860464P
Avanti
N-C24:1-deoxysphinganine
Avanti Research™ - A Croda Brand 860464P, powder
Synonym(s):
N-nervonoyl-1-deoxysphinganine (m18:0/24:1)
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C42H83NO2
CAS Number:
Molecular Weight:
634.11
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
![16:0-d31-18:1 PG 1-palmitoyl-d31-2-oleoyl-sn-glycero-3-[phospho-rac-(1-glycerol)] (sodium salt), chloroform](/deepweb/assets/sigmaaldrich/product/structures/392/823/d104ed37-ed4a-4f66-8294-a20d5f9085b4/640/d104ed37-ed4a-4f66-8294-a20d5f9085b4.png)
form
powder
packaging
pkg of 1 × 1 mg (860464P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860464P
lipid type
sphingolipids
bioactive lipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
C[C@]([H])(NC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
General description
1-deoxysphinganine is an atypical sphingoid base, which lacks a 1-hydroxyl group.
Application
N-C24:1-deoxysphinganine or N-nervonoyl-1-deoxysphinganine (m18:0/24:1) has been used as a standard in the quantitation of atypical sphingoid bases in biological samples by reverse-phase liquid chromatography coupled to electrospray ionization tandem mass spectrometry (LC-MS/MS).
Biochem/physiol Actions
1-deoxysphinganine might be toxic to cancer cells. It is a potential biomarker for type 2 diabetes. 1-deoxysphinganine acts as a cytotoxic lipid for insulin producing cells.
Packaging
5 mL Amber Glass Screw Cap Vial (860464P-1mg)
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)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Deoxysphingolipids, novel biomarkers for type 2 diabetes, are cytotoxic for insulin-producing cells.
Richard A Zuellig et al.
Diabetes, 63(4), 1326-1339 (2014-01-01)
Irreversible failure of pancreatic β-cells is the main culprit in the pathophysiology of diabetes, a disease that is now a global epidemic. Recently, elevated plasma levels of deoxysphingolipids, including 1-deoxysphinganine, have been identified as a novel biomarker for the disease.
Junliang Wan et al.
Journal of agricultural and food chemistry, 67(46), 12953-12961 (2019-10-23)
Most common sphingolipids are comprised of "typical" sphingoid bases (sphinganine, sphingosine, and structurally related compounds) and are produced via the condensation of l-serine with a fatty acyl-CoA by serine palmitoyltransferase. Some organisms, including mammals, also produce "atypical" sphingoid bases that
Noemi Jiménez-Rojo et al.
Biophysical journal, 107(12), 2850-2859 (2014-12-18)
Ceramides and dihydroceramides are N-acyl derivatives of sphingosine and sphinganine, respectively, which are the major sphingoid-base backbones of mammals. Recent studies have found that mammals, like certain other organisms, also produce 1-deoxy-(dihydro)ceramides (1-deoxyDHCers) that contain sphingoid bases lacking the 1-hydroxyl-
Sarah T Pruett et al.
Journal of lipid research, 49(8), 1621-1639 (2008-05-24)
"Sphingosin" was first described by J. L. W. Thudichum in 1884 and structurally characterized as 2S,3R,4E-2-aminooctadec-4-ene-1,3-diol in 1947 by Herb Carter, who also proposed the designation of "lipides derived from sphingosine as sphingolipides." This category of amino alcohols is now
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service