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860463P

Avanti

N-C16-desoxymethylsphinganine

Avanti Research™ - A Croda Brand 860463P, powder

Sinónimos:

N-palmitoyl-1-desoxymethylsphinganine (m17:0/16:0)

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About This Item

Fórmula empírica (notación de Hill):
C33H67NO2
Número de CAS:
1246298-42-9
Peso molecular:
509.89
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860463P-1mg)
pkg of 1 × 5 mg (860463P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860463P

lipid type

sphingolipids
bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](CCCCCCCCCCCCCCC)(O)CNC(CCCCCCCCCCCCCCC)=O

General description

N-C16-desoxymethylsphinganine is the N-acylated form of 1-desoxymethylsphinganine, a potent inhibitor of sphingolipid metabolism. Ceramide synthases (CerS) catalyzes the acylation of sphingoid bases using fatty acyl-CoA and its inhibition results in decrease of N-acylsphinganines (dihydroceramides) levels and accumulation of sphinganine. Dihydroceramides (DHCer) are intermediates of ceramide biosynthesis.

Biochem/physiol Actions

Dihydroceramides are also used for dihydrosphingolipids synthesis. Treatment of MCF7 cancer cells with fenretinide alters sphingolipid metabolism.

Packaging

5 mL Amber Glass Screw Cap Vial (860463P-1mg)
5 mL Amber Glass Screw Cap Vial (860463P-5mg)

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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Sphingolipidomics: a valuable tool for understanding the roles of sphingolipids in biology and disease
Merrill AH, et al.
Journal of Lipid Research, 50, S97-S102 (2009)
Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (?sphingosines?) and related amino alcohols
Pruett ST, et al.
Journal of Lipid Research, 49(8), 1621-1639 (2008)
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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