Publication Details

Category Text Publication
Reference Category Journals
DOI 10.1021/ac203471y
Title (Primary) Consensus structure elucidation combining GC/EI-MS, structure generation and calculated properties
Author Schymanski, E.L.; Gallampois, C.M.J.; Krauss, M. ORCID logo ; Meringer, M.; Neumann, S.; Schulze, T. ORCID logo ; Wolf, S.; Brack, W.
Source Titel Analytical Chemistry
Year 2012
Department WANA
Volume 84
Issue 7
Page From 3287
Page To 3295
Language englisch
Keywords effect-directed analysis; development kit cdk; source java library; mass-spectra; in-silico; organic-compounds; retention index; identification; fragmentation; spectrometry

This paper explores consensus structure elucidation on the basis of GC/EI-MS, structure generation and calculated properties on unknown compounds. Candidate structures were generated using the molecular formula and substructure information obtained from the GC/EI-MS spectrum. Calculated properties were then used to score candidates according to a consensus approach, rather than filtering or exclusion. Two mass spectral match calculations (MOLGEN-MS and MetFrag), retention behavior (Lee retention index/Boiling Point correlation, NIST Kovat’s retention index), octanol-water partitioning behavior (log Kow) and finally steric energy calculations were used to select candidates. A simple consensus scoring function was developed and tested on two unknown spectra detected in a mutagenic sub-fraction of a water sample from the Elbe River using GC/EI-MS. The top candidates proposed using the consensus scoring technique were purchased and confirmed analytically using GC/EI-MS and LC/MSMS. Although the compounds identified were not responsible for the sample mutagenicity, the structure generation-based identification for GC/EI-MS using calculated properties and consensus scoring was proven to be applicable to real world unknowns and suggests that the development of a similar strategy for multi-dimensional high resolution MS may improve the outcomes of environmental and metabolomics studies.
Persistent UFZ Identifier
Schymanski, E.L., Gallampois, C.M.J., Krauss, M., Meringer, M., Neumann, S., Schulze, T., Wolf, S., Brack, W. (2012):
Consensus structure elucidation combining GC/EI-MS, structure generation and calculated properties
Anal. Chem. 84 (7), 3287 - 3295 10.1021/ac203471y