Simultaneous quantification of four metabolites of sulfur mustard in urine samples by ultra-high performance liquid chromatography-tandem mass spectrometry after solid phase extraction

Liu, Chang-Cai; Liu, Shilei; Xi, Hailing; Yu, Huilan; Zhou, Shi-Kun; Huang, Guilan; Liang, Long-Hui; Liu, Jingquan

doi:10.1016/j.chroma.2017.02.056

Cited by 19 publications

(7 citation statements)

References 25 publications

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“…For example, SM, which is an example of a vesicant agent, mainly reacts with biological nucleophiles via S N 2 alkylation e.g., amino and sulfhydryl functional groups found on proteins and amino acids. [35][36][37] As a result, thioketones and thioamides have been exploited as recognition units for SM detection due to their high reactivity and good selectivity. Nerve agents are strong electrophiles, which means fluorescent probes designed for their detection consist of nucleophiles such as hydroxyl or amino functional groups.…”

Section: Design Strategies Involving Fluorescent Probes For the Detec...mentioning

confidence: 99%

“…Fluorescent probes (57-60) that use hydroxyl units to facilitate nerve agent detection are readily affected by structurally similar species (e.g., phosgene) or changes in pH of the test solution. Fluorescent probes (22)(23)(24)(25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35)(36)(38)(39)(40)(41)(42) that are designed to undergo a phosphorylation-intramolecular cyclization reaction display high selectivity for nerve agents; the major limitation to this strategy is the long reaction times. The use of oximes as a recognition unit proved superior to hydroxyl units (64)(65)(66)(67)(68)(69)(70)(71)(72)(73)(74)(75)(76)(77)(78)(79)(80)(81), leading to shortened reaction times.…”

Section: Fluorescent Probes For Nerve Agentsmentioning

confidence: 99%

See 1 more Smart Citation

Fluorescent probes for the detection of chemical warfare agents

Meng¹,

Sedgwick

Kwon

et al. 2023

Chem. Soc. Rev.

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Section: Design Strategies Involving Fluorescent Probes For the Detec...mentioning

confidence: 99%

Section: Fluorescent Probes For Nerve Agentsmentioning

confidence: 99%

Fluorescent probes for the detection of chemical warfare agents

Meng¹,

Sedgwick

Kwon

et al. 2023

Chem. Soc. Rev.

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“…SBSNAE se dá připravit oxidací yperitu a následnou reakcí s triethylaminem a N-acetylcysteinem (20). Tyto metabolity se dají stanovit pomocí LC-MS (18,21) nebo GC-MS (22,23).…”

Section: Výsledky a Diskuzeunclassified

“…Stanovení látky pouze jednou metodou je pro účely BioPT nedostatečné, proto nebyl vzorek započítán jako správně určený. Pro další metabolity, vznikající působením β-lyázy (1,1ˈ-sulfonylbis[2-(methylthio)ethan] -SBMTE, 1-methylsulfinyl-2-[2-(methylthio)ethylsulfonyl]ethan -MSMTESE, 1,1ˈ-sulfonylbis[2-(methylsulfinyl)ethan] -SBMSE, 1,1 ˈ -sulfonylbis[2-S-(N-acetylcysteinyl)ethan -SBSNAE, jejich struktura je zobrazena na obrázku 7), které se vyskytují v moči(18), nebyl na KTVF FVZ UO zavedený postup pro stanovení kvůli absenci referenčních standardů. Z toho důvodu nebylo možné přítomnost těchto metabolitů potvrdit v obdržených vzorcích moči.…”

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Opcw Biomedical Proficiency Test in the Laboratory of Analytical Chemistry at the Department Of toxicology and Military Pharmacy

Herman¹,

Dlabková²,

Váňová³

et al. 2020

Mil. Med. Sci. Lett.

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Since 1925 SouhrnS ohledem na události posledních let není riziko vojenského či teroristického zneužití vysoce toxických látek včetně zakázaných bojových otravných látek zanedbatelné. Katedra toxikologie a vojenské farmacie Fakulty vojenského zdravotnictví Univerzity obrany tudíž zavedla analytické metody a postupy úprav biologických vzorků (plasma, moč) pro stanovení identifikačních znaků (biomarkerů) vystavení nervově paralytickým látkám (sarinu, cyklosarinu, somanu, tabunu a V-látkám) a yperitu, čímž přináší do Armády České republiky schopnost potvrdit jejich zneužití vůči živé síle. Metody popsané v článku jsou založeny na průkazu metabolitů (O-alkyl methylfosfonových kyselin pro nervově paralytické látky a thiodiglykolu pro yperit) a produktů jejich reakcí s přítomnými biomolekulami (tyrosinových aduktů nervově paralytických látek a peptidových aduktů sirného yperitu) pomocí kapalinové a plynové chromatografie spojené s hmotnostní spektrometrií. Funkčnost těchto metod je ověřována a diskutována v rámci testu odborné způsobilosti pro biomedicínskou analýzu s mezinárodní účastí, který každoročně pořádá Organizace pro zákaz chemických zbraní. Katedra se těchto testů účastní od roku 2016, kdy se konal první ročník.

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“…[5][6][7][8][9][10] However, the methods for analysing protein and DNA adducts of NMs are preferable as they are stable from several weeks to months after exposure. 11,12 For sulphur mustard (SM), several methods were developed to determine β-lyase metabolites [13][14][15][16][17] for urine samples. Therefore, one option to detect NMs in biomedical samples is to study their conjugation with GSH.…”

Section: Introductionmentioning

confidence: 99%

Glutathione conjugation of nitrogen mustards: In vitro study

Hamzah

Kjellberg

Vanninen

2023

Rapid Comm Mass Spectrometry

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Rationale: This paper describes an in vitro study designed to identify metabolic biomarkers resulting from the conjugation of nitrogen mustards (NMs) with glutathione (GSH). The method developed is essential in providing evidence in the event of NM exposure in biomedical samples.Methods: The mass spectral characterization of the proposed NMs-GSH conjugates was performed with liquid chromatography high-resolution tandem mass spectrometry (LC-HRMS/MS). The final reaction mixtures were analysed in positive electrospray ionisation (ESI) at different incubation times.Results: This study identified three types of conjugates in addition to ethanolamines, the hydrolysis products of NMs. Monoglutathionyl, diglutathionyl and phosphorylated conjugates were produced for each of the NMs, bis(2-chloroethyl) ethylamine (HN1), bis(2-chloroethyl)methylamine (HN2) and tris(2-chloroethyl)amine (HN3). The monoglutathionyl conjugates consisted of HN1-GSH, HN2-GSH and HN3-GSH. The spontaneous and primary conjugates of diglutathionyl were HN1-GSH2, HN2-GSH2 and HN3-GSH2. These included phosphorylated conjugates, namely HN1-GSH-PO 4 , HN2-GSH-PO 4 and HN3-GSH-PO 4 , as might have formed due to hydrolysis in phosphate buffer. Conclusions:The mass spectral data of all conjugates formed in the presence of all NMs and GSH are reported in this study. These GSH metabolites can be used to confirm NMs toxicity in biological samples such as urine.

show abstract

Simultaneous quantification of four metabolites of sulfur mustard in urine samples by ultra-high performance liquid chromatography-tandem mass spectrometry after solid phase extraction

Cited by 19 publications

References 25 publications

Fluorescent probes for the detection of chemical warfare agents

Fluorescent probes for the detection of chemical warfare agents

Opcw Biomedical Proficiency Test in the Laboratory of Analytical Chemistry at the Department Of toxicology and Military Pharmacy

Glutathione conjugation of nitrogen mustards: In vitro study

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