High-performance liquid chromatographic–tandem mass spectrometric determination of 3-hydroxypropylmercapturic acid in human urine

Mascher, Daniel; Mascher, Hermann; Scherer, Gerhard; Schmid, E.

doi:10.1016/s0378-4347(00)00385-6

Cited by 61 publications

(34 citation statements)

References 17 publications

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“…Mascher et al reported a method similar to ours and found levels of acrolein in smokers and non-smokers similar to those reported here (12). In a recent study, Scherer et al found that when smokers switched from cigarettes containing cellulose acetate filters to charcoal filters, there was a small reduction of 3-HPMA, of borderline significance (14).…”

Section: Discussionsupporting

confidence: 85%

Quantitation of Acrolein-Derived (3-Hydroxypropyl)mercapturic Acid in Human Urine by Liquid Chromatography−Atmospheric Pressure Chemical Ionization Tandem Mass Spectrometry: Effects of Cigarette Smoking

Carmella

Chen

Zhang

et al. 2007

Chem. Res. Toxicol.

142

149

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Recently published data suggest that acrolein (1), a toxic but weakly carcinogenic constituent of cigarette smoke, may be involved as a causative factor for the mutations frequently observed in the p53 tumor suppressor gene in lung cancer in smokers. Biomarkers are needed to further assess the possible relationship between acrolein uptake and cancer. In this study, we analyzed 3-hydroxypropylmercapturic acid (3-HPMA, 2) in human urine. 3-HPMA is a major metabolite of acrolein in laboratory animals. The method employs [ 13 C 3 ]3-HPMA as internal standard, with analysis and quantitation by LC-APCI-MS/MS-SRM. Clean, readily quantifiable chromatograms were obtained. The method was accurate and precise and required only 0.1 mL of urine. Median levels of 3-HPMA were significantly higher (2900 pmol/mg creatinine, N = 35) in smokers than in non-smokers (683 pmol/mg creatinine, N = 21) (P = 0.0002). The effect of smoking was further assessed by determining levels of 3-HPMA before and after a 4 week smoking cessation period. There was a significant 78% decrease in median levels of urinary 3-HPMA after cessation (P < 0.0001). The relationship between levels of urinary 3-HPMA and those of acrolein-derived 1,N 2 -propanodeoxyguanosine (PdG) adducts in lung was investigated in 14 smokers. There was a significant inverse relationship between urinary 3-HPMA and α-hydroxy-PdG (3) but not γ-hydroxyPdG (4) or total adduct levels. The results of this study clearly demonstrate that acrolein uptake in smokers is significantly higher than in non-smokers, and underline the need for further investigation of the possible relationship of acrolein uptake to lung cancer.

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Section: Discussionsupporting

confidence: 85%

Quantitation of Acrolein-Derived (3-Hydroxypropyl)mercapturic Acid in Human Urine by Liquid Chromatography−Atmospheric Pressure Chemical Ionization Tandem Mass Spectrometry: Effects of Cigarette Smoking

Carmella

Chen

Zhang

et al. 2007

Chem. Res. Toxicol.

142

149

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“…ENV+ cartridges are most suitable for the extraction of very polar analytes from aqueous matrices. The good ability of these cartridges to retain mercapturic acids was already reported in previous works [9,20,33]. Our goal was the optimization of the sample preparation to achieve a good retention of the analytes on SPE-material and a satisfying separation of the urinary matrix simultaneously.…”

Section: Solid Phase Extractionmentioning

confidence: 68%

“…It is therefore difficult to retain these substances on traditional reversed phases (RP). In previous works chromatographic separation of mercapturic acids was predominantly achieved by using more polar RP-columns like "polar embedded" stationary phases or stationary phases with shorter chain lengths (C8-columns) [9,17,20,24,27,33]. Separation on these columns was mostly realized by using high amounts of aqueous mobile phase and a low amount of organic solvents.…”

