Metabolism and mutagenicity of acrylonitrile: An in vivo study

Lambotte-Vandepaer, M.; Bogaert, M. Duverger-van; Rollmann, Bruno

doi:10.1002/em.2860070505

Cited by 17 publications

(4 citation statements)

References 14 publications

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“…Once absorbed in the body, acrylonitrile is metabolized through: (i) Epoxidation to glycidonitrile, which in turn can form DNA and protein adducts and several other metabolites including cyanide (Figure 1) (Lambotte-Vandepaer et al ., 1985; Fennell et al ., 2000). (ii) Nucleophilic reaction with glutathione (GSH) and proteins (Figure 1) (Lambotte-Vandepaer et al ., 1985; Fennell et al ., 1991; Sumner et al ., 1997; Thier et al ., 2000).…”

Section: Introductionmentioning

confidence: 99%

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Urinary excretion of the acrylonitrile metabolite 2-cyanoethylmercapturic acid is correlated with a variety of biomarkers of tobacco smoke exposure and consumption

et al. 2010

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Acrylonitrile is an IARC class 2B carcinogen present in cigarette smoke. Urinary 2-cyanoethylmercapturic acid (CEMA) is an acrylonitrile metabolite and a potential biomarker for acrylonitrile exposure. The objective of this work was to study the dose response of CEMA in urine of non-smokers and smokers of different ISO tar yield cigarettes. We observed that smokers excreted >100-fold higher amounts of urinary CEMA than non-smokers. The CEMA levels in smokers were significantly correlated with ISO tar yield, daily cigarette consumption, and urinary biomarkers of smoke exposure. In conclusion, urinary CEMA is a suitable biomarker for assessing smoking-related exposure to acrylonitrile.

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Section: Introductionmentioning

confidence: 99%

“…(ii) Nucleophilic reaction with glutathione (GSH) and proteins (Figure 1) (Lambotte-Vandepaer et al ., 1985; Fennell et al ., 1991; Sumner et al ., 1997; Thier et al ., 2000). …”

Section: Introductionmentioning

confidence: 99%

Urinary excretion of the acrylonitrile metabolite 2-cyanoethylmercapturic acid is correlated with a variety of biomarkers of tobacco smoke exposure and consumption

et al. 2010

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“…Urine from rats and mice receiving intraperitoneal injection of AN was positive to Ames test in the absence of S-9 mix (Lambotte-Vandepaer et al, 1980, 1981) 51,52) . The same was true on rats orally treated with AN (Lambotte-Vandepaer et al, 1985) 53) . Fennell et al (1990) 54) analyzed metabolites of AN in urine from rats and mice and found that epoxide metabolites of 2-cyanoethylene oxide, a known carcinogen, accounted for approximately 60 and 80 percent of the urinary metabolites in rats and mice, respectively.…”

Section: Mutagenicitymentioning

confidence: 57%

Carcinogenicity and Other Health Effects of Acrylonitrile with Reference to Occupational Exposure Limit.

SAKURAI

2000

INDUSTRIAL HEALTH

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The occupational exposure limit for acrylonitrile (AN) has been set by many organizations on the basis of its carcinogenicity. However, recent epidemiological studies do not afford evidence supporting the hypothesis that AN is carcinogenic to humans. Review of the 18 published cohort studies revealed that, although there is not adequate evidence in humans for carcinogenicity of AN, the possibility of a causal association between high exposure to AN and lung cancer in humans cannot be excluded. It was pointed out that carcinogenic potential of AN may be weak, if any, to humans, and the current occupational exposure limit (OEL) for AN of 2 ppm was evaluated as appropriate in view of AN exposure levels reported by epidemiological studies. Based also on review of the literature on health effects other than carcinogenicity, it was concluded that the current OEL for AN is a reasonable value and there is no need for a revision at present.

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“…Acrylonitrile is metabolized through epoxidation to glycidonitrile, resulting in several metabolites including cyanide, and glutathione conjugation [ 9 ]. The major metabolite formed by glutathione conjugation is urinary N-acetyl-S-(2-cyanoethyl)-L-cysteine (2CYEMA) [ 10 ]; a minor metabolite is urinary N-acetyl-S-(1-cyano-2-hydroxyethyl)-L-cysteine (1CYHEMA) [ 3 , 5 ].…”

Section: Introductionmentioning

confidence: 99%

Characterization of acrylonitrile exposure in the United States based on urinary n-acetyl-S-(2-cyanoethyl)-l-cysteine (2CYEMA): NHANES 2011–2016

Jesús

Zhang

Bhandari

et al. 2021

J Expo Sci Environ Epidemiol

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Background: Acrylonitrile is a possible human carcinogen that is used in polymers and formed in tobacco smoke. We assessed acrylonitrile exposure in the US population by measuring its urinary metabolites N-acetyl-S-(4-hydroxy-2-methyl-2-buten-1-yl)-L-cysteine (2CYEMA) and N-acetyl-S-(1-cyano-2-hydroxyethyl)-L-cysteine (1CYHEMA) in participants from the 2011–2016 National Health and Nutrition Examination Survey. Objective: To assessed acrylonitrile exposure using population-based biomonitoring data of the US civilian, non-institutionalized population. Methods: Laboratory data for 8,057 participants were reported for 2CYEMA and 1CYHEMA using ultrahigh-performance liquid chromatography / tandem mass spectrometry. Exclusive tobacco smokers were distinguished from non-users using a combination of self-reporting and serum cotinine data. We used multiple linear regression models to fit 2CYEMA concentrations with sex, age, race/Hispanic origin, and tobacco user group as predictor variables. Results: The median 2CYEMA level was higher for exclusive cigarette smokers (145 μg/g creatinine) than for non-users (1.38 μg/g creatinine). Compared to unexposed individuals (serum cotinine ≤ 0.015 ng/ml) and controlling for confounders, presumptive second-hand tobacco smoke exposure (serum cotinine > 0.015 – ≤ 10 ng/ml and 0 cigarettes per day, CPD) was significantly associated with 36% higher 2CYEMA levels ( p <0.0001). Smoking 1–10 CPD was significantly associated with 6,720% higher 2CYEMA levels ( p <0.0001). Significance: We show that tobacco smoke is an important source of acrylonitrile exposure in the US population and provide important biomonitoring data on acrylonitrile exposure.

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Metabolism and mutagenicity of acrylonitrile: An in vivo study

Cited by 17 publications

References 14 publications

Urinary excretion of the acrylonitrile metabolite 2-cyanoethylmercapturic acid is correlated with a variety of biomarkers of tobacco smoke exposure and consumption

Urinary excretion of the acrylonitrile metabolite 2-cyanoethylmercapturic acid is correlated with a variety of biomarkers of tobacco smoke exposure and consumption

Carcinogenicity and Other Health Effects of Acrylonitrile with Reference to Occupational Exposure Limit.

Characterization of acrylonitrile exposure in the United States based on urinary n-acetyl-S-(2-cyanoethyl)-l-cysteine (2CYEMA): NHANES 2011–2016

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