Unique pentafluorobenzylation and collision-induced dissociation for specific and accurate GC-MS/MS quantification of the catecholamine metabolite 3,4-dihydroxyphenylglycol (DHPG) in human urine

Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Alexander A ZoernerDimitrios Tsikas

Abstract

In the human body, the catecholamine norepinephrine is mainly metabolized to 3,4-dihydroxyphenylglycol (DHPG) which therefore serves as an important biomarker for norepinephrine's metabolism. Most data on DHPG concentrations in human plasma and urine has been generated by using HPLC-ECD or GC-MS technologies. Here, we describe a stable-isotope dilution GC-MS/MS method for the quantitative determination of DHPG in human urine using trideutero-DHPG (d(3)-DHPG) as internal standard and a two-step derivatization process with pentafluorobenzyl bromide (PFB-Br) and N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA). Two pentafluorobenzyl (PFB) trimethylsilyl (TMS) derivatives were obtained and identified, i.e., two isomeric DHPG-PFB-(TMS)(3) derivatives and the later eluting DHPG-tetrafluorobenzyl-(TMS)(2) derivative, i.e., DHPG-TFB-(TMS)(2). To our knowledge the DHPG-TFB-(TMS)(2) derivative and the underlying reaction have not been reported previously. In this reaction both vicinal aromatic hydroxyl groups of DHPG react with PFB-Br to form a heterocyclic seven-membered [1,4]dioxepin compound. The DHPG-TFB-(TMS)(2) derivative was used for quantitative GC-MS/MS analysis in the electron-capturing negative-ion chemical ionization mode by...Continue Reading

References

Mar 10, 2009·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Dimitrios Tsikas

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Citations

Oct 23, 2013·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Joo Yeon HongJongki Hong
Jul 7, 2016·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Hemi LuanZongwei Cai
Sep 23, 2014·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Erik HanffDimitrios Tsikas
Mar 16, 2021·Journal of Pharmaceutical Analysis·Fang-Yuan WangLing Yang

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