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43799

Sigma-Aldrich

N-Palmitoyl-D-sphingosin

≥98.0% (TLC)

Synonym(e):

(2S,3R,4E)-2-(Palmitoylamino)-4-octadecen-1,3-diol, N-Hexadecanoyl-D-sphingosin, N-Palmitoyl-D-erythro-sphingosin, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-hexadecanamid, C16 Ceramid (d18:1/16:0), C16-Ceramid

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About This Item

Empirische Formel (Hill-System):
C34H67NO3
CAS-Nummer:
24696-26-2
Molekulargewicht:
537.90
MDL-Nummer:
MFCD00871748
UNSPSC-Code:
12352211
PubChem Substanz-ID:
329756403
NACRES:
NA.85

Assay

≥98.0% (TLC)

Form

powder or solid

Zusammensetzung

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

Funktionelle Gruppe

amide

Lipid-Typ

sphingolipids

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

YDNKGFDKKRUKPY-TURZORIXSA-N

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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Sphingomyelin

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Sigma-Aldrich

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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
S White-Gilbertson et al.
Oncogene, 28(8), 1132-1141 (2009-01-13)
We have previously shown that the death receptor ligand TRAIL (tumor necrosis factor-related apoptosis-inducing ligand) induces an increase of intracellular C(16)-ceramide in sensitive SW480 but not in resistant SW620 cells. Resistance in SW620 cells was overcome by exogenous ceramide, leading
Claudia Almeida et al.
PloS one, 13(8), e0201373-e0201373 (2018-08-11)
Biological membranes contain a large variety of lipids species compartmentalized in different domains heterogeneous in size, composition and dynamics. Cholesterol induces membrane ordered domains thanks to its affinity for saturated lipids. Membrane domains had been studied with fluorescent probes either
Daniel Dindo et al.
Molecular cancer therapeutics, 5(6), 1520-1529 (2006-07-05)
Ceramides are sphingolipid second messengers that are involved in the mediation of cell death. There is accumulating evidence that mitochondria play a central role in ceramide-derived toxicity. We designed a novel cationic long-chain ceramide [omega-pyridinium bromide D-erythro-C16-ceramide (LCL-30)] targeting negatively
Jérôme Becam et al.
Scientific reports, 7(1), 17627-17627 (2017-12-17)
Certain fatty acids and sphingoid bases found at mucosal surfaces are known to have antibacterial activity and are thought to play a more direct role in innate immunity against bacterial infections. Herein, we analysed the antibacterial activity of sphingolipids, including
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