Naphthenic acids in coastal sediments after the Hebei spirit oil spill: A potential indicator for oil contamination

Environmental Science and Technology

Volumn 48, Issue 7, 2014, Pages 4153-4162

  Wan, Yi ^a   Wang, Beili ^a   Khim, Jong Seong ^b   Hong, Seongjin ^b   Shim, Won Joon ^c   Hu, Jianying ^a  

^a PEKING UNIVERSITY   (China)

^b Seoul National University   (South Korea)

^c Korea Research Institute of Ships and Ocean Engineering   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

HYDRAULIC FLUIDS; MIXTURES; OIL SPILLS; ORGANIC ACIDS; POLLUTION; WEATHERING;

AQUATIC ENVIRONMENTS; COASTAL SEDIMENTS; NEGATIVELY CHARGED; OIL CONTAMINATION; POTENTIAL EFFECTS; POTENTIAL INDICATORS; SEDIMENT SAMPLES; TOXIC COMPONENTS;

SEDIMENTS;

CARBON; NAPHTHENIC ACID; PETROLEUM; POLYCYCLIC AROMATIC HYDROCARBON; TOXIC SUBSTANCE; UNCLASSIFIED DRUG;

AQUATIC ENVIRONMENT; BIOINDICATOR; COASTAL SEDIMENT; OIL SPILL; ORGANIC ACID; SAMPLING; SEDIMENT POLLUTION;

ARTICLE; COASTAL WATERS; CONCENTRATION (PARAMETERS); CONTAMINATION; OIL SPILL; SEASHORE; SEDIMENT; TIME OF FLIGHT MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; WEATHERING;

CHINA; HEBEI;

CARBOXYLIC ACIDS; GEOGRAPHY; GEOLOGIC SEDIMENTS; LIMIT OF DETECTION; MASS SPECTROMETRY; PETROLEUM POLLUTION; REPUBLIC OF KOREA; SEAWATER; WATER POLLUTION; WEATHER;

EID: 84897501152     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es405034y     Document Type: Article

References (48)

