Alcohol biomarker analysis: Simultaneous determination of 5-hydroxytryptophol glucuronide and 5-hydroxyindoleacetic acid by direct injection of urine using ultra-performance liquid chromatography-tandem mass spectrometry

Journal of Mass Spectrometry

Volumn 42, Issue 7, 2007, Pages 940-949

  Stephanson, Nikolai ^a   Helander, Anders ^a   Beck, Olof ^a,b  

^a KAROLINSKA INSTITUTE   (Sweden)

^b KAROLINSKA UNIVERSITY HOSPITAL   (Sweden)

Author keywords

5 hydroxyindoleacetic acid; 5 hydroxytryptophol; 5 hydroxytryptophol glucuronide; Alcohol biomarker; UPLC MS MS; Urine

Indexed keywords

ALCOHOL BIOMARKERS; DEUTERATED ANALOGUES; REVERSED-PHASE CHROMATOGRAPHY; URINE;

ACETIC ACID; BIOASSAY; BIOMARKERS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; ROBUSTNESS (CONTROL SYSTEMS);

ALCOHOLS;

5 HYDROXYINDOLEACETIC ACID; 5 HYDROXYTRYPTOPHOL GLUCURONIDE; ALCOHOL DERIVATIVE; BIOLOGICAL MARKER; UNCLASSIFIED DRUG;

ALCOHOL CONSUMPTION; ARTICLE; CONTROLLED STUDY; DILUTION; ELECTROSPRAY; ELUTION; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; INTERMETHOD COMPARISON; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; REVERSED PHASE LIQUID CHROMATOGRAPHY; TANDEM MASS SPECTROMETRY; URINALYSIS; VALIDATION PROCESS;

ALCOHOL DRINKING; BIOLOGICAL MARKERS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; GLUCURONIDES; HUMANS; HYDROXYINDOLEACETIC ACID; HYDROXYTRYPTOPHOL; INDICATORS AND REAGENTS; REPRODUCIBILITY OF RESULTS; TANDEM MASS SPECTROMETRY;

EID: 34447302297     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1231     Document Type: Article

References (39)

