Quantification of a male sea lamprey pheromone in tributaries of laurentian great lakes by liquid chromatography-tandem mass spectrometry

Environmental Science and Technology

Volumn 45, Issue 15, 2011, Pages 6437-6443

  Xi, Xiaodan ^a   Johnson, Nicholas S ^a,c   Brant, Cory O ^a   Yun, Sang Seon ^a,d   Chambers, Keali L ^a   Jones, A Daniel ^a,b   Li, Weiming ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

^b Michigan State University   (United States)

^c U S GEOLOGICAL SURVEY   (United States)

^d Kunsan National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ASSESSMENT TECHNIQUE; CATION EXCHANGES; COEFFICIENTS OF VARIATIONS; GREAT LAKES; INTEGRATED MANAGEMENT; INTERNAL STANDARDS; INVASIVE SPECIES; LAURENTIAN GREAT LAKES; LIMIT OF DETECTION; LIQUID CHROMATOGRAPHY-TANDEM MASS SPECTROMETRY; MIXED MODE; NATURAL WATERS; PETROMYZON MARINUS; REVERSED PHASE; SEA LAMPREYS; SPAWNING SEASON; STREAM WATER; ULTRA-HIGH PERFORMANCE; WATER SAMPLES;

LIQUID CHROMATOGRAPHY; LIQUIDS; MASS SPECTROMETRY;

LAKES;

7ALPHA,12ALPHA,24 TRIHYDROXY 5A CHOLAN 3 ONE 24 SULFATE; PHEROMONE; STREAMWATER; UNCLASSIFIED DRUG; WATER;

EEL; INTEGRATED APPROACH; INVASIVE SPECIES; ION EXCHANGE; LIQUID CHROMATOGRAPHY; MALE BEHAVIOR; MARINE ECOSYSTEM; MASS SPECTROMETRY; MATING BEHAVIOR; PHEROMONE; QUANTITATIVE ANALYSIS; SAMPLING; SPAWNING; STREAMWATER; TRIBUTARY;

ARTICLE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CORRELATION COEFFICIENT; HORMONE DETERMINATION; INVASIVE SPECIES; LAMPREY; LIQUID CHROMATOGRAPHY; MALE; MASS SPECTROMETRY; NONHUMAN; PETROMYZON MARINUS; POPULATION BIOLOGY; QUANTITATIVE ANALYSIS; SEASONAL VARIATION; SPAWNING; SPECIES IDENTIFICATION; UNITED STATES; WATER SAMPLING;

ANIMALS; CHROMATOGRAPHY, LIQUID; ENVIRONMENTAL MONITORING; GREAT LAKES REGION; LIMIT OF DETECTION; MALE; PETROMYZON; PHEROMONES; RIVERS; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY;

CANADA; GREAT LAKES [NORTH AMERICA]; LAURENTIAN MOUNTAINS; QUEBEC [CANADA];

PETROMYZON MARINUS; PETROMYZONTIDAE; SEA LAMPREYS;

EID: 79960940522     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es200416f     Document Type: Article

References (43)

