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857459P

Avanti

16:1 aldehyde

Avanti Research™ - A Croda Brand 857459P, powder

Synonym(s):

(2E)-hexadecenal

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About This Item

Empirical Formula (Hill Notation):
C16H30O
CAS Number:
3163-37-9
Molecular Weight:
238.41
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857459P-1mg)
pkg of 1 × 5 mg (857459P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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Lipid Metabolism in Ruminant Animals (2014)
Ether Lipids Chemistry and Biology, 335-335 (2012)
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
Cellular fatty acid and fatty aldehyde composition of rumen bacteria
Miyagawa E
The Journal of General and Applied Microbiology, 28(5), 389-408 (1982)
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