1. Jones AW. Urine as a biological specimen for forensic analysis of alcohol and variability in the urine-to-blood relationship. Toxicological Reviews 2006; 25: 15.
2. Conigrave KM, Degenhardt LJ, Whitfield JB, Saunders JB, Helander A, Tabakoff B. CDT, GGT, and AST as markers of alcohol use: the WHO/ISBRA collaborative project. Alcoholism, Clinical and Experimental Research 2002; 26: 332.
3. Davis VE, Brown H, Huff JA, Cashaw JL. The alteration of serotonin metabolism to 5-hydroxytryptophol by ethanol ingestion in man. The Journal of Laboratory and Clinical Medicine 1967; 69: 132.
4. Helander A, Beck O, Jacobsson G, Löwenmo C, Wikström T. Time course of ethanol-induced changes in serotonin metabolism. Life Sciences 1993; 53: 847.
5. Helander A, Beck O, Borg S. The use of 5-hydroxytryptophol as an alcohol intake marker. Alcohol and Alcoholism Supplement 1994; 2: 497.
6. Bendtsen P, Jones AW, Helander A. Urinary excretion of methanol and 5-hydroxytryptophol as biochemical markers of recent drinking in the hangover state. Alcohol and Alcoholism Supplement 1998; 33: 431.
7. Helander A, von Wachenfeldt J, Hiltunen A, Beck O, Liljeberg P, Borg S. Comparison of urinary 5-hydroxytryptophol, breath ethanol, and self-report for detection of recent alcohol use during outpatient treatment: a study on methadone patients. Drug and Alcohol Dependence 1999; 56: 33.
8. Helander A, Beck O, Jones AW. Distinguishing ingested ethanol from microbial formation by analysis of urinary 5-hydroxytryptophol and 5-hydroxyindoleacetic acid. Journal of Forensic Sciences 1995; 40: 95.
9. Sarkola T, Dahl H, Eriksson CJ, Helander A. Urinary ethyl glucuronide and 5-hydroxytryptophol levels during repeated ethanol ingestion in healthy human subjects. Alcohol and Alcoholism 2003; 38: 347.
10. Voltaire A, Beck O, Borg S. Urinary 5-hydroxytryptophol: a possible marker of recent alcohol consumption. Alcoholism, Clinical and Experimental Research 1992; 16: 281.
11. Helander A, Beck O, Jones AW. Laboratory testing for recent alcohol consumption: comparison of ethanol, methanol, and 5-hydroxytryptophol. Clinical Chemistry 1996; 42: 618.
12. Carlsson AV, Hiltunen AJ, Beck O, Stibler H, Borg S. Detection of relapses in alcohol-dependent patients: comparison of carbohydrate-deficient transferrin in serum, 5-hydroxytryptophol in urine, and self-reports. Alcoholism, Clinical and Experimental Research 1993; 17: 703.
13. Johnson RD, Lewis RJ, Canfield DV, Blank CL. Accurate assignment of ethanol origin in postmortem urine: liquid chromatographic-mass spectrometric determination of serotonin metabolites. Journal of Chromatography B 2004; 805: 223.
14. Helander A, Beck O, Boysen L. 5-Hydroxytryptophol conjugation in man: influence of alcohol consumption and altered serotonin turnover. Life Sciences 1995; 56: 1529.
15. Stephanson N, Dahl H, Helander A, Beck O. Determination of urinary 5-hydroxytryptophol glucuronide by liquid chromatography-mass spectrometry. Journal of Chromatography. B 2005; 816: 107.
16. Helander A, Beck O, Wennberg M, Wikström T, Jacobsson G. Determination of urinary 5-hydroxyindole-3-acetic acid by high-performance liquid chromatography with electrochemical detection and direct sample injection. Analytical Biochemistry 1991; 196: 170.
17. Beck O, Helander A. 5-Hydroxytryptophol as a marker for recent alcohol intake. Addiction 2003; 98: 63.
18. Helander A, Beck O, Borg S. Determination of urinary 5-hydroxytryptophol by high-performance liquid chromatography with electrochemical detection. Journal of Chromatography 1992; 579: 340.
19. Helander A, Löwenmo C, Beck O. Determination of 5-hydroxytryptophol in urine by high-performance liquid chromatography: application of a new post-column derivatization method with fluorometric detection. Journal of Pharmaceutical and Biomedical Analysis 1995; 13: 651.
20. Churchwell MI, Twaddle NC, Meeker LR, Doerge DR. Improving LC-MS sensitivity through increases in chromatographic performance: comparisons of UPLC-ES/MS/MS to HPLC-ES/MS/MS. Journal of Chromatography. B 2005; 825: 134.
21. Wren SA, Tchelitcheff P. Use of ultra-performance liquid chromatography in pharmaceutical development. Journal of Chromatography A 2006; 1119: 140.
22. Dear GJ, James AD, Sarda S. Ultra-performance liquid chromatography coupled to linear ion trap mass spectrometry for the identification of drug metabolites in biological samples. Rapid Communications in Mass Spectrometry 2006; 20: 1351.
23. Hesselgren T, Beck O. Synthesis of six specifically deuterated indoles of biological interest. Journal Of Labelled Compounds and Radiopharmaceuticals 1980; 17: 411.
24. Carey R, Anderson F, George H, Hartmann A, Janzen M, Kallner A, Levine J, Schiffgens J, Srinivasan A, Tholen D. User verification of performance for precision and trueness; approved guideline. CLSI document EP15-A2, Vol. 25, 2nd ed. Clinical and Laboratory Standards Institute 2005; 1.
25. Vogeser M. Liquid chromatography-tandem mass spectrometry-application in the clinical laboratory. Clinical Chemistry and Laboratory Medicine 2003; 41: 117.
26. Maurer HH. Multi-analyte procedures for screening for and quantification of drugs in blood, plasma, or serum by liquid chromatography-single stage or tandem mass spectrometry (LC-MS or LC-MS/MS) relevant to clinical and forensic toxicology. Clinical Biochemistry 2005; 38: 310.
27. Kostiainen R, Kotiaho T, Kuuranne T, Auriola S. Liquid chromatography/atmospheric pressure ionization-mass spectrometry in drug metabolism studies. Journal of Mass Spectrometry 2003; 38: 357.
28. Helander A, Wikstrȯm T, Löwenmo C, Jacobsson G, Beck O. Urinary excretion of 5-hydroxyindole-3-acetic acid and 5-hydroxytryptophol after oral loading with serotonin. Life Science 1992; 50: 1207.
29. Borucki K, Schreiner R, Dierkes J, Jachau K, Krause D, Westphal S, Wurst FM, Luley C, Schmidt-Gayk H. Detection of recent ethanol intake with new markers: comparison of fatty acid ethyl esters in serum and of ethyl glucuronide and the ratio of 5-hydroxytryptophol to 5-hydroxyindole acetic acid in urine. Alcoholism, Clinical and Experimental Research 2005; 29: 781.
30. Costantino A, Digregorio EJ, Korn W, Spayd S, Rieders F. The effect of the use of mouthwash on ethylglucuronide concentrations in urine. Journal of Analytical Toxicology 2006; 30: 659.
31. Maralikova B, Weinmann W. Confirmatory analysis for drugs of abuse in plasma and urine by high-performance liquid chromatography-tandem mass spectrometry with respect to criteria for compound identification. Journal of Chromatography. B 2004; 811: 21.
32. Rivier L. Criteria for the identification of compounds by liquid chromatography-mass spectrometry and liquid chromatography-multiple mass spectrometry in forensic toxicology and doping analysis. Analytica Chimica Acta 2003; 492: 69.
33. Peters FT, Drummer OH, Musshoff F. Validation of new methods. Forensic Science International 2007; 165: 216.
34. Bogusz MJ. Large amounts of drugs may considerably influence the peak areas of their coinjected deuterated analogues measured with APCI-LC-MS. Journal of Analytical Toxicology 1997; 21: 246.
35. Bonfiglio R, King RC, Olah TV, Merkle K. The effects of sample preparation methods on the variability of the electrospray ionization response for model drug compounds. Rapid Communications in Mass Spectrometry 1999; 13: 1175.
36. Matuszewski BK, Constanzer ML, Chavez-Eng CM. Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC-MS/MS. Analytical Chemistry 2003; 75: 3019.
37. Sterner JL, Johnston MV, Nicol GR, Ridge DP. Signal suppression in electrospray ionization Fourier transform mass spectrometry of multi-component samples. Journal of Mass Spectrometry 2000; 35: 385.
38. King R, Bonfiglio R, Fernandez-Metzler C, Miller-Stein C, Olah T. Mechanistic investigation of ionization suppression in electrospray ionization. Journal of the American Society for Mass Spectrometry 2000; 11: 942.
39. Weinmann W, Schaefer P, Thierauf A, Schreiber A, Wurst FM. Confirmatory analysis of ethylglucuronide in urine by liquid-chromatography/electrospray ionization/tandem mass spectrometry according to forensic guidelines. Journal of the American Society for Mass Spectrometry 2004; 15: 188.