Consensus structure elucidation combining GC/EI-MS, structure generation, and calculated properties

Analytical Chemistry

Volumn 84, Issue 7, 2012, Pages 3287-3295

  Schymanski, Emma L ^a,e   Gallampois, Christine M J ^b   Krauss, Martin ^a   Meringer, Markus ^c   Neumann, Steffen ^d   Schulze, Tobias ^a   Wolf, Sebastian ^d   Brack, Werner ^a  

^a HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

^b LINKÖPING UNIVERSITY   (Sweden)

^c GERMAN AEROSPACE CENTER DLR   (Germany)

^d LEIBNIZ INSTITUTE OF PLANT BIOCHEMISTRY   (Germany)

^e SWISS FEDERAL INSTITUTE OF AQUATIC SCIENCE AND TECHNOLOGY   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CONSENSUS SCORING; ELBE RIVER; HIGH RESOLUTION; MASS SPECTRAL; METABOLOMICS; MOLECULAR FORMULA; MUTAGENICITY; OCTANOL-WATER PARTITIONING; RETENTION BEHAVIOR; RETENTION INDEX; STERIC ENERGIES; STRUCTURE ELUCIDATION; STRUCTURE GENERATION; WATER SAMPLES;

CHEMICAL ANALYSIS; CHEMISTRY;

STRUCTURAL PROPERTIES;

ARTICLE; CHEMISTRY; CONFORMATION; INFORMATION SCIENCE; MASS FRAGMENTOGRAPHY; METHODOLOGY; POLLUTANT; THERMODYNAMICS;

ENVIRONMENTAL POLLUTANTS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; INFORMATICS; MOLECULAR CONFORMATION; THERMODYNAMICS;

EID: 84859376463     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac203471y     Document Type: Article

References (52)

