68
Views
2
CrossRef citations to date
0
Altmetric
Articles

A simple and reliable ultra-high performance liquid chromatography coupled with tandem mass spectrometry method for simultaneous quantification of tyrosine and its metabolites in human urine

, , &
Pages 1013-1019 | Received 29 Oct 2018, Accepted 29 Nov 2018, Published online: 31 Jan 2019

References

  • Yu, Y.; Lv, X.; Li, J.; Zhou, Q.; Cui, C.; Hosseinzadeh, P.; Mukherjee, A.; Nilges, M. J.; Wang, J.; Lu, Y. Defining the Role of Tyrosine and Rational Tuning of Oxidase Activity by Genetic Incorporation of Unnatural Tyrosine Analogs. J. Am. Chem. Soc. 2015, 137, 4594–4597. DOI: 10.1021/ja5109936.
  • CPerez, C.; Mata, S.; Cabezas, C.; Lopez, J.-C.; Alonso, J.-L. The Rotational Spectrum of Tyr. J. Phys. Chem. A. 2015, 119, 3731–3735. DOI: 10.1021/acs.jpca.5b01792.
  • Geck, R.-C.; Toker, A. Nonessential Amino Acid Metabolism in Breast Cancer. Adv. Biol. Regu. 2016, 162, 11–17. DOI: 10.1016/j.jbior.2016.01.001.
  • Domingues, D.-S.; Crevelin, E.-J.; Moraes, L.-A.; Hallak, J.-E.; Crippa, J.-A.; Queiroz, M.-E. Simultaneous Determination of Amino Acids and Neurotransmitters in Plasma Samples from Schizophrenic Patients by Hydrophilic Interaction Liquid Chromatography with Tandem Mass Spectrometry. J. Sep. Sci. 2015, 38, 780–787. DOI: 10.1002/jssc.201400943.
  • Harden, J.-L.; Lewis, S.-M.; Lish, S.-R.; Suárezfariñas, M.; Gareau, D.; Lentini, T.; Johnson-Huang, L.-M.; Krueger, J.-G.; Lowes, M.-A. The Tryptophan Metabolism Enzyme L-kynureninase Is a Novel Inflammatory Factor in Psoriasis and Other Inflammatory Diseases. J. Allergy Clin. Immunol. 2015, 13, 1830–1840. DOI: 10.1016/j.jaci.2015.09.055.
  • Feng, L.; He, Y.-Q.; Xu, G.-H.; Hu, H.; Guo, L.; Wan, Y.-Q. Determination of Tyr and Its Metabolites in Human Serum with Application to Cancer Diagnosis. Anal Lett. 2014, 47, 1275–1289. DOI: 10.1080/00032719.2013.871549.
  • Chiyomaru, T.; Seki, N.; Inoguchi, S.; Shihara, T.; Mataki, H.; Matsushita, R.; Goto, Y.; Nishikawa, R.; Tatarano, S.; Itesako, T.; et al. Dual Regulation of Receptor Tyr Kinase Genes EGFR and c-Met by the Tumor-suppressive microRNA-23b/27b Cluster in Bladder Cancer. Int. J. Oncol. 2015, 46, 487–496. DOI: 10.3892/ijo.2014.2752.
  • Grothey, A.; Cutsem, E. V.; Sobrero, A.; Siena, S.; Falcone, A.; Ychou, M.; Humblet, Y.; Bouché, O.; Mineur, L.; Barone, C.; et al. Regorafenib Monotherapy for Previously Treated Metastatic Colorectal Cancer (CORRECT): an International, multicentre, randomised, placebo-controlled, phase 3 Trial. Lancet 2013, 381, 303–312. DOI: 10.1016/S0140-6736(12)61900-X.
  • Moein, M.-M.; Javanbakht, M.; Karimi, M.; Behrouz, A.; Mohamed, A. A New Strategy for Surface Modification of Polysulfone Membrane by in Situ Imprintedsol–gel Method for the Selective Separation and Screening of L-Tyr as a Lung Cancer Biomarker. Analyst. 2015, 140, 1939–1946. DOI: 10.1039/C4AN01596G.
  • Gaia, T.; Matthias, W.; Jens, P.; Roland, M. Photodynamics of Free and Solvated Tyr. J. Phys. Chem. B. 2012, 116, 8762–8770. DOI: 10.1021/jp302179m.
  • Rodríguez-Suárez, E.; Siwy, J.; Zürbig, P.; Mischak, H. Urine as a Source for Clinical Proteome Analysis: From Discovery to Clinical Application. Biochim. Biophys. Acta. 2014, 1844, 884–898. DOI: 10.1016/j.bbapap.2013.06.016.
