860463P

Avanti

N-C16-desoxymethylsphinganine

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

Empirical Formula (Hill Notation):
C33H67NO2
CAS号:
分子量:
509.89
NACRES:
NA.25
价格与库存信息目前不能提供

form

powder

packaging

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

mfr. no.

Avanti Polar Lipids, 860463P

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

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

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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