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Merck

860462P

Avanti

N-C16-deoxysphinganine

N-palmitoyl-1-deoxysphinganine (m18:0/16:0), powder

Sinónimos:

N-hexadecanoyl-1-deoxysphinganine (m18:0/16:0); N-C16-1-deoxyDHCer; 110960

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About This Item

Fórmula empírica (notación de Hill):
C34H69NO2
Número de CAS:
Peso molecular:
523.92
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860462P-1mg)
pkg of 1 × 5 mg (860462P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860462P

lipid type

sphingolipids
bioactive lipids

shipped in

dry ice

storage temp.

−20°C

Categorías relacionadas

General description

Commonly referred to as 1-deoxydihydroceramide (1-deoxyDHCer), this product is the N-acylated form of 1-deoxysphinganine, a potent inhibitor of sphingolipid metabolism. The biological activity of 1-deoxyDHCer is not clearly understood at this time.
N-C16-deoxysphinganine Commonly referred to as 1-deoxydihydroceramide (1-deoxyDHCer), is the N-acylated form of 1-deoxysphinganine, a potent inhibitor of sphingolipid metabolism. The N-acyl group can be 16, 20 and 24 carbon chain. N-acylsphinganines (dihydroceramides) are synthesized by the acylation of sphingoid bases in the presence of ceramide synthases (CerS).

Biochem/physiol Actions

N-acylsphinganines (dihydroceramides) levels are lower during ceramide synthase inhibition. They are intermediates of ceramide and dihydrosphingolipids synthesis. Treatment of MCF7 cancer cells with fenretinide alters sphingolipid metabolism.

Packaging

5 mL Amber Glass Screw Cap Vial (860462P-1mg)
5 mL Amber Glass Screw Cap Vial (860462P-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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Visite la Librería de documentos

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)
Ceramide synthase inhibition by fumonisin B1 causes accumulation of 1-deoxysphinganine a novel category of bioactive 1-deoxysphingoid bases and 1-deoxydihydroceramides biosynthesized by mammalian cell lines and animals
Zitomer NC, et al.
The Journal of Biological Chemistry, 284(8), 4786-4795 (2009)
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-
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)
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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