Abstract
In this study, we report for the first time developing an analytical method based on three metal–organic frameworks (MOF) including UiO-66, UiO-66-NH2 and UiO-66-NH2 @ Fe3O4-SiO2 in micro-extraction by packed sorbent (MEPS) extracting trans, trans-muconic acid (tt-MA) in urine. The FT-IR, XRD and FE-SEM techniques were used for characterization of the synthesized MOFs. The effects of some analytical parameters were investigated on the MEPS performance using central composite design by response surface methodology. The findings demonstrated that the sample volume and desorption cycles were the most important parameters for the extraction of tt-MA using UiO-MEPS procedure combined with high-performance liquid chromatography (HPLC). The limit of quantification (LOQ) of UiO-MEPS-HPLC procedure for UiO-66, UiO-66-NH2 and UiO-66-NH2 @ Fe3O4-SiO2 core–shell was 0.005, 0.005 and 0.003 µg mL−1, respectively. Under optimal conditions, the UiO-MEPS-HPLC method offered a good performance for extracting tt-MA from urine samples (UiO-66, UiO-66-NH2 and UiO-66-NH2 @ Fe3O4-SiO2 core–shell: 86%, 0.95% and 98.5%, respectively, RSD < 3.54%). The results indicated that this technique was a sensitive, fast and reusable method and can be applied to extract and determine trace amounts of urinary tt-MA in the urine matrix.
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Abbreviations
- T,t- MA:
-
Trans, trans muconic acid
- ACGIH:
-
American conference of governmental industrial hygienists
- LLE:
-
Liquid-liquid extraction
- SPE:
-
Solid phase extraction
- HF- LPME:
-
Hollow-fiber liquid-phase micro- extraction
- DLLME:
-
Dispersive liquid–liquid micro extraction
- SLM:
-
Supported liquid membrane
- MEPS:
-
Micro extraction by packed sorbent
- MOF:
-
Metal- organic frameworks
- UiO:
-
University of Oslo
- HCl:
-
Hydrochloric acid
- APTES:
-
3- Amino propyl triethoxysilane
- DMF:
-
Dimethyl formamide
- TEOS:
-
Tetraethylorthosilicate
- CCD:
-
Central composite design
- RSM:
-
Response surface methodology
References
R. Nithyanandam, Y. MUN, F. SHIN, T. SIEW, O. YEE, and I. NURHAZWANI, J. Eng. Sci. Technol. 13, 4290 (2018)
V.J. Cogliano, R. Baan, K. Straif, Am. J. Ind. Med. 54, 165 (2011)
V. Olmos, S.C. Lenzken, C.M. Lopez, E.C. Villaamil, J. Anal. Toxicol. 30, 258 (2006)
C. Protano, R. Andreoli, P. Manini, M. Vitali, Sci. Total Environ. 435–436, 115 (2012)
ACGIH, ACGIH, Cincnnati, OH 112 (2019)
S. Tang, H.K. Lee, Anal. Chem. 85, 7426 (2013)
S. Shahtaheri, F. Ghamari, F. Golbabaei, A. Rahimi-Froushani, M. Abdollahi, JOSE 11, 377 (2005)
A. Vieira, R. Zampieri, D. Siqueira, M. Martins, E. Figueiredo, Analyst 137, 2642 (2012)
A. Bahrami, F. Ghamari, Y. Yamini, F. Ghorbani Shahna, and A. Koolivand, J. Sep. Sci. 41, 501 (2018)
M.K.R. Mudiam, A. Chauhan, K.P. Singh, S.K. Gupta, R. Jain, R. Ch, R.C. Murthy, Anal. Bioanal. Chem. 405, 341 (2013)
