Derivatization in Analytical Chemistry

0558090 - ÚOCHB 2023 CH eng M - Monography Chapter
Horká, Petra - Vrkoslav, Vladimír - Kindl, Jiří - Schwarzová-Pecková, K. - Cvačka, Josef
Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS2 with Acetonitrile In-Source Derivatization.
Derivatization in Analytical Chemistry. Basel: MDPI, 2022 - (Tzanavaras, P.), s. 39-59. ISBN 978-3-0365-4256-0
R&D Projects: GA MŠMT(CZ) EF16_019/0000729
Institutional support: RVO:61388963
Keywords : acetonitrile-related adducts * acetylenic lipids * double and triple bond localization * in-source derivatization * mass spectrometry
OECD category: Analytical chemistry
https://doi.org/10.3390/books978-3-0365-4255-3

Double and triple bonds have significant effects on the biological activities of lipids. Determining multiple bond positions in their molecules by mass spectrometry usually requires chemical derivatization. This work presents an HPLC/MS method for pinpointing the double and triple bonds in fatty acids. Fatty acid methyl esters were separated by reversed-phase HPLC with an acetonitrile mobile phase. In the APCI source, acetonitrile formed reactive species, which added to double and triple bonds to form [M + C3H5N]+• ions. Their collisional activation in an ion trap provided fragments helpful in localizing the multiple bond positions. This approach was applied to fatty acids with isolated, cumulated, and conjugated double bonds and triple bonds. The fatty acids were isolated from the fat body of early-nesting bumblebee Bombus pratorum and seeds or seed oils of Punicum granatum, Marrubium vulgare, and Santalum album. Using the method, the presence of the known fatty acids was confirmed, and new ones were discovered.
Permanent Link: http://hdl.handle.net/11104/0331899