1. Wang, Z. D.; Fingas, M.; Page, D. S. Oil spill identification J. Chromatogr. A. 1999, 843, 369-411 (Pubitemid 29255884)
2. Reddy, C. M.; Arey, J. S.; Seewald, J. S.; Sylva, S. P.; Lemkau, K. L.; Nelson, R. K.; Carmichael, C. A.; McIntyre, C. P.; Fenwick, J.; Ventura, G. T.; Van Mooy, B. A. S.; Camilli, R. Composition and fate of gas and oil released to the water column during the Deepwater Horizon oil spill Proc. Natl. Acad. Sci. U.S.A. 2012, 109, 20229-20234
3. Macko, S. A.; Parker, P. L.; Botello, A. V. Persistence of spilled oil in a Texas salt marsh Environ. Pollut. Bull. 1981, 2, 119-128 (Pubitemid 11179784)
4. Farran, A.; Grimalt, J.; Albaiges, J.; Botello, A. V.; Macko, S. E. Assessment of petroleum pollution in a Mexican river by molecular markers and carbon isotope ratios Mar. Pollut. Bull. 1987, 18, 284-289 (Pubitemid 17619670)
5. Galt, J. A.; Lehr, W. J.; Payton, D. L. Fate and transport of Exxon Valdez oil spill. Part 4 Environ. Sci. Technol. 1991, 25, 202-209
6. Eganhouse, R. P.; Baedecker, M. J.; Cozzarelli, I. M.; Aiken, G. R.; Thorn, K. A.; Dorsey, T. F. Crude oil in ashallow sand and gravel aquifer-II. Organic geochemistry Appl. Geochem. 1993, 8, 551-567 (Pubitemid 24401226)
7. Mansuy, L.; Philp, R. P.; Allen, J. Source identification of oil spills based on the isotopic composition of individual components in weathered oil samples Environ. Sci. Technol. 1997, 31, 3417-3425 (Pubitemid 28008191)
8. Yim, U. H.; Kim, M.; Ha, S. Y.; Kim, S.; Shim, W. J. Oil spill environmental forensics: The Hebei Spirit oil spill case Environ. Sci. Technol. 2012, 46, 6431-6437
9. González-Doncel, M.; González, L.; Fernández-Torija, C.; Navas, J. M.; Tarazona, J. V. Toxic effects of an oil spill on fish early life stages may not be exclusively associated to PAHs: studies with Prestige oil and medaka (Oryzias latipes) Aquat. Toxicol. 2008, 87, 280-288
10. Dubansky, B.; Whitehead, A.; Miller, J. T.; Rice, C. D.; Galvz, F. Multitissue molecular, genomic, and developmental Effects of the Deepwater Horizon oil spill on resident gulf killifish (Fundulus grandis) Environ. Sci. Technol. 2013, 47, 5074-5082
11. Hicken, C. E.; Linbo, T. L.; Baldwin, D. H.; Willis, M. L.; Myers, M. S.; Holland, L.; Larsen, M.; Stekoll, M. S.; Rice, S. D.; Collier, T. K.; Scholz, N. L.; Incardona, J. P. Sublethal exposure to crude oil during embryonic development alters cardiac morphology and reduces aerobic capacity in adult fish Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 7086-7090
12. Clemente, J. S.; Fedorak, P. M. A review of the occurrence, analyses, toxicity, and biodegradation of naphthenic acids Chemosphere 2005, 60, 585-600
13. Thomas, K. V.; Langford, K.; Petersen, K.; Smith, A. J.; Tollefsen, K. E. Effect-directed identification of naphthenic acids as important in vitro xeno-estrogens and anti-androgens in north sea offshore produced water discharges Environ. Sci. Technol. 2009, 43, 8066-8071
14. He, Y.; Wiseman, S. B.; Zhang, X. W.; Hecker, M.; Jones, P. D.; El-Din, M. G.; Martin, J. W.; Giesy, J. P. Ozonation attenuates the steroidogenic disruptive effects of sediment free oil sands process water in the H295 cell line Chemosphere 2010, 80, 578-584
15. Zhang, X. W.; Wiseman, S.; Yu, H. X.; Liu, H. L.; Giesy, J. P.; Hecker, M. Assessing the toxicity of naphthenic acids using a microbial genome wide live cell reporter array system Environ. Sci. Technol. 2011, 45, 1984-1991
16. Douglas, G. S.; Bence, A. E.; Prince, R. C.; McMillen, S. J.; Butler, E. L. Environmental stability of selected petroleum hydrocarbon source and weathering ratios Environ. Sci. Technol. 1996, 30, 2332-2339
17. Boehm, P. D.; Douglas, G. S.; Burns, W. A.; Mankiewicz, P. J.; Page, D. S.; Bence, A. E. Application of petroleum hydrocarbon chemical fingerprinting and allocation techniques after the Exxon Valdez oil spill Mar. Pollut. Bull. 1997, 34, 599-613 (Pubitemid 27479937)
