857459P
Avanti
16:1 aldehyde
Avanti Polar Lipids 857459P, powder
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Synonym(s):
(2E)-hexadecenal
Empirical Formula (Hill Notation):
C16H30O
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (857459P-1mg)
pkg of 1 × 5 mg (857459P-5mg)
manufacturer/tradename
Avanti Polar Lipids 857459P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCC/C=C/C([H])=O
InChI
1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h14-16H,2-13H2,1H3/b15-14+
InChI key
KLJFYXOVGVXZKT-CCEZHUSRSA-N
General description
Fatty aldehydes are enzymatically converted to fatty alcohols and fatty acids. When assessing S1P lyase enzymatic activity, the estimation of fatty aldehyde stability during the reaction is required. The (2E)-hexadecenal(d5) (857461) is suitable as the internal standard for LC/MS/MS approaches to quantify the product of S1P degradation by S1P lyase, (2E)-hexadecenal; however, a natural (2E)-hexadecenal (857469) is needed to evaluate its stability during enzymatic reaction. The method describing the details of the use of both (2E)-hexadecenal(d5) and (2E)-hexadecenal for LC/MS/MS-based characterization of S1P lyase reaction is in preparation for publication by Berdyshev et al.Personal communication from Evgeny Berdyshev, Ph.D., Assistant Professor, University of Illinois at Chicago.
Application
16:1 aldehyde ((2E)-hexadecenal) has been used as an internal standard for extraction and detection of derivatized fatty aldehydes from HepG2 cell line by high performance liquid chromatography-electrospray ionization-quadrupole/time-of flight mass spectrometry (HPLC-ESI-QTOF).
Biochem/physiol Actions
16:1 aldehyde is a predominant fatty aldehyde in phospholipid of bacteria like Selenomonas ruminantium, when grown on glucose and even-numbered volatile fatty acids, and lactobacillus. It is one of the main aldehydes in phosphatidylethanolamine plasmalogen of Ophiura sarsi and choline and ethanolamine phospholipid component of bovine adipose tissue.
Packaging
5 mL Amber Glass Screw Cap Vial (857459P-1mg)
5 mL Amber Glass Screw Cap Vial (857459P-5mg)
WGK
WGK 3
Certificates of Analysis (COA)
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Marine Biogenic Lipids, Fats & Oils (1989)
Ether Lipids Chemistry and Biology, 335-335 (2012)
Lipid Metabolism in Ruminant Animals (2014)
Method to Simultaneously Determine the Sphingosine 1-Phosphate Breakdown Product (2 E)-Hexadecenal and Its Fatty Acid Derivatives Using Isotope-Dilution HPLC-Electrospray Ionization-Quadrupole/Time-of-Flight Mass Spectrometry
Neuber C, et al.
Analytical Chemistry, 86(18), 9065-9073 (2014)
Corinna Neuber et al.
Analytical chemistry, 86(18), 9065-9073 (2014-08-20)
Sphingosine 1-phosphate (S1P), a bioactive lipid involved in various physiological processes, can be irreversibly degraded by the membrane-bound S1P lyase (S1PL) yielding (2E)-hexadecenal and phosphoethanolamine. It is discussed that (2E)-hexadecenal is further oxidized to (2E)-hexadecenoic acid by the long-chain fatty
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