  • Lin, C.-C.; Tseng, C.-C.; Chuang, T.-K.; Lee, D.-S.; Lee, G.-B. Urine Analysis in Microfluidic Devices. Analyst. 2011, 136, 2669–2688. DOI: 10.1039/c1an15029d.
  • Chiong, M.-A.-D.; Tan, M.-A.; Cordero, G.-P.; Fodra, E.-G.-D.; Manliguis, J.-S.; Lopez, C.-P.; Dalmacio, L.-M.-M. Plasma Amino Acid and Urine Organic Acid Profiles of Filipino Patients with Maple Syrup Urine Disease (MSUD) and Correlation with Their Neurologic Features. Mol. Genet. Metab. Rep. 2016, 9, 46–53. DOI: 10.1016/j.ymgmr.2016.10.004.
  • McFarlane, H.-G.; Steele, J.; Vinion, K.; Bongiovanni, R.; Double, M.; Jaskiw, G.-E. Acute Lithium Administration Selectively Lowers Tyr Levels in Serum and Brain. Brain Res. 2011, 1420, 29–36. DOI: 10.1016/j.brainres.2011.08.054.
  • Chen, Y.; Ma, Z.; Li, A.; Li, H.; Wang, B.; Zhong, J.; Min, L.; Dai, L. Metabolomic Profiling of Human Serum in Lung Cancer Patients Using Liquid Chromatography/hybrid Quadrupole Time-of-flight Mass Spectrometry and Gas Chromatography/mass Spectrometry. J. Cancer Res. Clin. Oncol. 2015, 141, 705–718. DOI: 10.1007/s00432-014-1846-5.
  • Song, Y.; Liao, J.; Zha, C.; Wang, B.; Liu, C. C. A Novel Approach to Determine the Tyr Concentration in Human Plasma by DART-MS/MS. Anal. Methods 2015, 7, 1600–1605. DOI: 10.1039/C4AY02566K.
  • Marcos, J.; Renau, N.; Valverde, O.; Aznar-Laín, G.; Gracia-Rubio, I.; Gonzalez-Sepulveda, M.; Pérez-Jurado, L. A.; Ventura, R.; Segura, J.; Pozo, O. J. Targeting Tryptophan and Tyr Metabolism by Liquid Chromatography Tandem Mass Spectrometry. J. Chromatogr. A. 2016, 1434, 91–101. DOI: 10.1016/j.chroma.2016.01.023.
  • Deng, M.; Zhang, M.; Huang, X.; Ma, J.; Hu, L.; Lin, G.; Wang, X. A Gas Chromatography-mass Spectrometry Based Study on Serum Metabolomics in Rats Chronically Poisoned with Hydrogen Sulphide. J. Forensic Leg. Med. 2015, 32, 59–63. DOI: 10.1016/j.jflm.2015.02.014.
  • Pena, M.-J.; Lambers, H.-H.-J.; Hellemons, M.-E.; Friedrich, T.; Dallmann, G.; Lajer, M.; Bakker, S.-J.-L.; Gansevoort, R.-T.; Rossing, P.; Zeeuw, D.; et al. Urine and Plasma Metabolites Predict the Development of Diabetic Nephropathy in Individuals with Type 2 Diabetes Mellitus. Diabet. Med. 2014, 31, 1138–1147. DOI: 10.1111/dme.12447.
  • Yang, Y. L.; Liu, F.; Wan, Y.-Q. Simultaneous Determination of 4-hydroxyphenyl Lactic Acid, 4-hydroxyphenyl Acetic Acid, and 3,4-hydroxyphenyl Propionic Acid in Human Urine by Ultra-high Performance Liquid Chromatography with Fluorescence Detection. J. Sep. Sci. 2017, 40, 2117–2122. DOI: 10.1002/jssc.201700014.
  • Guo, X.-F.; Wang, J.-Y.; Wang, H.; Zhang, H.-S. Simultaneous Determination of Primary and Secondary Phenethylamines in Biological Samples by High-performance Liquid Chromatographic Method with Fluorescence Detection. J. Chromatogr. B. 2014, 967, 69–74. DOI: 10.1016/j.jchromb.2014.07.017.
  • Chen, G.; Ye, J.; Cheng, J. Determination of Monoamine Transmitters and Tyr in Biological Samples by Capillary Electrophoresis with Electrochemical Detection. Chromatographia 2000, 52, 137–141. DOI: 10.1007/BF02490443.
