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860463P

Avanti

N-C16-desoxymethylsphinganine

Avanti Research™ - A Croda Brand 860463P, powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C33H67NO2
Número CAS:
1246298-42-9
Peso molecular:
509.89
Número MDL:
MFCD22416667
Código UNSPSC:
12352211
NACRES:
NA.25

Formulário

powder

embalagem

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

fabricante/nome comercial

Avanti Research™ - A Croda Brand 860463P

tipo de lipídio

sphingolipids
bioactive lipids

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

InChI

1S/C33H67NO2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-32(35)31-34-33(36)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3,(H,34,36)/t32-/m1/s1

chave InChI

SCCABQBVDWFVHP-JGCGQSQUSA-N

Descrição geral

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.

Ações bioquímicas/fisiológicas

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

Embalagem

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

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

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Certificados de análise (COA)

Lot/Batch Number

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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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