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Merck

860465P

Avanti

N-C24:1-desoxymethylsphinganine

Avanti Research - A Croda Brand 860465P, powder

Sinónimos:

N-nervonoyl-1-desoxymethylsphinganine (m17:0/24:1)

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About This Item

Fórmula empírica (notación de Hill):
C41H81NO2
Número de CAS:
Peso molecular:
620.09
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860465P-1mg)
pkg of 1 × 5 mg (860465P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860465P

lipid type

bioactive lipids
sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

N-C24:1-desoxymethylsphinganine Commonly referred to as 1-desoxymethyldihydroceramide (1-desoxyMeDHCer), is the N-acylated form of 1-desoxymethylsphinganine, a potent inhibitor of sphingolipid metabolism. 1-deoxysphinganine (1-deoxySa) with N-acyl groups are referred as 1-deoxydihydroceramides and can have 16, 20 and 24 carbon chain.

Packaging

5 mL Amber Glass Screw Cap Vial (860465P-1mg)
5 mL Amber Glass Screw Cap Vial (860465P-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)

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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, 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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