  • Kemmegne-Mbouguen, J.-C.; Ngameni, E. Simultaneous Quantification of Dopamine, acetaminophen and Tyr at Carbon Paste Electrodes Modified with Porphyrin and Clay. Anal. Methods 2017, 9, 4157–4166. DOI: 10.1039/C7AY01173C.
  • Petrosino, T.; Serafini, M. Matrix Effect in F2-isoprostanes Quantification by HPLC–MS/MS: Avalidated Method for Analysis of iPF2 -III and iPF2 -VI in Human Urine. J. Chromatogr. B. 2014, 965, 100–106. DOI: 10.1016/j.jchromb.2014.06.021.
  • Stewart, N.-A.; Buch, S.-C.; Conrads, T.-P.; Branch, R.-A. A UPLC-MS/MS Assay of the ‘‘Pittsburgh Cocktail’’: six CYP Probe-drug/metabolites from Human Plasma and Urine Using Stable Isotope Dilution. Analyst. 2011, 136, 605–612. DOI: 10.1039/C0AN00643B.
  • Thomas, A.; Kohler, M.; Schänzer, W.; Delahaut, P.; Thevis, M. Determination of IGF-1 and IGF-2, their Degradation Products and Synthetic Analogues in Urine by LC-MS/MS. Analyst. 2011, 136, 1003. DOI: 10.1039/C0AN00632G.
  • Isaguirre, A.-C.; Olsina, R.-A.; Martinez, L.-D.; Lapierre, A.-V.; Cerutti, S. Development of Solid Phase Extraction Strategies to Minimize the Effect of Human Urine Matrix Effect on the Response of Carnitine by UPLC–MS/MS. Microchem. J. 2016, 129, 362–367. DOI: 10.1016/j.microc.2016.07.018.
  • Ferrer, I.; Thurman, E.-M.; Fernandez-Alba, A.-R. Quantitation and Accurate Mass Analysis of Pesticides in Vegetables by LC/TOF-MS. Anal. Chem. 2005, 77, 2818–2825. DOI: 10.1021/ac048458x.
  • Mo, J.-X.; Eggers, R.-K.; Rasto, C.-L.; Lim, L.-Y. Development and Validation of a LC/TOF MS Method for the Determination of Carboplatin and Paclitaxel in Nanovesicles. Anal. Bioanal. Chem. 2014, 406, 2659–2667. DOI: 10.1007/s00216-014-7684-0.
  • Xing, T.-T.; Zhao, X.-J.; Zhang, Y.-D.; Li, Y.-F. Fast Separation and Sensitive Quantitation of Polymethoxylated Flavonoids in the Peels of Citrus Using UPLC-Q-TOF-MS. J. Agric. Food Chem. 2017, 65, 2615–2627. DOI: 10.1021/acs.jafc.6b05821.
  • Kaczynski, P. Clean-up and Matrix Effect in LC-MS/MS Analysis of Food of Plant Origin for High Polar Herbicides. Food Chem. 2017, 230, 524–531. DOI: 10.1016/j.foodchem.2017.03.091
  • Ferrer, C.; Lozano, A.; Aguera, A.; Giron, A.-J.; Fernandez-Alba, A.-R. Overcoming Matrix Effects Using the Dilution Approach in Multiresidue Methods for Fruits and Vegetables. J. Chromatogr A. 2011, 1218, 7634–7639. DOI: 10.1016/j.chroma.2011.07.033.
  • Abe, K.; Suzuki, H.; Maekawa, M.; Shimada, M.; Yamaguchi, H.; Mano, N. Matrix Effect–corrected Liquid Chromatography/tandem Mass-spectrometric Method for Determining Acylcarnitines in Human Urine. Clinica Chimica Acta 2017, 468, 187–194. DOI: 10.1016/j.cca.2017.03.001.
  • Quifer-Rada, P.; Martínez-Huélamo, M.; Jáuregui, O.; Chiva-Blanch, G.; Estruch, R.; Lamuela-Raventós, R. M. Analytical Condition Setting a Crucial Step in the Quantification of Unstable Polyphenols in Acidic Conditions: Analyzing Prenylflavanoids in Biological Samples by Liquid Chromatography-Electrospray Ionization Triple Quadruple Mass Spectrometry. Anal. Chem. 2013, 85, 5547–5554. DOI: 10.1021/ac4007733.
  • U.S. Department of Health and Human Services, Food and Drug Administration, Guidance for Industry Bioanalytical Method Validation, 2018.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.