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43799

Sigma-Aldrich

N-Palmitoyl-D-sphingosine

≥98.0% (TLC)

Synonyme(s) :

Cer(d18:1/16:0), (2S,3R,4E)-2-(Palmitoylamino)-4-octadecene-1,3-diol, N-Hexadecanoyl-D-sphingosine, N-Palmitoyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]hexadecanamide, C16 Ceramide (d18:1/16:0), C16-Ceramide

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About This Item

Formule empirique (notation de Hill):
C34H67NO3
Numéro CAS:
24696-26-2
Poids moléculaire :
537.90
Numéro MDL:
MFCD00871748
Code UNSPSC :
12352211
ID de substance PubChem :
329756403
Nomenclature NACRES :
NA.85

Pureté

≥98.0% (TLC)

Forme

powder or solid

Composition

carbon content, 75.92%
hydrogen content, 12.55%
nitrogen content, 2.60%

Groupe fonctionnel

amide

Type de lipide

sphingolipids

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

OC[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1

Clé InChI

YDNKGFDKKRUKPY-TURZORIXSA-N

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Sphingomyelin from chicken egg yolk, ≥95%

Sigma-Aldrich

S0756

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1,3-Dipalmitoyl-2-oleoylglycerol ≥99%

Sigma-Aldrich

D2157

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Andrew K Rudd et al.
Proceedings of the National Academy of Sciences of the United States of America, 115(29), 7485-7490 (2018-07-04)
Mammalian cells synthesize thousands of distinct lipids, yet the function of many of these lipid species is unknown. Ceramides, a class of sphingolipid, are implicated in several cell-signaling pathways but poor cell permeability and lack of selectivity in endogenous synthesis
Sharon Epstein et al.
Journal of lipid research, 53(3), 412-420 (2012-01-03)
Sphingolipids are not only important components of membranes but also have functions in protein trafficking and intracellular signaling. The LCB1 gene encodes a subunit of the serine palmitoyltransferase, which is responsible for the first step of sphingolipid synthesis. Here, we
Gloria I Perez et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(7), 860-862 (2005-02-25)
An age-dependent acceleration of apoptosis occurs in female germ cells (oocytes), and this requires communication between the oocyte and its surrounding somatic (cumulus) cells. Here we show in aged mice that ceramide is translocated from cumulus cells into the adjacent
Sherry S W Leung et al.
Biophysical journal, 103(12), 2465-2474 (2012-12-25)
Ceramide produced from sphingomyelin in the plasma membrane is purported to affect signaling through changes in the membrane's physical properties. Thermal behavior of N-palmitoyl sphingomyelin (PSM) and N-palmitoyl ceramide (PCer) mixtures in excess water has been monitored by ²H NMR
E Aflaki et al.
Cell death & disease, 3, e280-e280 (2012-03-16)
Triacylglycerol (TG) accumulation caused by adipose triglyceride lipase (ATGL) deficiency or very low-density lipoprotein (VLDL) loading of wild-type (Wt) macrophages results in mitochondrial-mediated apoptosis. This phenotype is correlated to depletion of Ca(2+) from the endoplasmic reticulum (ER), an event known
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