1. Johnson, N. S. and Li, W. Understanding behavioral responses of fish to pheromones in natural freshwater environments. J. Comp. Physiol., A 2010, 196, 701-711; DOI 10.1007/s00359-010-0523-7.
2. Wyatt, T. D. Pheromones and signature mixtures: defining species-wide signals and variable cues for identity in both invertebrates and vertebrates. J. Comp Physiol., A 2010, 196, 685-700; DOI 10.1007s00359-010-0564-y.
3. Fine, J. M. and Sorensen, P. W. Biologically relevant concentrations of petromyzonol sulfate, a component of the sea lamprey migratory pheromone measured in stream water. J. Chem. Ecol. 2005, 31 (9), 2205-2210; DOI 10.1007/s10886-005-6745-4.
4. Riffell, J. A., Abreel, L., and Hildebrand, J. G. Physical processes and real-time chemical measurement of the insect olfactory environment. J. Chem. Ecol. 2008, 34, 837-853; DOI 10.1007/s10886-008-9490-7.
5. Smith, B. R. and Tibbles, J. J. Sea lamprey Petromyzon marinus in Lakes Huron, Michigan, and Superior: history of invasion and control, 1936-78. Can. J. Fish. Aquat. Sci. 1980, 37 (12), 1780-1801; DOI 10.1139/f80-222.
6. Li, W., Scott, A. P., Siefkes, M. J., Yan, H., Liu, Q., Yun, S., and Gage, D. A. Bile acid secreted by male sea lamprey that acts as a sex pheromone. Science 2002, 296, 138; DOI 10.1126/science.1067797. (Pubitemid 34280072)
7. Yun, S., Scott, A. P., and Li, W. Pheromones of the male sea lamprey, Petromyzon marinus L.: structural studies on a new compound, 3-keto allocholic acid, and 3-keto petromyzonol sulfate. Steroids 2003, 68 (3), 297-304; DOI 10.1016/S0039-128X(02)00178-2.
8. Mullett, K. M., Heinrich, J. W., Adams, J. V., Young, R. J., Henson, M. P., McDonald, R. B., and Fodale, M. F. Estimating lake-wide abundance of spawning-phase sea lampreys (Petromyzon marinus) in the Great Lakes: extrapolating from sampled streams using regression models. J. Great Lakes Res. 2003, 29, 240-252; DOI 10.1016/S0380-1330(03)70492-4.
9. Quintana, J. B., Carpinteiro, J., Rodriguez, I., Lorenzo, R. A., Carro, A. M., and Cela, R. Determination of natural and synthetic estrogens in water by gas chromatography with mass spectrometric detection. J. Chromatogr., A 2004, 1024, 177-185; DOI 10.1016/j.chroma.2003.10.074.
10. Lai, K. M., Scrimshaw, M. D., and Lester, J. N. Biotransformation and Bioconcentration of steroid estrogens by Chlorella vulgaris. Appl. Environ. Microbiol. 2002, 68 (2002), 859-864; DOI 10.1128/AEM.68.2.859-864.2002. (Pubitemid 34113078)
11. Lee, H. B., Peart, T. E., and Svoboda, M. L. Determination of endocrine-disrupting phenols, acidic pharmaceuticals, and personal-care products in sewage by solid-phase extraction and gas chromatography-mass spectrometry. J. Chromatogr., A 2005, 1094 (2005), 122-129; DOI 10.1016/j.chroma.2005.07.070. (Pubitemid 41527145)
12. Petrovic, M., Eljarrat, E., Lopez de Alda, M. J., and Barcelo, D. Recent advances in the mass spectrometric analysis related to endocrine disrupting compounds in aquatic environmental samples. J. Chromatogr., A 2002, 974, 23-51; DOI 10.1016/S0021-9673(02)00907-X.
13. Lee, H. B.; Peart, T. E. Determination of 17 beta-estradiol and its metabolites in sewage effluent by solid-phase extraction and gas chromatography/mass spectrometry J. AOAC Int. 1998, 81, 1209-1216 (Pubitemid 128439712)
14. Ternes, T. A.; Kreckel, P.; Mueller, J. Behavior and occurrence of estrogens in municipal sewage treatment plants - I. Investigations in Germany, Canada and Brazil. Sci. Total Environ. 1999, 228 (1-2), 81-89; DOI 10.1016/S0048-9697(98)00334-9. (Pubitemid 29148048)
