Determination of urine 3-HPMA, a stable acrolein metabolite in a rat model of spinal cord injury

Journal of Neurotrauma

Volumn 30, Issue 15, 2013, Pages 1334-1341

  Zheng, Lingxing ^a   Park, Jonghyuck ^a   Walls, Michael ^a   Tully, Melissa ^a   Jannasch, Amber ^b   Cooper, Bruce ^b   Shi, Riyi ^a  

^a PURDUE UNIVERSITY   (United States)

^b PURDUE UNIVERSITY   (United States)

Author keywords

Lipid peroxidation; Liquid chromatography; Mass spectrometry; Oxidative stress

Indexed keywords

3 HYDROXYPROPYL MERCAPTURIC ACID; 3 HYDROXYPROPYLMERCAPTURIC ACID; ACETYLCYSTEINE DERIVATIVE; ACROLEIN DERIVATIVE; CREATININE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DISEASE ASSOCIATION; DISEASE MARKER; IMMUNOBLOTTING; IN VITRO STUDY; IN VIVO STUDY; LIPID PEROXIDATION; MALE; NONHUMAN; PROTEIN EXPRESSION; RAT; SPINAL CORD INJURY; URINE LEVEL;

ACETYLCYSTEINE; ACROLEIN; ANIMALS; BIOLOGICAL MARKERS; CHROMATOGRAPHY, LIQUID; DISEASE MODELS, ANIMAL; IMMUNOBLOTTING; MALE; RATS; RATS, SPRAGUE-DAWLEY; SPINAL CORD INJURIES; TANDEM MASS SPECTROMETRY;

EID: 84881038260     PISSN: 08977151     EISSN: 15579042     Source Type: Journal    
DOI: 10.1089/neu.2013.2888     Document Type: Article

References (33)

