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Analysis of High-Molecular-Weight Polycyclic Aromatic Hydrocarbons by Laser Desorption-Ionisation/Time-of-Flight Mass Spectrometry and Liquid Chromatography/Atmospheric Pressure Chemical Ionisation Mass Spectrometry

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Environmental Chemistry

Abstract

Laser desorption-ionisation/time-of-flight mass spectrometry (LDI/TOF MS) and liquid chromatography/atmospheric pressure chemical ionisation-ion trap mass spectrometry (HPLC/APCI-ITMS) were used for the analysis of polycyclic aromatic hydrocarbons with molecular weight exceeding 278 Da (HMW-PAHs) in air, water and soil samples from the contaminated area of DEZA chemical plant, Valašské Mezříčí, Czech Republic, and from its vicinity. Semipermeable membrane devices (SPMDs) were employed for passive sampling. LDI-TOF MS proved to be a suitable method for quick evaluation of the HMW-PAHs distribution; the presence of PAHs with molecular mass exceeding 500 Da in real samples was proved by this method. Identification and quantitation of individual PAHs was realised using LC/APCI-ITMS. LDI-TOF mass spectra and selected LC/APCI-MS profiles (m/z 303, 327 and 351) were used to confirm the source of contamination by high-molecular-weight PAHs in this area.

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References

  • Anacleto JF, Ramaley L, Benoit FM, Boyd RK, Quilliam MA (1995) Comparison of liquid-chromatography mass-spectrometry interfaces for the analysis of polycyclic aromatic-compounds. Anal Chem 67:4145–4154

    Article  Google Scholar 

  • Barrick RC, Prahl FG (1987) Hydrocarbon geochemistry of the puget sound region. 3. Polycyclic aromatic hydrocarbons in sediments. Estuar Coast Shelf Sci 25:175–191

    Article  Google Scholar 

  • Bemgard A, Colmsjo A, Lundmark B (1993) Gas-chromatographic analysis of high-molecular-weight polynuclear aromatic hydrocarbons. 2. Polycyclic aromatic hydrocarbons with relative molecular masses exceeding 328. J Chromatogr 630:287–295

    Article  Google Scholar 

  • Busby WF, Goldman ME, Newberne PM, Wogan GN (1984) Tumorigenicity of fluoranthene in a newborn mouse lung adenoma bioassay. Carcinogenesis 5:1311–1316

    PubMed  Google Scholar 

  • Busby WF, Stevens EK, Kellenbach ER, Cornelisse J, Lugtenburg J (1988) Dose-response relationships of the tumorigenicity of cyclopenta[cd]pyrene, benzo[a]pyrene and 6-nitrochrysene in a newborn mouse lung adenoma bioassay. Carcinogenesis 9:741–746

    PubMed  Google Scholar 

  • Čáslavský J, Zdráhal Z, Vytopilová M (2000) Application of SPMDs for PAH sampling in the DEZA chemical factory. Polycyc Aromat Comp 20:123–141

    Google Scholar 

  • Castaldi MJ, Senkan SM (1998) Real-time, ultrasensitive monitoring of air toxics by laser photoionization time-of-flight mass spectrometry. J Air Waste Manag Assoc 48:77–81

    PubMed  Google Scholar 

  • Cavalieri EL, Rogan EG, Higginbotham S, Cremonesi P, Salmasi S (1989) Tumor-initiating activity in mouse skin and carcinogenicity in rat mammary-gland of dibenzo[a]pyrenes — the very potent environmental carcinogen dibenzo[a,l]pyrene. J Cancer Res Clin Oncol 115:67–72

    Article  PubMed  Google Scholar 

  • Cavalieri EL, et al. (1991) Comparative dose-response tumorigenicity studies of dibenzo[a,L]pyrene versus 7,12-dimethylbenz[a]anthracene, benzo[a]pyrene and 2 dibenzo[a,L]pyrene dihydrodiols in mouse skin and rat mammary-gland. Carcinogenesis 12:1939–1944

    PubMed  Google Scholar 

  • Dark WA, McFadden WH, Bradford DL (1977) Fractionation of coal liquids by HPLC with structural characterization by LC-MS. J Chromatogr 15:454–460

    Google Scholar 

  • Driscol JN, Clarici JB (1976) Ein neuer Photoionisationdetektor für die Gas-Chromatogaphie. Chromatographia 9:567–570