18. Hong, S.; Khim, J. S.; Ryu, J.; Park, J.; Song, S. J.; Kwon, B. -O.; Choi, K.; Ji, K.; Seo, J.; Lee, S.; Park, J.; Lee, W.; Choi, Y.; Lee, L. T.; Kim, C. -K.; Shim, W. J.; Naile, J. E.; Giesy, J. P. Two years after the Hebei Spirit oil spill: Residual crude-derived hydrocarbons and potential AhR-mediated activities in coastal sediments Environ. Sci. Technol. 2012, 46, 1406-1414
19. Boehm, P. D.; Page, D. S.; Burns, W. A.; Bence, A. E.; Mankiewicz, P. J.; Brown, J. S. Resolving the origin of the petrogenic hydrocarbon background in Prince William Sound, Alaska Environ. Sci. Technol. 2001, 35, 471-479
20. Simcik, M. F.; Eisenreich, S. J.; Lioy, P. J. Source apportionment and source/sink relationships of PAHs in the coastal atmosphere of Chicago and Lake Michigan Atmos. Environ. 1999, 33, 5071-5079 (Pubitemid 29505502)
21. Katsoyiannis, A.; Sweetman, A. J.; Jones, K. C. PAH molecular diagnostic ratios applied to atmospheric sources: a critical evaluation using two decades of source inventory and air concentration data from the UK Environ. Sci. Technol. 2011, 45, 8897-8906
22. Jautzy, J.; Ahad, J. M. E.; Gobeil, C.; Savard, M. M. Century-long source apportionment of PAHs in Athabasca oil sands region lakes using diagnostic ratios and compound-specific carbon isotope signature Environ. Sci. Technol. 2013, 47, 6155-6163
23. Aeppli, C.; Carmichael, C. A.; Nelson, R. K.; Lemkau, K. L.; Graham, W. M.; Redmond, M. C.; Valentine, D. L.; Reddy, C. M. Oil weathering after the Deepwater Horizon disaster led to the formation of oxygenated residues Environ. Sci. Technol. 2012, 46 (16) 8799-8807
24. Ahad, J. M. E.; Pakdel, H.; Savard, M. M.; Calderhead, A. I.; Gammon, P. R.; Rivera, A.; Headley, J. V.; Peru, K. M. Characterization and quantification of mining-related "naphthenic acids" in groundwater near a major oil sands tailings pond Environ. Sci. Technol. 2013, 47 (10) 5023-5030
25. Ahad, J. M. E.; Pakdel, H.; Savard, M. M.; Simard, M.-C.; Smirnoff, A. Extraction, separation and intramolecular carbon isotope characterization of Athabasca oil sands acids in environmental samples Anal. Chem. 2012, 84, 10419-10425
26. Headley, J. V.; Barrow, M. P.; Peru, K. M.; Fahlman, B.; Frank, R. A.; Bickerton, G.; McMaster, M. E.; Parrott, J.; Hewitt, L. M. Preliminary fingerprinting of Athabasca oil sands polar organics in environmental samples using electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Rapid Commun. Mass Spectrom. 2011, 25 (13) 1899-1909
27. Pereira, A. S.; Bhattacharjee, S.; Martin, J. W. Characterization of oil sands process-affected waters by liquid chromatography orbitrap mass spectrometry Environ. Sci. Technol. 2013, 47 (10) 5504-5513
28. Ross, M. S.; Pereira, A. d. S.; Fennell, J.; Davies, M.; Johnson, J.; Sliva, L.; Martin, J. W. Quantitative and qualitative analysis of naphthenic acids in natural waters surrounding the Canadian oil sands industry Environ. Sci. Technol. 2012, 46 (23) 12796-12805
29. Rowland, S. J.; Scarlett, A. G.; Jones, D.; West, C. E.; Frank, R. A. Diamonds in the rough: Identification of individual naphthenic acids in oil sands process water Environ. Sci. Technol. 2011, 45 (7) 3154-3159
30. Rowland, S. J.; West, C. E.; Jones, D.; Scarlett, A. G.; Frank, R. A.; Hewitt, L. M. Steroidal aromatic naphthenic acids in oil sands process-affected water: Structural comparisons with environmental estrogens Environ. Sci. Technol. 2011, 45 (22) 9806-9815
31. Watson, J. S.; Jones, D. M.; Swannell, R. P. J.; van Duin, A. C. T. Formation of carboxylic acids during aerobic biodegradation of crude oil and evidence of microbial oxidation of hopanes Org. Geochem. 2002, 33, 1153-1169 (Pubitemid 35235435)
32. Environmental Science and Technology Centre (ESTC). ETC Spills Technology Databases, Oil Properties Database; Environment Canada, 2006; Available at: http://www.etc-cte.ec.gc.ca/databases/oilproperties/.
