed phase (RP)-HPLC and buffered eluents containing ion-pairing reagents, such as alkyl sulphonates or trichloroacetic acid [7][8][9][10][11][12][13][14][15][16][17][18][19][20]. Unfortunately, such approach requires a long equilibration time of a chromatographic column and significantly increases the total costs of analysis.…”

Section: Introductionmentioning

confidence: 99%

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A simple HPLC—UV method for simultaneous determination of cysteine and cysteinylglycine in biological fluids

Głowacki¹,

Stachniuk²,

Borowczyk³

2016

Acta Chromatographica

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Summary.A new and simple method based on high-performance liquid chromatography with ultraviolet detection (HPLC-UV) for the determination of cysteine (Cys) and cysteinylglycine (CysGly) in plasma and urine has been developed. The method involves reduction of disulfide bonds with tris(2-carboxyethyl)phosphine, derivatization of the analytes with 2-chloro-1-methylquinolinium tetrafluoroborate, and separation on Aeris PEPTIDE XB-C18 column (150 mm × 4.6 mm, 3.6 µm, Phenomenex) with UV detection at 355 nm. The calibration lines, obtained with human plasma and urine spiked with CysGly and Cys, were linear in the range of 2.5-50 μmol L −1 and 20-300 μmol L −1 , respectively. The intra-and inter-day precision values of the method, expressed as a relative standard deviation, were 0.25-11.1% and 0.71-12.3%, respectively. The analytical recovery varied from 89.7 to 112.3%. The LOQs for total Cys and CysGly were 1.5 pmol and 2.3 pmol in peak, respectively. The method was successfully applied to samples donated by apparently healthy individuals. Concentrations of Cys and CysGly in human plasma from 18 subjects varied from 141.6 to 217.8 μmol L −1 and from 21.1 to 50.9 μmol L −1 , respectively. Their concentrations in urine samples (n = 14) ranged from 137.3 to 426.8 μmol L −1 and from 1.6 to 4.9 μmol L −1 , respectively.

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Section: Sample Preparationmentioning

confidence: 99%

Section: Sample Preparationmentioning

confidence: 99%

Section: Chemicals and Reagentsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A simple HPLC—UV method for simultaneous determination of cysteine and cysteinylglycine in biological fluids

Głowacki¹,

Stachniuk²,

Borowczyk³

2016

Acta Chromatographica

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“…The method for the determination of reduced and total MMI levels was based on derivatisation with 2-chloro-1-methylquinolinium tetrafluoroborate (Bald & Glowacki 2001) and separation and quantification by ion-pairing reversed-phase liquid chromatography originally developed for human urine (Kusmierek & Bald 2007). Details of the procedure used for chicken tissues, eggs and embryos have been described elsewhere (G Chwatko, V M Darras & E Bald, Personal communication 2013).…”

Section: Determination Of MMI Levelsmentioning

confidence: 99%

Maternal transfer of methimazole and effects on thyroid hormone availability in embryonic tissues

Herck

Geysens²,

Bald³

et al. 2013

Journal of Endocrinology

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Methimazole (MMI) is an anti-thyroid drug used in the treatment of chronic hyperthyroidism. There is, however, some debate about its use during pregnancy as MMI is known to cross the mammalian placenta and reach the developing foetus. A similar problem occurs in birds, where MMI is deposited in the egg and taken up by the developing embryo. To investigate whether maternally derived MMI can have detrimental effects on embryonic development, we treated laying hens with MMI (0.03% in drinking water) and measured total and reduced MMI contents in the tissues of hens and embryos at different stages of development. In hens, MMI was selectively increased in the thyroid gland, while its levels in the liver and especially brain remained relatively low. Long-term MMI treatment induced a pronounced goitre with a decrease in thyroxine (T 4 ) content but an increase in thyroidal 3,5,3 0 -triiodothyronine (T 3 ) content. This resulted in normal T 3 levels in tissues except in the brain. In chicken embryos, MMI levels were similar in the liver and brain. They gradually decreased during development but always remained above those in the corresponding maternal tissues. Contrary to the situation in hens, T 4 availability was only moderately affected in embryos. Peripheral T 3 levels were reduced in 14-day-old embryos but normal in 18-day-old embryos, while brain T 3 content was decreased at all embryonic stages tested. We conclude that all embryonic tissues are exposed to relatively high doses of MMI and its oxidised metabolites. The effect of maternal MMI treatment on embryonic thyroid hormone availability is most pronounced for brain T 3 content, which is reduced throughout the embryonic development period.

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Determination of plasma homocysteine with a UHPLC–MS/MS method: Application to analyze the correlation between plasma homocysteine and whole blood 5‐methyltetrahydrofolate in healthy volunteers

Liu

et al. 2020

Biomedical Chromatography

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An ultra‐high performance liquid chromatography tandem mass spectrometry method was developed for determination of homocysteine (HCY) in human plasma. The HCY was derivatized with 2‐chloro‐1‐methylquinolinium tetrafluoroborate and isolated using solid‐phase extraction. Derivatization, isolation and detection procedures were optimized. Satisfactory linearity was obtained with determination coefficients (r2) >0.999. The intra‐ and inter‐day precisions were in the interval of 1.2–5.1% and accuracy was within ±7%. Mean recoveries were close to 100%. The limit of detection and the limit of quantification were 0.46 and 1.38 μmol/L, respectively. The method was then applied to investigate the relationship between plasma HCY and whole blood 5‐methyltetrahydrofolate levels in healthy volunteers. The results revealed that the plasma level of HCY was significantly negatively correlated to whole blood 5‐methyltetrahydrofolate in volunteers.

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2-Chloro-1-Methylquinolinium Tetrafluoroborate as an Effective and Thiol Specific Uv-Tagging Reagent for Liquid Chromatography

Cited by 69 publications

References 25 publications

A simple HPLC—UV method for simultaneous determination of cysteine and cysteinylglycine in biological fluids

A simple HPLC—UV method for simultaneous determination of cysteine and cysteinylglycine in biological fluids

Maternal transfer of methimazole and effects on thyroid hormone availability in embryonic tissues

Determination of plasma homocysteine with a UHPLC–MS/MS method: Application to analyze the correlation between plasma homocysteine and whole blood 5‐methyltetrahydrofolate in healthy volunteers

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