J. Norberg, D. Tiruye, L. Mathiasson, J.Å. Jönsson, J. Sep. Sci. 25, 351 (2002)
M.M. Moein, A. Abdel-Rehim, M. Abdel-Rehim, TrAC. Trends Anal. Chem. 67, 34 (2015)
Z. Altun, M. Abdel-Rehim, Anal. Chim. Acta 630, 116 (2008)
C. Santos, D. Oppolzer, A. Gonçalves, M. Barroso, E. Gallardo, J. Anal. Toxicol. 42, 321 (2018)
H. Vlčková, D. Solichová, M. Bláha, P. Solich, L. Nováková, J. Pharm. Biomed. Anal. 55, 301 (2011)
W. Zhang, Y.-B. Ma, Y.-A. Li, H.-P. Wang, J. Iran. Chem. Soc. 16, 65 (2019)
J.H. Cavka, S. Jakobsen, U. Olsbye, N. Guillou, C. Lamberti, S. Bordiga, K.P. Lillerud, J. Am. Chem. Soc. 130, 13850 (2008)
M. Katz, Z. Brown, Y. Colón, P. Siu, K. Scheidt, Chem. Commun. 49, 9449 (2013)
Y. Dou, L. Guo, G. Li, X. Lv, L. Xia, J. You, Microchem. J. 146, 366 (2019)
H. Saleem, U. Rafique, R. Davies, Microporous Mesoporous Mater. 221, 238 (2016)
M. Vahidi, A.M. Rashidi, A. Tavasoli, J. Iran. Chem. Soc. 14, 2247 (2017)
H.-B. Shang, C.-X. Yang, X.-P. Yan, J. Chromatogr. A 1357, 165 (2014)
W. Zhang, Z. Yan, J. Gao, P. Tong, W. Liu, L. Zhang, J. Chromatogr. A 1400, 10 (2015)
M.A. Bezerra, R.E. Santelli, E.P. Oliveira, L.S. Villar, L.A. Escaleira, Talanta 76, 965 (2008)
H. Favre and W. Powell, Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Royal Society of Chemistry, 2013)
S. Lin, N. Gan, Y. Cao, Y. Chen, Q. Jiang, J. Chromatogr. A 1446, 34 (2016)
F. Vermoortele, R. Ameloot, A. Vimont, Chem. Commun. 47, 1521 (2011)
M. Abdel-Rehim, Anal. Chim. Acta 701, 119 (2011)
R. Rahimpoor, A. Bahrami, D. Nematollahi, F. Shahna, M. Farhadian, J. Chromatogr. B 111–1115, 54 (2019)
W. Li, R. Wang, Z. Chen, J. Chromatogr. A 1576, 19 (2018)
H. Jiang, Y. Liu, W. Luo, Y. Wang, X. Tang, W. Dou, Y. Cui, W. Liu, Anal. Chim. Acta 1014, 91 (2018)
A. Karmakar, P. Samanta, A.V. Desai, S.K. Ghosh, Acc. Chem. Res. 50, 2457 (2017)
H. Lan, L.D. Salmi, T. Rönkkö, J. Parshintsev, M. Jussila, K. Hartonen, M. Kemell, M.-L. Riekkola, Anal. Chim. Acta 1024, 93 (2018)
F. Pourbahman, M. Zeeb, A. Monzavi, S.S. Homami, Chem. Pap. 73, 3135 (2019)
F. Ghamari, A. Bahrami, Y. Yamini, F.G. Shahna, A. Moghimbeigi, Anal. Chem. Insights 11, ACI.S40177 (2016)
E. Soleimani, A. Bahrami, A.-J. Afkhami, J. Chromatogr. B 1061–1062, 65 (2017)
Acknowledgment
This work is a part of a Ph.D. dissertation (No. 9709275744) at Hamadan University of Medical Sciences, Iran. The authors would like to thank the Occupational Health and Safety Research Center, Hamadan University of Medical Sciences of Iran for financial support.
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Rahimpoor, R., Bahrami, A., Nematollahi, D. et al. Application of zirconium-based metal–organic frameworks for micro-extraction by packed sorbent of urinary trans, trans-muconic acid. J IRAN CHEM SOC 17, 2345–2358 (2020). https://doi.org/10.1007/s13738-020-01930-1
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DOI: https://doi.org/10.1007/s13738-020-01930-1