Determination of phenolic metabolites of polycyclic aromatic hydrocarbons in human urine as their pentafluorobenzyl ether derivatives using liquid chromatography-tandem mass spectrometry

被引:84
作者
Jacob, Peyton, III [1 ]
Wilson, Margaret
Benowitz, Neal L.
机构
[1] San Francisco Gen Hosp, Med Ctr, Med Serv, Div Clin Pharmacol & Expt Therapeut, San Francisco, CA 94110 USA
[2] Univ Calif San Francisco, Dept Med, San Francisco, CA 94110 USA
[3] Univ Calif San Francisco, Dept Psychiat, San Francisco, CA 94110 USA
[4] Univ Calif San Francisco, Dept Biopharmaceut Sci, San Francisco, CA 94110 USA
关键词
D O I
10.1021/ac060920l
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Polycyclic aromatic hydrocarbons (PAHs) are ubiquitous environmental contaminants, and a number of them are carcinogenic. One approach for measuring exposure to them is to determine the concentrations of metabolites in urine. The pyrene metabolite 1-hydroxypyrene has been used as a biomarker for exposure in numerous studies. However, determination of exposure to several PAHs may be advantageous, since the relative amounts may vary depending upon the exposure source. We developed a liquid chromatography-tandem mass spectrometry method for the determination of phenolic metabolites of naphthalene, fluorene, phenanthrene, and pyrene in human urine. Following enzymatic cleavage of the glucuronide and sulfate conjugates, the phenolic metabolites are extracted from urine and converted to pentafluorobenzyl ethers. These derivatives greatly enhance the sensitivity of detection by atmospheric pressure chemical ionization in the negative ion mode. Lower limits of quantitation range from 0.01 to 0.5 ng/mL. Stable isotope-labeled internal standards were synthesized or obtained commercially. Data on urinary excretion of several PAH metabolites in urine of smokers and nonsmokers are presented.
引用
收藏
页码:587 / 598
页数:12
相关论文
共 56 条
[21]   Determination of 4-hydroxy-3-methoxyphenylethylene glycol 4-sulfate in human urine using liquid chromatography-tandem mass spectrometry [J].
Jacob, P ;
Wilson, M ;
Yu, L ;
Mendelson, J ;
Jones, RT .
ANALYTICAL CHEMISTRY, 2002, 74 (20) :5290-5296
[22]  
Jacob R, 2002, J CHROMATOGR B, V778, P31
[23]  
Jongeneelen FJ, 2001, ANN OCCUP HYG, V45, P3, DOI 10.1016/S0003-4878(00)00009-0
[24]   Correlation of urinary 1-hydroxypyrene and 2-naphthol with total suspended particulates in ambient air in municipal middle-school students in Korea [J].
Kang, JW ;
Cho, SH ;
Kim, H ;
Lee, CH .
ARCHIVES OF ENVIRONMENTAL HEALTH, 2002, 57 (04) :377-382
[25]  
KEUMI T, 1980, SYNTHESIS-STUTTGART, P139
[26]   Phenyl-modified reversed-phase liquid chromatography coupled to atmospheric pressure chemical ionization mass spectrometry:: A universal method for the analysis of partially oxidized aromatic hydrocarbons [J].
Letzel, T ;
Pöschl, U ;
Wissiack, R ;
Rosenberg, E ;
Grasserbauer, M ;
Niessner, R .
ANALYTICAL CHEMISTRY, 2001, 73 (07) :1634-1645
[27]  
Letzel T, 1999, RAPID COMMUN MASS SP, V13, P2456, DOI 10.1002/(SICI)1097-0231(19991230)13:24<2456::AID-RCM812>3.0.CO
[28]  
2-2
[29]   Emission of polycyclic aromatic hydrocarbons and their carcinogenic potencies from cooking sources to the urban atmosphere [J].
Li, CT ;
Lin, YC ;
Lee, WJ ;
Tsai, PJ .
ENVIRONMENTAL HEALTH PERSPECTIVES, 2003, 111 (04) :483-487
[30]   The use of chemical derivatization to enhance liquid chromatography/tandem mass spectrometric determination of 1-hydroxypyrene, a biomarker for polycyclic aromatic hydrocarbons in human urine [J].
Li, YH ;
Li, AC ;
Shi, H ;
Zhou, SL ;
Shou, WZ ;
Jiang, XY ;
Weng, ND ;
Lauterbach, JH .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2005, 19 (22) :3331-3338