    Google Scholar 

  • Durant JL, Lafleur AL, Busby WF, Donhoffner LL, Penman BW, Crespi CL (1999) Mutagenicity of C24H14PAH in human cells expressing CYP1A1. Mutat Res 446:1–14

    PubMed  Google Scholar 

  • Fu PP, Beland FA, Yang SK (1980) Cyclopenta-polycyclic aromatic hydrocarbons — potential carcinogens and mutagens. Carcinogenesis 1:725–727

    PubMed  Google Scholar 

  • Grimmer G, Brune H, Dettbarn G, Jacob J, Misfeld J, Mohr U, Naujack KW, Timm J, Wenzelhartung R (1991) Relevance of polycyclic aromatic hydrocarbons as environmental carcinogens. Fresenius J Anal Chem 339:792–795

    Article  Google Scholar 

  • Grob K (1974) Heutige Grenzen der Hochauflösenden Gas-Chromatographie. Chromatographia 7:94–98

    Google Scholar 

  • Gustavson KE, Harkin JM (2000) Comparison of sampling techniques and evaluation of semipermeable membrane devices (SPMDs) for monitoring polynuclear aromatic hydrocarbons (PAHs) in groundwater. Environ Sci Technol 34:4445–4451

    Article  Google Scholar 

  • Harvey RG (1985) Polycyclic aromatic hydrocarbons and carcinogenesis. American Chemical Society, Washington

    Google Scholar 

  • Huckins JN, Tubergen MW, Manuweera GK (1990) Semipermeable membrane devices containing model lipid: a new approach to monitoring the bioavailability of lipophilic contaminants and estimating their bioconcentration potential. Chemosphere 20:533–552

    Article  Google Scholar 

  • Huckins JN, Manuweera GK, Petty JD, Mackay D, Lebo JA (1993) Lipid-containing semipermeable membrane devices for monitoring organic contaminants in water. Environ Sci Technol 27:2489–2496

    Article  Google Scholar 

  • Huckins JN, Petty, JD, Orazio CE, Zajicek JL, Gibson VL, Clark RC, Echols KR (1994) Semipermeable membrane device (SPMD) sampling rates for trace organic contaminants in air and water. Proc. of 15. Annual Meeting, Society of Environmental Toxicology and Chemistry, 30 October–3 November 1994, Denver, CO, Abstract MB01

    Google Scholar 

  • Huckins JN, Petty JD, Orazio CE, Lebo JA, Clark RC, Gibson VL, Gala WR, Echols KR (1999) Determination of uptake kinetics (sampling rates) by lipid-containing semipermeable membrane devices (SPMDs) for polycyclic aromatic hyrocarbons (PAHs) in water. Environ Sci Technol 33:3918–3923

    Article  Google Scholar 

  • Johnson GD (1991) Hexane-filled dialysis bags for monitoring organic contaminants in water. Environ Sci Technol 25:1897–1903

    Article  Google Scholar 

  • Kalf DF, Crommentuijn T, Vandeplassche EJ (1997) Environmental-quality objectives for 10 polycyclic aromatic hydrocarbons (PAHs). Ecotox Environ Safety 36:89–97

    Article  Google Scholar 

  • Lebo JA, Zajicek JL, Huckins JN, Petty JD, Peterman PH (1992) Use of semipermeable membrane devices for in-situ monitoring of polycyclic aromatic hydrocarbons in aquatic environment. Chemosphere 25:697–718

    Article  Google Scholar 

  • Marvin C, Lundrigan J, McCarry B, Bryant D (1995) Determination and genotoxicity of high-molecular-mass polycyclic aromatic-hydrocarbons isolated from coal-tar-contaminated sediment. Environ Toxicol Chem 14:2059–2066

    Google Scholar 

  • Marvin CH, Smith RW, Bryant DW, McCarry BE (1999) Analysis of high-molecular-mass polycyclic aromatic hydrocarbons in environmental samples using liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J Chromatogr A 863:13–24

    Article  PubMed  Google Scholar 

  • May WE, Wise SA (1984) Liquid chromatographic determination of polycyclic aromatic hydrocarbons in air particulate extracts. Anal Chem 56:225–232

