Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization

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 aci...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Petra Horká, Vladimír Vrkoslav, Jiří Kindl, Karolina Schwarzová-Pecková, Josef Cvačka
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	acetonitrile-related adducts acetylenic lipids double and triple bond localization in-source derivatization mass spectrometry Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/275739de63424627b93c6022741fa49b
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:275739de63424627b93c6022741fa49b
record_format	dspace
spelling	oai:doaj.org-article:275739de63424627b93c6022741fa49b2021-11-11T18:28:37ZStructural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization10.3390/molecules262164681420-3049https://doaj.org/article/275739de63424627b93c6022741fa49b2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6468https://doaj.org/toc/1420-3049Double 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 + C<sub>3</sub>H<sub>5</sub>N]<sup>+•</sup> 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 <i>Bombus pratorum</i> and seeds or seed oils of <i>Punicum granatum</i>, <i>Marrubium vulgare</i>, and <i>Santalum album</i>. Using the method, the presence of the known fatty acids was confirmed, and new ones were discovered.Petra HorkáVladimír VrkoslavJiří KindlKarolina Schwarzová-PeckováJosef CvačkaMDPI AGarticleacetonitrile-related adductsacetylenic lipidsdouble and triple bond localizationin-source derivatizationmass spectrometryOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6468, p 6468 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	acetonitrile-related adducts acetylenic lipids double and triple bond localization in-source derivatization mass spectrometry Organic chemistry QD241-441
spellingShingle	acetonitrile-related adducts acetylenic lipids double and triple bond localization in-source derivatization mass spectrometry Organic chemistry QD241-441 Petra Horká Vladimír Vrkoslav Jiří Kindl Karolina Schwarzová-Pecková Josef Cvačka Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
description	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 + C<sub>3</sub>H<sub>5</sub>N]<sup>+•</sup> 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 <i>Bombus pratorum</i> and seeds or seed oils of <i>Punicum granatum</i>, <i>Marrubium vulgare</i>, and <i>Santalum album</i>. Using the method, the presence of the known fatty acids was confirmed, and new ones were discovered.
format	article
author	Petra Horká Vladimír Vrkoslav Jiří Kindl Karolina Schwarzová-Pecková Josef Cvačka
author_facet	Petra Horká Vladimír Vrkoslav Jiří Kindl Karolina Schwarzová-Pecková Josef Cvačka
author_sort	Petra Horká
title	Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
title_short	Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
title_full	Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
title_fullStr	Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
title_full_unstemmed	Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization
title_sort	structural characterization of unusual fatty acid methyl esters with double and triple bonds using hplc/apci-ms<sup>2</sup> with acetonitrile in-source derivatization
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/275739de63424627b93c6022741fa49b
work_keys_str_mv	AT petrahorka structuralcharacterizationofunusualfattyacidmethylesterswithdoubleandtriplebondsusinghplcapcimssup2supwithacetonitrileinsourcederivatization AT vladimirvrkoslav structuralcharacterizationofunusualfattyacidmethylesterswithdoubleandtriplebondsusinghplcapcimssup2supwithacetonitrileinsourcederivatization AT jirikindl structuralcharacterizationofunusualfattyacidmethylesterswithdoubleandtriplebondsusinghplcapcimssup2supwithacetonitrileinsourcederivatization AT karolinaschwarzovapeckova structuralcharacterizationofunusualfattyacidmethylesterswithdoubleandtriplebondsusinghplcapcimssup2supwithacetonitrileinsourcederivatization AT josefcvacka structuralcharacterizationofunusualfattyacidmethylesterswithdoubleandtriplebondsusinghplcapcimssup2supwithacetonitrileinsourcederivatization
_version_	1718431812590501888

Structural Characterization of Unusual Fatty Acid Methyl Esters with Double and Triple Bonds Using HPLC/APCI-MS<sup>2</sup> with Acetonitrile In-Source Derivatization

Ejemplares similares