Combining Charge-Switch Derivatization with Ozone-Induced Dissociation for Fatty Acid Analysis

. 2019 Oct ; 30 (10) : 2135-2143. [epub] 20190725

Jazyk angličtina Země Spojené státy americké Médium print-electronic

Typ dokumentu časopisecké články

Perzistentní odkaz   https://www.medvik.cz/link/pmid31347025

Grantová podpora
DP150101715 Australian Research Council
DP190101486 Australian Research Council

Odkazy

PubMed 31347025
DOI 10.1007/s13361-019-02285-5
PII: 10.1007/s13361-019-02285-5
Knihovny.cz E-zdroje

The specific positions of carbon-carbon double bond(s) within an unsaturated fatty acid exert a significant effect on the physical and chemical properties of the lipid that ultimately inform its biological function(s). Contemporary liquid chromatography-mass spectrometry (MS) strategies based on electrospray ionization coupled to tandem MS can easily detect fatty acyl lipids but generally cannot reveal those specific site(s) of unsaturation. Herein, we describe a novel and versatile workflow whereby fatty acids are first converted to fixed charge N-(4-aminomethylphenyl)pyridinium (AMPP) derivatives and subsequently subjected to ozone-induced dissociation (OzID) on a modified triple quadrupole mass spectrometer. The AMPP modification enhances the detection of fatty acids introduced by direct infusion. Fragmentation of the derivatized fatty acids also provides diagnostic fragment ions upon collision-induced dissociation that can be targeted in precursor ion scans to subsequently trigger OzID analyses in an automated data-dependent workflow. It is these OzID analyses that provide unambiguous assignment of carbon-carbon double bond locations in the AMPP-derivatized fatty acids. The performance of this analysis pipeline is assessed in profiling the patterns of unsaturation in fatty acids within the complex biological secretion vernix caseosa. This analysis uncovers significant isomeric diversity within the fatty acid pool of this sample, including a number of hitherto unreported double bond positional isomers that hint at the activity of potentially new metabolic pathways.

Zobrazit více v PubMed

Anal Chem. 2010 Aug 15;82(16):6790-6 PubMed

J Chromatogr A. 2011 Dec 30;1218(52):9384-9 PubMed

Pediatr Res. 2008 Dec;64(6):605-9 PubMed

J Am Soc Mass Spectrom. 2018 Aug;29(8):1688-1699 PubMed

J Lipid Res. 2017 Aug;58(8):1579-1590 PubMed

Skin Res Technol. 2001 Feb;7(1):10-7 PubMed

J Chromatogr A. 2010 Dec 24;1217(52):8270-8 PubMed

Anal Chem. 2008 Jan 1;80(1):303-11 PubMed

J Lipid Res. 2013 Jun;54(6):1523-30 PubMed

J Am Soc Mass Spectrom. 2009 Jun;20(6):1037-47 PubMed

J Am Soc Mass Spectrom. 2010 Dec;21(12):1989-99 PubMed

Anal Biochem. 2017 May 1;524:45-55 PubMed

PLoS One. 2014 Jun 09;9(6):e99173 PubMed

J Lipid Res. 1978 Jan;19(1):114-28 PubMed

Anal Chem. 2019 Aug 6;91(15):9901-9909 PubMed

J Lipid Res. 2018 Aug;59(8):1510-1518 PubMed

J Lipid Res. 2005 May;46(5):839-61 PubMed

Anal Chem. 2018 Apr 3;90(7):4249-4257 PubMed

Science. 1974 Oct 4;186(4158):19-26 PubMed

Proc Natl Acad Sci U S A. 2016 Mar 8;113(10):2573-8 PubMed

Anal Bioanal Chem. 2015 Jul;407(17):5175-88 PubMed

J Am Soc Mass Spectrom. 2016 Apr;27(4):622-32 PubMed

J Lipid Res. 2013 Dec;54(12):3523-30 PubMed

Acc Chem Res. 2016 Sep 20;49(9):1596-604 PubMed

Anal Chem. 2016 Jun 21;88(12):6274-82 PubMed

Prog Lipid Res. 2010 Apr;49(2):186-99 PubMed

Angew Chem Int Ed Engl. 2014 Mar 3;53(10):2592-6 PubMed

J Invest Dermatol. 2006 Aug;126(8):1823-33 PubMed

Anal Chem. 2007 Jul 15;79(14):5150-7 PubMed

Biochim Biophys Acta. 2011 Nov;1811(11):807-17 PubMed

J Am Soc Mass Spectrom. 2013 Feb;24(2):286-96 PubMed

J Lipid Res. 2018 Nov;59(11):2164-2173 PubMed

Proc Natl Acad Sci U S A. 1974 Nov;71(11):4565-9 PubMed

Anal Chem. 2013 Oct 1;85(19):9312-20 PubMed

Anal Chem. 2018 Apr 17;90(8):5343-5351 PubMed

Chem Res Toxicol. 2013 Nov 18;26(11):1703-9 PubMed

J Lipid Res. 2014 Aug;55(8):1668-77 PubMed

Anal Chem. 2016 Sep 20;88(18):8931-5 PubMed

J Chromatogr B Biomed Appl. 1995 Sep 15;671(1-2):113-31 PubMed

Biochem Biophys Res Commun. 2005 Jul 8;332(3):735-42 PubMed

Anal Chem. 2013 Oct 15;85(20):9742-50 PubMed

Genomics. 2000 Jun 1;66(2):175-83 PubMed

Prog Lipid Res. 1981;20:13-22 PubMed

Najít záznam

Citační ukazatele

Nahrávání dat ...

    Možnosti archivace