Rapid analysis of trans,trans-muconic acid in urine using microextraction by packed sorbent
Tóm tắt
A simple and fast method has been developed for the determination of urinary trans,trans-muconic acid (ttMA) based on micro-extraction by packed sorbent (MEPS), followed by HPLC-UV detection. Parameters affecting the performance of MEPS were investigated. The results of the MEPS-HPLC-UV procedure were compared with the results of the conventional SPE method. The procedure was used for the determination of ttMA in urine samples of benzene-exposed subjects. The calibration curve was obtained in the range of 0.1 to 2 μg/mL, and the method showed high linearity (R2=0.9997). The LOQ was 0.1 μg/mL. For the MEPS method, the withinand between-day precision ranged from 3.0 to 5.1% and 3.3 to 5.2%, respectively. The within-and between-day accuracy ranged from 93.3 to 99.3% and 91.5 to 96.0%, respectively. The developed MEPS-HPLC-UV method is suggested as an alternative to the existing conventional SPE method for the biomonitoring of benzene-exposed subjects.
Tài liệu tham khảo
Bleyl, D. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, http://monographs.iarc.fr/ ENG/Classification/latest_classif.php (1987).
Maghsoodi, R., Bahrami, A., Ghorbani, F., Mahjoob, H. & Maleki, D. Investigation of qualitative and quantitative of volatile organic compounds of ambient air in the Mahshahr petrochemical complex in 2009. J. Res. Health. Sci. 13, 69–74 (2013).
Bahrami, A. Distribution of volatile organic compounds in ambient air of Tehran. Arch. Environiron. Health. 56, 380–383 (2001).
ATSDR. Toxicological Profile for Benzene, https:// www.atsdr.cdc.gov/toxprofiles/tp3.pdf (2007).
Blank, I. H. & McAuliffe, D. J. Penetration of benzene through human skin. J. Invest. Dermatol. 85, 522–526 (1985).
Snyder, R. Overview of the toxicology of benzene. Toxicol. Environ. Health. 61, 339–346 (2000).
Neghab, M., Soleimani, E. & Rajaeefard, A. Assessment of occupational exposure to n-hexane: a study in shoemaking workshops. Res. J. Environ. Toxicol. 5, 293–300 (2011).
Nebert, D. W., Roe, A. L., Vandale, S. E., Bingham, E. & Oakley, G. G. NAD(P) H: quinone oxidoreductase (NQO1) polymorphism, exposure to benzene, and predisposition to disease: a HuGE review. Genet. Med. 4, 62–70 (2002).
American Conference of Governmental Industrial Hygienists. Threshold Limit Values and Biological Exposure Indices, http://www.acgih.org/forms/store/ ProductFormPublic/search?action=1&Product_ productNumber=0100Doc (2015).
Boogaard, P. J. & Van Sittert, N. J. Suitability of Sphenyl mercapturic acid and trans-trans-muconic acid as biomarkers for exposure to low concentrations of benzene. Environ. Health. Persp. 104, 1151–1157 (1996).
Jalali, A., Ramezani, Z. & Ebrahim, K. Urinary trans, trans-muconic acid is not a reliable biomarker for lowlevel environmental and occupational benzene exposures. Saf. Health. Work. 8, 220–225 (2017).
Vlcková, H., Solichová, D., Bláha, M., Solich, P. & Nováková, L. Microextraction by packed sorbent as sample preparation step for atorvastatin and its metabolites in biological samples-critical evaluation. J. Pharm. Biomed. Anal. 55, 301–308 (2011).
Waidyanatha, S. et al. Rapid determination of six urinary benzene metabolites in occupationally exposed and unexposed subjects. Anal. Biochem. 327, 184–199 (2004).
Ghamari, F., Bahrami, A., Yamini, Y., Ghorbani-shahna F. & Moghimbeigi, A. Development of hollow-fiber liquid-phase microextraction method for determination of urinary trans,trans-muconic acid as a biomarker of benzene exposure. Anal. Chem. Insights. 11, 65–71 (2016).
Bahrami, A., Ghamari, F., Yamini, Y., Ghorbani-shahna F. & Koolivand, A. Ion-pair-based hollow-fiber liquidphase microextraction combined with highperformance liquid chromatography for the simultaneous determination of urinary benzene, toluene, and styrene metabolites. J. Sep. Scie. doi: 10.1002/jssc.201700685 (2017).
Ruppert, T., Scherer, G., Tricker, A. R., Rauscher, D. & Adlkofer, F. Determination of urinary trans, transmuconic acid by gas chromatography-mass spectrometry. J. Chromatogr. B. 666, 71–76 (1995).
Ducos, P., Gaudin, R., Robert, A., Francin, J. M. & Maire, C. Improvement in HPLC analysis of urinary trans,trans-muconic acid, a promising substitute for phenol in the assessment of benzene exposure. Int. Arch. Occup. Environ. Health. 62, 529–534 (1990).
Tranfo, G., Paci, E., Sisto, R. & Pigini, D. Validation of an HPLC/MS/MS method with isotopic dilution for quantitative determination of trans, trans-muconic acid in urine samples of workers exposed to low benzene concentrations. J. Chromatogr. B. 867, 26–31 (2008).
