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43799

Sigma-Aldrich

N-Palmitoyl-D-sphingosine

≥98.0% (TLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C34H67NO3
Número de CAS:
24696-26-2
Peso molecular:
537.90
MDL number:
MFCD00871748
UNSPSC Code:
12352211
PubChem Substance ID:
329756403
NACRES:
NA.85

Quality Level

100

assay

≥98.0% (TLC)

form

powder or solid

composition

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

functional group

amide

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−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

InChI key

YDNKGFDKKRUKPY-TURZORIXSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BCCK7981
BCCH6993
BCCB5820
BCBT2507
BCBR4644V

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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
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
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
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
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
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