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860464P

Avanti

N-C24:1-deoxysphinganine

Avanti Polar Lipids 860464P, powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C42H83NO2
CAS-Nummer:
1246298-60-1
Molekulargewicht:
634.11
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 1 mg (860464P-1mg)

Hersteller/Markenname

Avanti Polar Lipids 860464P

Lipid-Typ

sphingolipids
bioactive lipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

Verwandte Kategorien

Allgemeine Beschreibung

1-deoxysphinganine is an atypical sphingoid base, which lacks a 1-hydroxyl group.

Anwendung

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. Wirkung

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.

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Analysenzertifikate (COA)

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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-
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
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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