Section: Chromatographymentioning

confidence: 99%

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Determination of six hydroxyalkyl mercapturic acids in human urine using hydrophilic interaction liquid chromatography with tandem mass spectrometry (HILIC–ESI-MS/MS)

Eckert

Drexler

Göen

2010

Journal of Chromatography B

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“…19), monohydroxybutenyl mercapturic acid (MHBMA) for 1,3-butadiene (20), 3-hydroxypropylmercapturic acid (3-HPMA) for acrolein (21), S-phenylmercapturic acid (S-PMA) for benzene (22), and 1-hydroxypyrene and its glucuronide and sulfate conjugates (total 1-OHP) for pyrene (23). Urinary concentrations of 2-naphthylamine (2-NA), 4-aminobiphenyl (4-ABP), and o-toluidine (o-TOL) were directly measured (24).…”

Section: Bioanalytic Methodologymentioning

confidence: 99%

Comparison of Exposure to Selected Cigarette Smoke Constituents in Adult Smokers and Nonsmokers in a European, Multicenter, Observational Study

Lindner

Smith

Leroy

et al. 2011

Cancer Epidemiology, Biomarkers &Amp; Prevention

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Background: This multicenter, observational study was conducted in three European countries (Germany, Switzerland, and the United Kingdom) to determine the exposure of adult cigarette smokers and nonsmokers to selected cigarette smoke constituents: 1,3-butadiene, 2-naphthylamine, 4-aminobiphenyl, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), acrolein, benzene, carbon monoxide, nicotine, pyrene, and o-toluidine.Methods: Smokers were grouped by tar category (TC) according to the tar yield of their regular cigarette brand: TC1: 4 mg tar, TC2: 5-7 mg tar, and TC3: !8 mg tar [to the legal tar yield ceiling in the respective countries (10 or 12 mg tar)]. Levels of biomarkers of exposure to the aforementioned cigarette smoke constituents were compared between smokers and nonsmokers, and within smokers across tar categories.Results: The full population consisted of 1,631 subjects (1,223 smokers and 408 nonsmokers). Biomarkers of exposure were analyzed for 1,558 subjects (valid case population) as follows: 1,159 smokers (TC1: n ¼ 402, TC2: n ¼ 379, TC3: n ¼ 378), and 399 nonsmokers. Exposure levels were higher in smokers than nonsmokers and increased with increasing tar yield and cigarette consumption. An association of tar category and exposure level was observed for all smoke constituents, except pyrene, 4-aminobiphenyl, and o-toluidine, whereas only NNK exposure was different in all three tar categories.Conclusions: Smoking status and, among smokers, daily cigarette consumption and tar yield were observed to affect biomarker of exposure levels.Impact: This research provides a comprehensive evaluation of smoke constituent exposure of adult cigarette smokers and nonsmokers in three European countries. Cancer Epidemiol Biomarkers Prev; 20(7); 1524-36. '2011 AACR.

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High-performance liquid chromatographic–tandem mass spectrometric determination of 3-hydroxypropylmercapturic acid in human urine

Cited by 61 publications

References 17 publications

Quantitation of Acrolein-Derived (3-Hydroxypropyl)mercapturic Acid in Human Urine by Liquid Chromatography−Atmospheric Pressure Chemical Ionization Tandem Mass Spectrometry: Effects of Cigarette Smoking

Quantitation of Acrolein-Derived (3-Hydroxypropyl)mercapturic Acid in Human Urine by Liquid Chromatography−Atmospheric Pressure Chemical Ionization Tandem Mass Spectrometry: Effects of Cigarette Smoking

Determination of six hydroxyalkyl mercapturic acids in human urine using hydrophilic interaction liquid chromatography with tandem mass spectrometry (HILIC–ESI-MS/MS)

Comparison of Exposure to Selected Cigarette Smoke Constituents in Adult Smokers and Nonsmokers in a European, Multicenter, Observational Study

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