1. Brack, W.; Klamer, H. J. C.; de Ada, M. L.; Barcelo, D. Environ. Sci. Pollut. Res. 2007, 14, 30-38
2. Brack, W. Anal. Bioanal. Chem. 2003, 377, 397-407
3. Brack, W.; Schmitt-Jansen, M.; Machala, M.; Brix, R.; Barcelo, D.; Schymanski, E.; Streck, G.; Schulze, T. Anal. Bioanal. Chem. 2008, 390, 1959-1973
4. Schymanski, E.; Bataineh, M.; Goss, K.-U.; Brack, W. Trends Anal. Chem. 2009, 28, 550-561
5. NIST Mass Spectral Library; National Institute of Standards and Technology (NIST): Gaithersburg, MD, 2008.
6. Wiley Registry of Mass Spectral Data; Wiley: New York, 2010.
7. Muir, D. C. G.; Howard, P. H. Environ. Sci. Technol. 2006, 40, 7157-7166
8. The PubChem Project, National Center for Biotechnology Information (NCBI), Bethesda, MD. http://pubchem.ncbi.nlm.nih.gov/ (accessed December 22, 2011).
9. ChemSpider; Royal Society of Chemistry, London. http://www.chemspider.com (accessed December 22, 2011).
10. Kerber, A.; Laue, R.; Meringer, M.; Rücker, C. MATCH 2005, 54, 301-312
11. Schymanski, E.; Meringer, M.; Brack, W. Anal. Chem. 2011, 83, 903-912
12. Rostad, C. E.; Pereira, W. E. J. High Resolut. Chromatogr. Chromatogr. Commun. 1986, 9, 328-334
13. Guidelines for the Testing of Chemicals; Organisation for Economic Co-operation and Development (OECD): Paris, 2004; Vol. 117.
14. Hill, D. W.; Kertesz, T. M.; Fontaine, D.; Friedman, R.; Grant, D. F. Anal. Chem. 2008, 80, 5574-5582
15. Kerber, A.; Meringer, M.; Rücker, C. Croat. Chem. Acta 2006, 79, 449-464
16. Schymanski, E.; Meringer, M.; Brack, W. Anal. Chem. 2009, 81, 3608-3617
17. Bentzien, J.; Hickey, E. R.; Kemper, R. A.; Brewer, M. L.; Dyekjaer, J. D.; East, S. P.; Whittaker, M. J. Chem. Inf. Model. 2010, 50, 274-297
18. Wolf, S.; Schmidt, S.; Müller-Hannemann, M.; Neumann, S. BMC Bioinf. 2010, 11, 148
19. Steinbeck, C.; Han, Y. Q.; Kuhn, S.; Horlacher, O.; Luttmann, E.; Willighagen, E. J. Chem. Inf. Comput. Sci. 2003, 43, 493-500
20. Steinbeck, C.; Hoppe, C.; Kuhn, S.; Floris, M.; Guha, R.; Willighagen, E. L. Curr. Pharm. Design 2006, 12, 2111-2120
21. Ghose, A. K.; Crippen, G. M. J. Comput. Chem. 1986, 7, 565-577
22. Kumari, S.; Stevens, D.; Kind, T.; Denkert, C.; Fiehn, O. Anal. Chem. 2011, 83, 5895-5902
23. Vandermeersch, T. Obenergy; Open Babel, 2007. http://openbabel.org/wiki/ Obenergy.
24. Stewart, J. J. P. J. Comput.-Aided Mol. Des. 1990, 4, 1-45
25. Calculator Plugin, version 5.4.1.2; ChemAxon: Budapest, Hungary, 2011.
26. Marvin Sketch, version 5.4.1.2; ChemAxon: Budapest, Hungary, 2011.
27. Sakamoto, H.; Hayatsu, H. Bull. Environ. Contam. Toxicol. 1990, 44, 521-528
28. Hayatsu, H. J. Chromatogr. A 1992, 597, 37-56
29. Ames, B. N.; Mccann, J.; Yamasaki, E. Mutat. Res. 1975, 31, 347-363
30. Perez, S.; Reifferscheid, G.; Eichhorn, P.; Barcelo, D. Environ. Toxicol. Chem. 2003, 22, 2576-2584
31. Gallampois, C. M. J.; Bataineh, M.; Schymanski, E. L.; Krauss, M.; Brack, W., manuscript in preparation.
32. Automated Mass Spectral Deconvolution and Identification System (AMDIS), version 2.70; National Institute of Standards and Technology (NIST): Gaithersburg, MD, 2011.
33. D'Arcy, P.; Mallard, W. G. AMDIS-User Manual; National Institute of Standards and Technology (NIST): Gaithersburg, MD, 2011.
34. Kerber, A.; Laue, R.; Meringer, M.; Varmuza, K. Adv. Mass Spectrom. 2001, 15, 939-940
35. Schymanski, E. L.; Meinert, C.; Meringer, M.; Brack, W. Anal. Chim. Acta 2008, 615, 136-147
36. Mass Frontier, version 5.0 Trial Version; HighChem Ltd./Thermo Scientific: Waltham, MA, 2007.
37. MS Manager, version 11.01; Advanced Chemistry Development, Inc.: Toronto, Ontario, Canada, 2007.
38. ChemBio3D Ultra, version 11.0; CambridgeSoft: Cambridge, MA, 2007.
39. Kerber, A.; Laue, R.; Meringer, M.; Rucker, C. MATCH 2004, 187-204
40. Stewart, J. J. P. MOPAC7 for Linux, mopac7-bin (ubuntu) version 1.15-4; 1995.
41. MMFF94 Validation Suite; Computational Chemistry List, Ltd.: Columbus, OH, 1999. http://www.ccl.net/cca/data/MMFF94/ (accessed October 14, 2011).
42. Halgren, T. A. J. Comput. Chem. 1999, 20, 730-748
43. Estimation Program Interface (EPI) Suite, version 3.20; U.S. Environmental Protection Agency: Washington, DC, 2007.
44. Eckel, W. P.; Kind, T. Anal. Chim. Acta 2003, 494, 235-243
45. Stein, S. E.; Babushok, V. I.; Brown, R. L.; Linstrom, P. J. J. Chem. Inf. Model. 2007, 47, 975-980
46. Heinonen, M.; Rantanen, A.; Mielikäinen, T.; Kokkonen, J.; Kiuru, J.; Ketola, R. A.; Rousu, J. Rapid Commun. Mass Spectrom. 2008, 22, 3043-3052
47. SPARC Online Calculator; University of Georgia: Athens, GA, 2010. http://sparc.chem.uga.edu/sparc/ (accessed September 9, 2010).
48. Kern, S.; Fenner, K.; Singer, H. P.; Schwarzenbach, R. P.; Hollender, J. Environ. Sci. Technol. 2009, 43, 7039-7046
49. Mannhold, R.; Poda, G. I.; Ostermann, C.; Tetko, I. V. J. Pharm. Sci. 2009, 98, 861-893
50. Virtual Computational Chemistry Laboratory, http://www.vcclab.org, 2011, (accessed December 22, 2011).
51. Gallampois, C. M. J.; Schymanski, E. L.; Bataineh, M.; Krauss, M.; Brack, W., manuscript in preparation.
52. Hildebrandt, C.; Wolf, S.; Neumann, S. J. Integr. Bioinform. 2011, 8, 157