2024-03-28T19:35:51+01:00 https://library.wur.nl/oai
oai:library.wur.nl:wurpubs/399944 2024-03-11
urn:nbn:nl:ui:32-399944 2024-03-11 urn:nbn:nl:ui:32-399944/mods Polyphenol Identification Based on Systematic and Robust High-Resolution Accurate Mass Spectroscopy Fragmentation van der Hooft J.J.J. 345799364 0000-0002-9340-5511 000000039167909X aut Vervoort J.J.M. 07175301X 0000-0002-0091-5687 0000000390706754 aut Bino R.J. 071872353 0000000389715987 aut Beekwilder M.J. 145833925 0000-0003-3238-4427 0000000388740136 aut de Vos R.C.H. 084392762 0000-0002-1281-5624 0000000394202027 aut text info:eu-repo/semantics/article 2011 10.1021/ac102546x 78650784908 000285570600057 en High-mass resolution multi-stage mass spectrometry (MSn) fragmentation was tested for differentiation and identification of metabolites, using a series of 121 polyphenolic molecules. The MSn fragmentation approach is based on the systematic breakdown of compounds, forming a so-called spectral tree. A chip-based nanoelectrospray ionization source was used combined with an ion-trap, providing reproducible fragmentation, and accurate mass read-out in an Orbitrap Fourier transform (FT) MS enabling rapid assignment of elemental formulas to the molecular ions and all fragment ions derived thereof. The used protocol resulted in reproducible MSn fragmentation trees up to MS5. Obtained results were stable over a 5 month time period, a concentration change of 100-fold, and small changes in normalized collision energy, which is key to metabolite annotation and helpful in structure and substructure elucidation. Differences in the hydroxylation and methoxylation patterns of polyphenolic core structures were found to be reflected by the differential fragmentation of the entire molecule, while variation in a glycosylation site displayed reproducible differences in the relative intensities of fragments originating from the same aglycone fragment ion. Accurate MSn-based spectral tree data are therefore a powerful tool to distinguish metabolites with similar elemental formula, thereby assisting compound identification in complex biological samples such as crude plant extracts. VLAG Laboratory of Plant Physiology PRI Management BIOS Applied Metabolic Systems Biochemistry EPS collision-induced dissociation flavonoid glycosides msn negative electrospray-ionization nuclear-magnetic-resonance o-glycosides performance liquid-chromatography phenolic-compounds plant metabolomics structural-characterization VLAG Laboratorium voor Plantenfysiologie PRI Directie BIOS Applied Metabolic Systems Biochemie EPS Analytical Chemistry 83 1 409 416 00032700 urn:nbn:nl:ui:32-399944/obj 2024-03-11 http://purl.org/eprint/accessRights/RestrictedAccess