Analysis of catechol-type glucuronides in urine samples by liquid chromatography-electrospray ionization-tandem mass spectrometry

Helena Keski-Hynnilä, Riitta Andersin, Leena Luukkanen, Jyrki Taskinen, Risto Kostiainen (Corresponding Author)

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Abstract

A direct and fast liquid chromatographic–electrospray ionization-tandem mass spectrometric (LC–ESI-MS–MS) method is described for the determination of 3-O-glucuronides of E- and Z-entacapone, nitecapone and tolcapone and 1-O- and 2-O-glucuronides of 4-nitrocatechol in urine. p-Nitrophenyl β-d-glucuronide was used as internal standard. Spiked urine samples were prepared by solid-phase extraction and analysed by isocratic LC–ESI-MS–MS in negative ion mode. The ESI mass spectra showed an abundant deprotonated molecule [M–H]−, which was chosen as precursor ion. Collisionally induced dissociation of [M–H]− in MS–MS resulted in the loss of neutral glucuronide moiety and in the appearance of an intense negatively charged drug molecule, which was chosen as the product ion to be monitored in the LC–MS–MS analysis. The new method showed good linearity (r2>0.997) and repeatability of the method (relative standard deviation <2.56%). The limits of detection were determined to be 0.1–0.2 μg/ml when 5 μl of the spiked urine was used for the analysis (5–10 pg of glucuronide introduced to ESI-MS–MS).
Original languageEnglish
Pages (from-to)75-83
JournalJournal of Chromatography A
Volume794
Issue number1-2
DOIs
Publication statusPublished - 1998
MoE publication typeA1 Journal article-refereed

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Electrospray ionization
Electrospray Ionization Mass Spectrometry
Glucuronides
Liquid chromatography
Tandem Mass Spectrometry
Liquid Chromatography
Mass spectrometry
Urine
Ions
Ionization of liquids
Molecules
Solid Phase Extraction
Limit of Detection
Negative ions
catechol
Pharmaceutical Preparations

Cite this

Keski-Hynnilä, Helena ; Andersin, Riitta ; Luukkanen, Leena ; Taskinen, Jyrki ; Kostiainen, Risto. / Analysis of catechol-type glucuronides in urine samples by liquid chromatography-electrospray ionization-tandem mass spectrometry. In: Journal of Chromatography A. 1998 ; Vol. 794, No. 1-2. pp. 75-83.
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abstract = "A direct and fast liquid chromatographic–electrospray ionization-tandem mass spectrometric (LC–ESI-MS–MS) method is described for the determination of 3-O-glucuronides of E- and Z-entacapone, nitecapone and tolcapone and 1-O- and 2-O-glucuronides of 4-nitrocatechol in urine. p-Nitrophenyl β-d-glucuronide was used as internal standard. Spiked urine samples were prepared by solid-phase extraction and analysed by isocratic LC–ESI-MS–MS in negative ion mode. The ESI mass spectra showed an abundant deprotonated molecule [M–H]−, which was chosen as precursor ion. Collisionally induced dissociation of [M–H]− in MS–MS resulted in the loss of neutral glucuronide moiety and in the appearance of an intense negatively charged drug molecule, which was chosen as the product ion to be monitored in the LC–MS–MS analysis. The new method showed good linearity (r2>0.997) and repeatability of the method (relative standard deviation <2.56{\%}). The limits of detection were determined to be 0.1–0.2 μg/ml when 5 μl of the spiked urine was used for the analysis (5–10 pg of glucuronide introduced to ESI-MS–MS).",
author = "Helena Keski-Hynnil{\"a} and Riitta Andersin and Leena Luukkanen and Jyrki Taskinen and Risto Kostiainen",
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Analysis of catechol-type glucuronides in urine samples by liquid chromatography-electrospray ionization-tandem mass spectrometry. / Keski-Hynnilä, Helena; Andersin, Riitta; Luukkanen, Leena; Taskinen, Jyrki; Kostiainen, Risto (Corresponding Author).

In: Journal of Chromatography A, Vol. 794, No. 1-2, 1998, p. 75-83.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Analysis of catechol-type glucuronides in urine samples by liquid chromatography-electrospray ionization-tandem mass spectrometry

AU - Keski-Hynnilä, Helena

AU - Andersin, Riitta

AU - Luukkanen, Leena

AU - Taskinen, Jyrki

AU - Kostiainen, Risto

PY - 1998

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N2 - A direct and fast liquid chromatographic–electrospray ionization-tandem mass spectrometric (LC–ESI-MS–MS) method is described for the determination of 3-O-glucuronides of E- and Z-entacapone, nitecapone and tolcapone and 1-O- and 2-O-glucuronides of 4-nitrocatechol in urine. p-Nitrophenyl β-d-glucuronide was used as internal standard. Spiked urine samples were prepared by solid-phase extraction and analysed by isocratic LC–ESI-MS–MS in negative ion mode. The ESI mass spectra showed an abundant deprotonated molecule [M–H]−, which was chosen as precursor ion. Collisionally induced dissociation of [M–H]− in MS–MS resulted in the loss of neutral glucuronide moiety and in the appearance of an intense negatively charged drug molecule, which was chosen as the product ion to be monitored in the LC–MS–MS analysis. The new method showed good linearity (r2>0.997) and repeatability of the method (relative standard deviation <2.56%). The limits of detection were determined to be 0.1–0.2 μg/ml when 5 μl of the spiked urine was used for the analysis (5–10 pg of glucuronide introduced to ESI-MS–MS).

AB - A direct and fast liquid chromatographic–electrospray ionization-tandem mass spectrometric (LC–ESI-MS–MS) method is described for the determination of 3-O-glucuronides of E- and Z-entacapone, nitecapone and tolcapone and 1-O- and 2-O-glucuronides of 4-nitrocatechol in urine. p-Nitrophenyl β-d-glucuronide was used as internal standard. Spiked urine samples were prepared by solid-phase extraction and analysed by isocratic LC–ESI-MS–MS in negative ion mode. The ESI mass spectra showed an abundant deprotonated molecule [M–H]−, which was chosen as precursor ion. Collisionally induced dissociation of [M–H]− in MS–MS resulted in the loss of neutral glucuronide moiety and in the appearance of an intense negatively charged drug molecule, which was chosen as the product ion to be monitored in the LC–MS–MS analysis. The new method showed good linearity (r2>0.997) and repeatability of the method (relative standard deviation <2.56%). The limits of detection were determined to be 0.1–0.2 μg/ml when 5 μl of the spiked urine was used for the analysis (5–10 pg of glucuronide introduced to ESI-MS–MS).

U2 - 10.1016/S0021-9673(97)00885-6

DO - 10.1016/S0021-9673(97)00885-6

M3 - Article

VL - 794

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EP - 83

JO - Journal of Chromatography A

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