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860464P

Avanti

N-C24:1-deoxysphinganine

Avanti Research™ - A Croda Brand 860464P, powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C42H83NO2
Numéro CAS:
1246298-60-1
Poids moléculaire :
634.11
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 1 mg (860464P-1mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860464P

Type de lipide

sphingolipids
bioactive lipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

C[C@]([H])(NC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

Catégories apparentées

Description générale

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).

Actions biochimiques/physiologiques

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.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860464P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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