1. Shi R, Rickett T, and Sun W. (2011). Acrolein-mediated injury in nervous system trauma and diseases. Mol Nutr Food Res 55, 1320- 1331.
2. Feng Z, Hu W, Hu Y, and Tang MS. (2006). Acrolein is a major cigarette-related lung cancer agent: Preferential binding at p53 mutational hotspots and inhibition of DNA repair. Proc Natl Acad Sci USA 103, 15404-115409.
3. Esterbauer H, Schaur RJ, and Zollner H. (1991). Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes. Free Rad Biol Med 11, 81-128. (Pubitemid 121003917)
4. Shi Y, Sun W, McBride JJ, Cheng JX, and Shi R. (2011). Acrolein induces myelin damage in mammalian spinal cord. J Neurochem 117, 554-564.
5. Luo J, and Shi R. (2004). Acrolein induces axolemmal disruption, oxidative stress, and mitochondrial impairment in spinal cord tissue. Neurochem Int 44, 475-486. (Pubitemid 38183298)
6. Hamann K, Durkes A, Ouyang H, Uchida K, Pond A, and Shi R. (2008). Critical role of acrolein in secondary injury following ex vivo spinal cord trauma. J Neurochem 107, 712-721.
7. Ghilarducci DP, and Tjeerdema RS. (1995). Fate and effects of acrolein. Rev Environ Contam Toxicol 144, 95-146.
8. Luo J, Uchida K, and Shi R. (2005). Accumulation of acrolein-protein adducts after traumatic spinal cord injury. Neurochem Res 30, 291- 295. (Pubitemid 40880804)
9. Leung G, Sun W, Zheng L, Brookes S, Tully M, and Shi R. (2011). Anti-acrolein treatment improves behavioral outcome and alleviates myelin damage in experimental autoimmune enchephalomyelitis mouse. Neuroscience 173, 150-155.
10. Kiss G, Varga B, Varga-Puchony Z, Gelencser A, Krivacsy Z, and Hlavay J. (1999). Sample preparation of atmospheric aerosol for the determination of carbonyl compounds. Talanta 48, 755-762.
11. Carmella SG, Chen M, Zhang Y, Zhang S, Hatsukami DK, and Hecht SS. (2007). Quantitation of acrolein-derived (3-hydroxypropyl)- mercapturic acid in human urine by liquid chromatographyatmospheric pressure chemical ionization tandem mass spectrometry: Effects of cigarette smoking. Chem Res Toxicol 20, 986-990. (Pubitemid 47204811)
12. Schettgen T, Musiol A, and Kraus T. (2008). Simultaneous determination of mercapturic acids derived from ethylene oxide (HEMA), propylene oxide (2-HPMA), acrolein (3-HPMA), acrylamide (AAMA) and N,N-dimethylformamide (AMCC) in human urine using liquid chromatography/tandem mass spectrometry. Rapid Commun Mass Spectrom 22, 2629-2638.
13. Yan W, Byrd GD, Brown BG, and Borgerding MF. (2010). Development and validation of a direct LC-MS-MS method to determine the acrolein metabolite 3-HPMA in urine. J Chromatogr Sci 48, 194- 199.
14. Parent RA, Paust DE, Schrimpf MK, et al. (1998). Metabolism and distribution of [2,3-14C]acrolein in Sprague-Dawley rats. II. Identification of urinary and fecal metabolites. Toxicol Sci 43, 110-120. (Pubitemid 28363384)
15. Abraham K, Andres S, Palavinskas R, Berg K, Appel KE, and Lampen A. (2011). Toxicology and risk assessment of acrolein in food. Mol Nutr Food Res 55, 1277-1290.
16. Eckert E, Drexler H, and Goen T. (2010). Determination of six hydroxyalkyl mercapturic acids in human urine using hydrophilic interaction liquid chromatography with tandem mass spectrometry (HILIC-ESI-MS/MS). J Chromatogr B Analyt Technol Biomed Life Sci 878, 2506-2514.
17. Hamann K, and Shi R. (2009). Acrolein scavenging: A potential novel mechanism of attenuating oxidative stress following spinal cord injury. J Neurochem 111, 1348-1356.
18. Stevens JF, and Maier CS. (2008). Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease. Mol Nutr Food Res 52, 7-25. (Pubitemid 351211799)
19. LoPachin RM, Barber DS, and Gavin T. (2008). Molecular mechanisms of the conjugated alpha,beta-unsaturated carbonyl derivatives: Relevance to neurotoxicity and neurodegenerative diseases. Toxicol Sci 104, 235-249. (Pubitemid 352042410)
20. Hall ED. (1996). Lipid peroxidation. Adv Neurol 71, 247-257; discussion 257-258.
21. Luo, J, and Shi R. (2005). Acrolein induces oxidative stress in brain mitochondria. Neurochem Int 46, 243-252.
22. Luo J, Robinson JP, and Shi R. (2005). Acrolein-induced cell death in PC12 cells: Role of mitochondria-mediated oxidative stress. Neurochem Int 47, 449-457. (Pubitemid 41266874)
23. Adams JD, Jr, and Klaidman LK. (1993). Acrolein-induced oxygen radical formation. Free Rad Biol Med 15, 187-193. (Pubitemid 23218821)
24. Shi R, and Luo L. (2006). The role of acrolein in spinal cord injury. Appl Neurol 2, 22-27.
25. Cohen SM, Garland EM, St John M, Okamura T, and Smith RA. (1992). Acrolein initiates rat urinary bladder carcinogenesis. Cancer Res 52, 3577-3581.
26. Takabe W, Niki E, Uchida K, Yamada S, Satoh K, and Noguchi N. (2001). Oxidative stress promotes the development of transformation: Involvement of a potent mutagenic lipid peroxidation product, acrolein. Carcinogenesis 22, 935-941. (Pubitemid 32514961)
27. Kawai Y, Furuhata A, Toyokuni S, Aratani Y, and Uchida K. (2003). Formation of acrolein-derived 2'-deoxyadenosine adduct in an iron-induced carcinogenesis model. J Biol Chem 278, 50346- 50354. (Pubitemid 37548877)
28. Feron VJ, Til HP, de Vrijer F, Woutersen RA, Cassee FR, and van Bladeren PJ. (1991). Aldehydes: Occurrence, carcinogenic potential, mechanism of action and risk assessment. Mutat Res 259, 363-385.
29. Montine TJ, Neely MD, Quinn JF, et al. (2002). Lipid peroxidation in aging brain and Alzheimer's disease. Free Radic Biol Med 33, 620-626. (Pubitemid 35245834)
30. Magnusson R, Nilsson C, and Andersson B. (2002). Emissions of aldehydes and ketones from a two-stroke engine using ethanol and ethanol-blended gasoline as fuel. Environ Sci Technol 36, 1656-1664. (Pubitemid 34310930)
31. Hesterberg TW, Lapin CA, and Bunn WB. (2008). A comparison of emissions from vehicles fueled with diesel or compressed natural gas. Environ Sci Technol 42, 6437-6445.
32. Triebig G, and Zober MA. (1984). Indoor air pollution by smoke constituents - A survey. Prev Med 13, 570-581. (Pubitemid 15067995)
33. Burcham PC, Raso A, and Thompson CA. (2010). Toxicity of smoke extracts towards A549 lung cells: Role of acrolein and suppression by carbonyl scavengers. Chem Biol Interact 183, 416-424.