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Xenobiotica
the fate of foreign compounds in biological systems
Volume 19, 1989 - Issue 2
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Original Article

The metabolism of ethylbenzene and styrene to mandelic acid: Stereochemical considerations

L. Drummond Occupational Medicine and Hygiene Laboratories, 403 Edgware Road, London, NW2 6LN, UK
,
J. Caldwell Department of Pharmacology and Toxicology, St. Mary's Hospital Medical School, Norfolk Place, London, W2 1PG, UK
&
H. K. Wilson Occupational Medicine and Hygiene Laboratories, 403 Edgware Road, London, NW2 6LN, UK
Pages 199-207 | Received 13 Apr 1988, Accepted 21 Oct 1988, Published online: 30 Sep 2009

Citations (18)

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Makoto Take, Tomoki Takeda, Hiroaki Ishikawa, Michiharu Matsumoto, Kasuke Nagano & Shoji Fukushima. (2020) Area under the blood concentration-time curve (AUC) of ethylbenzene concentration in rats: relationship to inhalation and oral administration route-dose. Journal of Environmental Science and Health, Part A 55:14, pages 1596-1603.
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Igor Linhart. (2001) Stereochemistry of styrene biotransformation*. Drug Metabolism Reviews 33:3-4, pages 353-367.
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I.F. Mao, M.L. Chen & E.W. Lo. (1996) Simultaneous Determination of Urinary Metabolites of Toluene, Xylene, Styrene and Ethyl Benzene by Solid-Phase Extraction Technique and High-Performance Liquid Chromatographic/Photo Diode Array Detection. International Journal of Environmental Analytical Chemistry 64:1, pages 1-9.
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Susan Jenkins Sumner & Timothy R. Fennell. (1994) Review of the Metabolic Fate of Styrene. Critical Reviews in Toxicology 24:sup1, pages S11-S33.
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E. Elovaaraf, K. Engström, T. Nakajima, S. S. Parkii, H. V. Gelboin & H. Vainioj. (1991) Metabolism of inhaled styrene in acetone-, phenobarbital- and 3-methylcholanthrene-pretreated rats: Stimulation and stereochemical effects by induction of cytochromes P450IIE1, P450IIB and P450IA. Xenobiotica 21:5, pages 651-661.
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L. Drummond, J. Caldwell & H. K. Wilson. (1990) The stereoselectivity of 1,2-phenylethanediol and mandelic acid metabolism and disposition in the rat. Xenobiotica 20:2, pages 159-168.
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Articles from other publishers (12)

Xueting Wang, Weifeng He, Xiaojuan Wu, Xin Song, Xin Yang, Gaoman Zhang, Piye Niu & Tian Chen. (2023) Exposure to volatile organic compounds is a risk factor for diabetes: A cross-sectional study. Chemosphere 338, pages 139424.
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Otsile O. Mojanaga, K. Ravi Acharya & Matthew D. Lloyd. 2023. Modern Methods of Drug Design and Development. Modern Methods of Drug Design and Development 1 37 .
Kimberly M. Capella, Katharine Roland, Nathan Geldner, B. Rey deCastro, Víctor R. De Jesús, Dana van Bemmel & Benjamin C. Blount. (2019) Ethylbenzene and styrene exposure in the United States based on urinary mandelic acid and phenylglyoxylic acid: NHANES 2005–2006 and 2011–2012. Environmental Research 171, pages 101-110.
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Maksims Yevglevskis, Catherine R. Bowskill, Chloe C. Y. Chan, Justin H.-J. Heng, Michael D. Threadgill, Timothy J. Woodman & Matthew D. Lloyd. (2014) A study on the chiral inversion of mandelic acid in humans. Org. Biomol. Chem. 12:34, pages 6737-6744.
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Bernard Testa & Stefanie D. Krämer. (2007) The Biochemistry of Drug Metabolism – An Introduction. Chemistry & Biodiversity 4:3, pages 257-405.
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Sanja Kežić, Ivone Jakaša & Mira Wenker. (2000) Determination of mandelic acid enantiomers in urine by gas chromatography and electron-capture or flame ionisation detection. Journal of Chromatography B: Biomedical Sciences and Applications 738:1, pages 39-46.
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Sanja Kežić, Ivone Jakaša, Mira A.M Wenker, Peter J Boogaard, Aart C Monster & Frederik A de Wolff. (2000) Gas chromatography-electron capture determination of styrene-7,8-oxide enantiomers. Journal of Chromatography B: Biomedical Sciences and Applications 749:2, pages 265-274.
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Stephen L. Bearne, Martin St. Maurice & Mark D. Vaughan. (1999) An Assay for Mandelate Racemase Using High-Performance Liquid Chromatography. Analytical Biochemistry 269:2, pages 332-336.
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E. Hallier, H. W. Goergens, H. Karels & K. Golka. (1995) A note on individual differences in the urinary excretion of optical enantiomers of styrene metabolities and of styrene-derived mercapturic acids in humans. Archives of Toxicology 69:5, pages 300-305.
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John F. Darbyshire & John Caldwell. (2004) Stereoselectivity of the aliphatic hydroxylation of 6‐ n ‐propylchromone‐2‐carboxylic acid in rat and guinea pig . Chirality 5:3, pages 191-198.
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M. Korn, W. Gfr�rer, R. Herz, I. Wodarz & R. Wodarz. (1992) Stereometabolism of ethylbenzene in man: gas chromatographic determination of urinary excreted mandelic acid enantiomers and phenylglyoxylic acid and their relation to the height of occupational exposure. International Archives of Occupational and Environmental Health 64:2, pages 75-78.
Crossref
Wolfgang Maret. 1991. Enzymology and Molecular Biology of Carbonyl Metabolism 3. Enzymology and Molecular Biology of Carbonyl Metabolism 3 327 336 .

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