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860464P

Avanti

N-C24:1-deoxysphinganine

Avanti Research™ - A Croda Brand 860464P, powder

Sinónimos:

N-nervonoyl-1-deoxysphinganine (m18:0/24:1)

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About This Item

Fórmula empírica (notación de Hill):
C42H83NO2
Número de CAS:
1246298-60-1
Peso molecular:
634.11
UNSPSC Code:
12352211
NACRES:
NA.25

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

Categorías relacionadas

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

11 - Combustible Solids

wgk_germany

WGK 3

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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

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