Vieira, A. C., Zampieri, R. A., de Siqueira, M. E. P. B., Martins, I. & Figueiredo, E. C. Molecularly imprinted solid-phase extraction and high-performance liquid chromatography with ultraviolet detection for the determination of urinary trans, trans-muconic acid: a comparison with ionic exchange extraction. Analyst 137, 2462–2469 (2012).
Mudiam, M. K. R. et al. Determination of t, t-muconic acid in urine samples using a molecular imprinted polymer combined with simultaneous ethyl chloroformate derivatization and pre-concentration by dispersive liquid-liquid microextraction. Anal. Bioanal. Chem. 405, 341–349 (2013).
Gagné, S. Determination of trans, trans-muconic acid in workers’ urine through ultra-performance liquid chromatography coupled to tandem mass spectrometry. Biom. Chromatogr. 27, 664–668 (2013).
Abdel-Rehim, A. & Abdel-Rehim, M. Evaluation of microextraction by packed sorbent and micro-liquid chromatography-tandem mass spectrometry as a green approach in bioanalysis. Biomed. Chromatogr. 27, 1225–1233 (2013).
Soleimani, E., Bahrami, A., Afkhami, A. & Ghorbanishahna F. Determination of urinary trans,trans-muconic acid using molecularly imprinted polymer in microextraction by packed sorbent followed by liquid chromatography with ultraviolet detection, J. Chromatogr. B. 1061-1062, 65–71 (2017).
Pereira, J., Câmara, J. S., Colmsjö, A. & Abdel-Rehim, M. Microextraction by packed sorbent: an emerging, selective and high-throughput extraction technique in bioanalysis. Biomed. Chromatogr. 28, 839–847 (2014).
Moein, M. M., Abdel-Rehim, A. & Abdel-Rehim, M. Microextraction by packed sorbent (MEPS). Trends. Anal. Chem. 67, 34–44 (2015).
Moein, M. M., Abdel-Rehim, A. & Abdel-Rehim, M. On-line determination of sarcosine in biological fluids utilizing dummy molecularly imprinted polymers in microextraction by packed sorbent. J. Sep. Sci. 38, 788–795 (2015).
Soleimani, E., Bahrami, A., Afkhami, A. & Ghorbanishahna F. Selective determination of mandelic acid in urine using molecularly imprinted polymer in microextraction by packed sorbent. Arch. Toxicol. doi: 10.1007/ s00204-017-2057-z (2017).
Moein, M. M. et al. On-line detection of hippuric acid by microextraction with a molecularly-imprinted polysulfone membrane sorbent and liquid chromatographytandem mass spectrometry. J. Chromatogr. A. 1372, 55–62 (2014).
Morales-Cid, G. et al. Automated microextraction sample preparation coupled on-line to FT-ICR-MS: application to desalting and concentration of river and marine dissolved organic matter. Anal. Bioanal. Chem. 395, 797–807 (2009).
Prieto, A., Schrader, S. & Moeder, M. Determination of organic priority pollutants and emerging compounds in wastewater and snow samples using multiresidue protocols on the basis of microextraction by packed sorbents coupled to large volume injection gas chromatography-mass spectrometry analysis. J. Chromatogr. A. 1217, 6002–6011 (2010).
Rani, S. & Malik, A. K. A novel microextraction by packed sorbent-gas chromatography procedure for the simultaneous analysis of antiepileptic drugs in human plasma and urine. J. Sep. Sci. 35, 2970–2977 (2012).
Mercolini, L., Mandrioli, R. & Raggi, M. A. Content of melatonin and other antioxidants in grape-related foodstuffs: measurement using a MEPS-HPLC-F method. J. Pineal. Res. 53, 21–28 (2012).
Gonçalves, J., Silva, C. L., Castilho, P. C. & Câmara, J. S. An attractive, sensitive and high-throughput strategy based on microextraction by packed sorbent followed by UHPLC-PDA analysis for quantification of hydroxybenzoic and hydroxycinnamic acids in wines. Microchem. J. 106, 129–138 (2013).
Leca, J. M., Pereira, V., Pereira A. C. & Marques, J. C. Rapid and sensitive methodology for determination of ethylcarbamate in fortified wines using microextraction by packed sorbent and gas chromatography with mass spectrometric detection. Anal. Chim. Acta. 811, 29–35 (2014).
Jardim, V. C., de Paulo Melo, L., Domingues, D. D. & Queiroz, M. E. C. Determination of parabens in urine samples by microextraction using packed sorbent and ultra-performance liquid chromatography coupled to tandem mass spectrometry. J. Chromatogr. B. 974, 35–41 (2015).
Abdel-Rehim, M. Microextraction by packed sorbent (MEPS): a tutorial. Anal. Chim. Acta. 701, 119–128 (2011).
Daryanavard, S. M. et al. Molecularly imprinted polymer in microextraction by packed sorbent for the simultaneous determination of local anesthetics: lidocaine, ropivacaine, mepivacaine and bupivacaine in plasma and urine samples. Biomed. Chromatogr. 27, 1481–1488 (2013).