15. Lagana, A.; Fago, G.; Marino, A.; Santarelli, D. Liquid chromatography tandem mass spectrometry applied to the analysis of natural and synthetic steroids in environmental waters. Anal. Lett. 2001, 34 (6), 913; DOI 10.1081/AL-100103602. (Pubitemid 32538727)
16. Lopez de Alda, M. J.; Diaz-Cruz, S.; Petrovic, M.; Barcelo, D. Liquid chromatography-(tandem) mass spectrometry of selected pollutants (steroid sex hormones, drugs and alkylphenolic surfactants) in the aquatic environment. J. Chromatogr., A 2003, 1000 (2003), 503-526; DOI 10.1016/S0021-9673(03)00509-0. (Pubitemid 36638472)
17. Lagana, A.; Bacaloni, A.; Fago, G.; Marino, A. Trace analysis of estrogenic chemicals in sewage effluent using liquid chromatography combined with tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2000, 14, 401-407; DOI 10.1002/(SICI)1097-0231(20000331)14:6<401::AID-RCM883>3.0.CO;2-7. (Pubitemid 30152987)
18. Huang, C. H.; Sedlak, D. L. Analysis of estrogenic hormones in municipal wastewater effluent and surface water using enzyme-linked immunesorbent assay and gas chromatography/tandem mass spectrometry. Environ. Toxicol. Chem. 2001, 20, 133; DOI 10.1002/etc.5620200114.
19. Croley, T. R.; Hughes, R. J.; Koenig, B. G.; Metcalfe, C. D.; March, R. E. Mass spectrometry applied to the analysis of estrogens in the environment. Rapid Commun. Mass Spectrom. 2000, 14, 1087-1093; DOI 10.1002/1097- 0231(20000715)14:13<1087::AID-RCM992>3.3.CO;2-V.
20. Benijts, T.; Dams, R.; Gunther, W.; Lambert, W.; De Leenheer, A. Analysis of estrogenic contaminants in river water using liquid chromatography coupled to ion trap based mass spectrometry. Rapid Commun. Mass Spectrom. 2002, 16, 1358-1364; DOI 10.1002/rcm.716. (Pubitemid 34760674)
21. Benijts, T.; Dams, R.; Lambert, W.; De Leenheer, A. Countering matrix effects in environmental liquid chromatography-electricospray ionization tandem mass spectrometry water analysis for endocrine disrupting chemicals. J. Chromatogr., A 2004, 1029, 153-159; DOI 10.1016/j.chroma.2003.12.022. (Pubitemid 38201256)
22. Bowers, L. D. Analytical goals in therapeutic drug monitoring Clin. Chem. 1998, 44, 375-380 (Pubitemid 28087744)
23. Miller, J. M. Chromatography Concepts and Contrasts, 2 nd ed.; Wiley-Interscience: Hoboken, NJ, 2005.
24. nd ed.; Murphy, B. R.; Willis, D. W., Eds.; American Fisheries Society: Bethesda, MD, 1999; pp 83-120.
25. Ternes, T. A.; Kreckal, P.; Mueller, J. Behavior and occurrence of estrogens in municipal sewage treatment plants - II. Aerobic batch experiments with activated sludge. Sci. Total Environ. 1999, 225 (1999) 91-99; DOI 10.1016/S0048-9697(98)00335-0 (Pubitemid 29148049)
26. Desbrow, C.; Routledge, E. J.; Brighty, G. C.; Sumpter, J. P.; Waldock, M. Identification of estrogenic chemicals in STW effluent. 1. chemical fractionation and in vitro biological screening. Environ. Sci. Technol. 1998, 32, 1549; DOI 10.1021/es9707973. (Pubitemid 28265342)
27. Rodgers-Gray, T. P.; Jobling, S.; Morris, S.; Kelly, C.; Kirby, S.; Janbakhsh, A.; Harries, J. E.; Waldock, M. J.; Sumpter, J. P.; Tyler, C. R. Long-term temporal changes in the estrogenic composition of treated sewage effluent and its biological effects on fish. Environ. Sci. Technol. 2000, 34, 1521; DOI 10.1021/es991059c. (Pubitemid 30217479)
28. Shore, L. S.; Gurevitz, M.; Shemesh, M. Estrogen as an environmental pollutant. Bull. Environ. Contam. Toxicol. 1993, 51, 361; DOI 10.1007/BF00201753.
29. Shishida, K.; Echigo, S.; Kosaka, K.; Tabasaki, M.; Matsuda, T.; Takigami, H.; Yamada, H.; Shimizu, Y.; Matsui, S. Evaluation of advanced sewage treatment processes for reuse of wastewater using bioassays. Environ. Technol. 2000, 21, 553; DOI 10.1080/09593332108618090.