33. Ji, K.; Seo, J.; Liu, X.; Lee, J.; Lee, S.; Lee, W.; Park, J.; Khim, J. S.; Hong, S.; Choi, Y.; Shim, W. J.; Takeda, S.; Giesy, J. P.; Choi, J. P.; Choi, K. Genotoxicity and endocrine-disruption potentials of sediment near an oil spill site: Two years after the Hebei Spirit oil spill Environ. Sci. Technol. 2011, 45, 7481-7488
34. Fieldhouse, B.; Hollebone, B. P.; Singh, N. R.; Tong, T. S.; Mullin, J. " Artificial weathering of oils by rotary evaporator "; 33rd AMOP Technical Seminar on Environmental Contamination and Response; Environment Canada: Ottawa, Ontario, 2010, Vol. 1; pp 159-180.
35. Bataineh, M.; Scott, A. C.; Fedorak, P. M.; Martin, J. W. Capillary HPLC/QTOF-MS for characterizing complex naphthenic acid mixtures and their microbial transformation Anal. Chem. 2006, 78, 8354-8361 (Pubitemid 44927611)
36. Martin, J. W; Han, X. M.; Peru, K. M; Headley, J. V. Comparison of high- and low-resolution electrospray ionization mass spectrometry for the analysis of naphthenic acid mixtures in oil sands process water Rapid Commun. Mass Spectrom. 2008, 22, 1919-1924 (Pubitemid 351947758)
37. Wang, B. L.; Wan, Y.; Gao, Y. X.; Yang, M.; Hu, J. Y. Determination and characterization of oxy-naphthenic acids in oilfield wastewater Environ. Sci. Technol. 2013, 47, 9545-9554
38. Wang, X. M.; Kasperski, K. L. Analysis of naphthenic acids in aqueous solution using HPLC-MS/MS Anal. Method 2010, 2, 1715-1722
39. Han, X. M.; MacKinnon, M. D.; Martin, J. W. Estimating the in situ biodegradation of naphthenic acids in oil sands process waters by HPLC/HRMS Chemosphere 2009, 76, 63-70
40. Hughey, C. A.; Samantha, A. G.; Zumberge, J. E. Detailed compositional comparison of acidic NSO compounds in biodegraded reservoir and surface crude oils by negative ion electrospray Fourier transform ion cyclotron resonance mass spectrometry Fuel 2007, 86, 758-768 (Pubitemid 44970459)
41. Hughey, C. A.; Minardi, C. S.; Galasso-Roth, S. A.; Paspalof, G. B.; Mapolelo, M. M.; Rodgers, R. P.; Marshall, A. G.; Ruderman, D. L. Naphthenic acids as indicators of crude oil biodegradation in soil, based on semi-quantitative electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Rapid Commun. Mass Spectrom. 2008, 22, 3968-3976
42. Hindle, R.; Noestheden, M.; Peru, K.; Headley, J. Quantitative analysis of naphthenic acids in water by liquid chromatography-accurate mass time-of-flight mass spectrometry J. Chromatogr. A 2013, 1286, 166-174
43. Peters, L. E.; MacKinnon, M.; Van meer, T.; van den Heuvel, M. R.; Dixon, D. G. Effects of oil sands process-affected waters and naphthenic acids on yellow perch (Perca flavescens) and Japanese medaka (Orizias latipes) embryonic development Chemosphere 2007, 67, 2177-2183 (Pubitemid 46441402)
44. Incardona, J. P.; Collier, T. K.; Scholz, N. L. Defects in cardiac function precede morphological abnormalities in fish embryos exposed to polycyclic aromatic hydrocarbons Toxicol. Appl. Pharmacol. 2004, 196, 191-205 (Pubitemid 38469953)
45. Kim, S.; Stanford, L. A.; Rodgers, R. P.; Marshall, A. G.; Walters, C. C.; Qian, K.; Wenger, L. M.; Mankiewicz, P. Microbial alteration of the acidic and neutral polar NSO compounds revealed by Fourier transform ion cyclotron resonance mass spectrometry Org. Geochem. 2005, 36, 1117-1134 (Pubitemid 40938505)
46. Sauer, T. C.; Michel, J.; Hayes, M. O. Hydrocarbon characterization and weathering of oiled intertidal sediments along the Saudi Arabian coast two years after the Gulf War oil spill Environ. Int. 1998, 24, 43-60 (Pubitemid 28099252)
47. Handbook of Soil Analysis: Anion Exchange Capacity; Springer: Berlin Heidelberg, 2006, pp 755-766.
48. Brient, J. A.; Wessner, P. J.; Doly, M. N. Naphthenic Acids. In: Encyclopedia of Chemical Technology, fourth ed.; Kroschwitz, J. I., Ed.; Springer: Berlin, 1995; Vol. 16; pp 1017-1029.