    Article  Google Scholar 

  • McConkey BJ, Duxbury CL, Dixon DG, Greenberg BM (1997) Toxicity of a PAH photooxidation product to the bacteria Photobacterium phosphoreum and the duckweed Lemna gibba — effects of phenanthrene and its primary photoproduct, phenanthrenequinone. Environ Toxicol Chem 16:892–899

    Article  Google Scholar 

  • Menzie CA, Potocki BB, Santodonato J (1992) Exposure to carcinogenic PAHs in the environment. Environ Sci Technol 26:1278–1284

    Article  Google Scholar 

  • Monson PD, Call DJ, Cox DA, Liber K, Ankley GT (1999) Photoinduced toxicity of fluoranthene to northern leopard frogs (Rana pipiens). Environ Toxicol Chem 18:308–312

    Article  Google Scholar 

  • Ockenden WA, Prest HF, Thomas GO, Sweetman AJ, Jones KC (1998) Passive air sampling of PCBs: field calculation of atmospheric sampling rates by triolein-containing semipermeable membrane devices. Environ Sci Technol 32:1538–1543

    Article  Google Scholar 

  • Pace CM, Betowski LD (1995) Measurement of high-molecular-weight polycyclic aromatic-hydrocarbons in soils by particle-beam high-performance liquid chromatography-mass spectrometry. J Am Soc Mass Spectrom 6:597–607

    Article  Google Scholar 

  • Perreault H, Ramaley L, Sim PG, Benoit FM (1991) Use of a moving-belt interface for online high-performance liquid chromatography mass-spectrometry characterization of polycyclic aromatic compounds of molecular-weight up to 580 Da in environmental samples. Rapid Commun Mass Spectrom 5:604–610

    Article  PubMed  Google Scholar 

  • Petty JD, Huckins JN, Zajicek JL (1993) Application of semipermeable membrane devices (SPMDs) as passive air samplers. Chemosphere 27:1609–1624

    Article  Google Scholar 

  • Sabaliunas D, Sodergren A (1997) Use of semi-permeable membrane devices to monitor pollutants in water and assess their effects: A laboratory test and field verification. Environ Pollut 96:195–205

    Article  PubMed  Google Scholar 

  • Sanders G, Jones KC, Hamiltontaylor J, Dorr H (1993) Concentrations and deposition fluxes of polynuclear aromatic hydrocarbons and heavy metals in the dated sediments of a rural English lake. Environ Toxicol Chem 12:1567–1581

    Google Scholar 

  • Simoneit BRT, Fetzer JC (1996) High molecular weight polycyclic aromatic hydrocarbons in hydrothermal petroleums from the Gulf of California and Northeast Pacific Ocean. Org Geochem 24:1065–1077

    Article  PubMed  Google Scholar 

  • Vanberkel GJ, McLuckey SA, Glish GL (1991) Preforming ions in solution via charge-transfer complexation for analysis by electrospray ionization mass spectrometry. Anal Chem 63:2064–2068

    Article  Google Scholar 

  • Vanberkel GJ, McLuckey SA, Glish GL (1992) Electrochemical origin of radical cations observed in electrospray ionization mass-spectra. Anal Chem 64:1586–1593

    Article  Google Scholar 

  • Wickstrom K, Tolonen K (1987) The history of airborne polycyclic aromatic-hydrocarbons (PAH) and perylene as recorded in dated lake-sediments. Water Air Soil Poll 32:155–175

    Article  Google Scholar 

  • Wise SA, Chesler SN, Hertz HS, Hilpert LR, May WE (1977) Chemically-bonded aminosilane stationary phase for the high-performance liquid chromatographic separation of polynuclear aromatic compounds. Anal Chem 49:2306–2310

    Article  Google Scholar 

  • Wise SA, Sander LC, May WE (1993) Determination of polycyclic aromatic hydrocarbons by liquid chromatography. J Chromatogr 642:329–349

    Article  Google Scholar 

Download references

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Čáslavský, J., Kotlaříková, P. (2005). Analysis of High-Molecular-Weight Polycyclic Aromatic Hydrocarbons by Laser Desorption-Ionisation/Time-of-Flight Mass Spectrometry and Liquid Chromatography/Atmospheric Pressure Chemical Ionisation Mass Spectrometry. In: Lichtfouse, E., Schwarzbauer, J., Robert, D. (eds) Environmental Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-26531-7_36

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