30. Lopez de Alda, M. J.; Barcelo, D. Determination of steroid sex hormones and related synthetic compounds considered as endocrine disrupters in water by liquid chromatography-diode array detection-mass spectrometry. J. Chromatogr., A 2000, 892, 391-406; DOI 10.1016/S0021-9673(00)00068-6.
31. Hu, J.; Zhang, H.; Chang, H. Improved method for analyzing estrogens in water by liquid chromatography-electrospray mass spectrometry. J. Chromatogr., A 2005, 1070, 221-224; DOI 10.1016/j.chroma.2005.02.069. (Pubitemid 40417788)
32. Johnson, A. C.; Belfroid, A.; Di Corcia, A. Estimating steroid oestrogen inputs into activated sludge treatment works and observations on their removal from the effluent. Sci. Total Environ. 2000, 256, 163; DOI 10.1016/S0048- 9697(00)00481-2. (Pubitemid 30364983)
33. Isobe, T.; Shiraishi, H.; Yasuda, M.; Shinoda, A.; Suzuki, H.; Morita, M. Determination of estrogens and their conjugates in water using solid-phase extraction followed by liquid chromatography-tandem mass spectrometry. J. Chromatogr., A 2003, 984, 195-202; DOI 10.1016/S0021-9673(02)01851-4. (Pubitemid 35454084)
34. Ternes, T. A.; Stumpf, M.; Mueller, J.; Haberer, K.; Wilken, R. D.; Servos, M. Behavior and occurrence of estrogens in municipal sewage treatment plants - I. Investigations in Germany, Canada and Brazil. Sci. Total Environ. 1999, 225 (1-2), 81; DOI 10.1016/S0048-9697(98)00335-0. (Pubitemid 29148049)
35. Kuch, H. M.; Ballschmiter, K.; Fresenius, J. Determination of endogenous and exogenous estrogens in effluents from sewage treatment plants at the ng/L-level. Anal. Chem. 2000, 366, 392; DOI 10.1007/s002160050080.
36. Snyder, S. A.; Keith, T. L.; Verbrugge, D. A.; Snyder, E. M.; Gross, T. S.; Kannan, K.; Giesy, J. P. Analytical methods for detection of selected estrogenic compounds in aqueous mixtures. Environ. Sci. Technol. 1999, 33, 2814; DOI 10.1021/es981294f. (Pubitemid 29387822)
37. Larsson, D. G. J.; Adolfsson-Erici, M.; Parkkonen, J.; Pettersson, M.; Berg, A. H.; Olsson, P. E.; Forlin, L. Ethinyloestradiol - an undesired fish contraceptive? Aquat. Toxicol. 1999, 45 (2-3), 91; DOI 10.1016/S0166-445X(98) 00112-X. (Pubitemid 29112824)
38. Belfroid, A. C.; Van der Horst, A.; Vethaak, A. D.; Schafer, A. J.; Rijs, G. B. J.; Wegener, J.; Cofino, W. P. Analysis and occurrence of estrogenic hormones and their glucuronides in surface water and waste water in the Netherlands. Sci. Total Environ. 1999, 225, 101; DOI 10.1016/S0048-9697(98) 00336-2. (Pubitemid 29148050)
39. Gomes, R. L.; Avcioglu, E.; Scrimshaw, M. D.; Lester, J. N. Steroid estrogen determination in sediment and sewage sludge: a critique of sample preparation and chromatographic/mass spectrometry considerations, incorporating a case study in method development. Trends Anal. Chem. 2004, 23 (10-11), 737-744; DOI 10.1016/j.trac.2004.08.006. (Pubitemid 39572667)
40. Zimmer-Faust, R. K.; Finelli, C. M.; Pentcheff, N. D; Wethey, D. S. Odor plumes and animal navigation in turbulent water flow: a field study. Biol. Bull. 1995, 188, 111-116; DOI: 10.2307/1542075.
41. Johnson, N. S.; Yun, S.; Thompson, H. T.; Brant, C. O.; Li, W. A synthesized pheromone induces upstream movement in female sea lamprey and summons them into traps. PNAS 2009, 106 (4) 10-21; DOI 10.1073/pnas.0808530106.
42. Morman, R. H. Distribution and ecology of lampreys in the Lower Peninsula of Michigan; Technical Report Number 33; Great Lakes Fishery Commission: Ann Arbor, MI, 1979.
43. Li, W.; Twohey, M.; Jones, M.; Wagner, M. Research to guide use of pheromones to control sea lamprey. J. Great Lakes Res. 2007, 33 (2), 70-86; DOI 10.3394/0380-1330(2007)33[70:RTGUOP]2.0.CO;2.