TY  - JOUR
A1  - Neuber, Corinna
A1  - Schumacher, Fabian
A1  - Gulbins, Erich
A1  - Kleuser, Burkhard
T1  - Mass Spectrometric Determination of Fatty Aldehydes Exemplified by Monitoring the Oxidative Degradation of (2E)-Hexadecenal in HepG2 Cell Lysates
JF  - Lipidomics
N2  - Within the last few decades, liquid chromatography-mass spectrometry (LC-MS) has become a preferred method for manifold issues in analytical biosciences, given its high selectivity and sensitivity. However, the analysis of fatty aldehydes, which are important components of cell metabolism, remains challenging. Usually, chemical derivatization prior to MS detection is required to enhance ionization efficiency. In this regard, the coupling of fatty aldehydes to hydrazines like 2,4-dinitrophenylhydrazine (DNPH) is a common approach. Additionally, hydrazones readily react with fatty aldehydes to form stable derivatives, which can be easily separated using high-performance liquid chromatography (HPLC) and subsequently detected by MS. Here, we exemplarily present the quantification of the long-chain fatty aldehyde (2E)-hexadecenal, a break-down product of the bioactive lipid sphingosine 1-phosphate (S1P), after derivatization with 2-diphenylacetyl-1,3-indandione-1-hydrazone (DAIH) via isotope-dilution HPLC-electrospray ionization-quadrupole/time-of-flight (ESI-QTOF) MS. Moreover, we show that the addition of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC hydrochloride) as a coupling agent allows for simultaneous determination of fatty aldehydes and fatty acids as DAIH derivatives. Taking advantage of this, we describe in detail how to monitor the degradation of (2E)-hexadecenal and the concurrent formation of its oxidation product (2E)-hexadecenoic acid in lysates of human hepatoblastoma (HepG2) cells within this chapter.
KW  - (2E)-hexadecenal
KW  - (2E)-hexadecenoic acid
KW  - Sphingosine 1-phosphate
KW  - Derivatization
KW  - DAIH
KW  - EDC
KW  - Isotope-dilution
KW  - HPLC-ESI-QTOF
Y1  - 2017
SN  - 978-1-4939-6946-3
SN  - 978-1-4939-6944-9
U6  - https://doi.org/10.1007/978-1-4939-6946-3_10
SN  - 0893-2336
SN  - 1940-6045
VL  - 125
SP  - 147
EP  - 158
PB  - Humana Press
CY  - Totowa
ER  -