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58199

Sigma-Aldrich

N-Lauroyl-D-sphingosine

≥98.0% (TLC)

Sinónimos:

Cer(d18:1/12:0), (2S,3R,4E)-2-(Lauroylamino)-4-octadecene-1,3-diol, N-Dodecanoyl-D-sphingosine, N-Lauroyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]dodecanamide, C12 Ceramide (d18:1/12:0), C12-Ceramide

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About This Item

Fórmula empírica (notación de Hill):
C30H59NO3
Número de CAS:
74713-60-3
Peso molecular:
481.79
Beilstein/REAXYS Number:
1717021
MDL number:
MFCD02259133
UNSPSC Code:
12352211
PubChem Substance ID:
329758407

assay

≥98.0% (TLC)

composition

carbon content, 74.79%
hydrogen content, 12.34%
nitrogen content, 2.91%

lipid type

sphingolipids

storage temp.

−20°C

SMILES string

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

InChI

1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1

InChI key

HXFPPRPLRSPNIB-VARSQMIESA-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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Jin Park et al.
Biochemical pharmacology, 71(8), 1229-1239 (2006-02-02)
Allergic diseases are hypersensitivity disorders that are associated with the generation of specific immunoglobulin E (IgE) in response to environmental allergens. Interleukin (IL)-4, which is primarily produced by the CD4(+) T cells, is an important stimulus for the switching of
Sandra Buratta et al.
PloS one, 12(11), e0188840-e0188840 (2017-11-29)
Cells release extracellular vesicles (EVs) in their environment and cellular lipids play an important role in their formation, secretion and uptake. Besides, there is also evidence that EV transferred lipids impact on recipient's cell signaling. Cellular senescence is characterized by
Eunice W M Chin et al.
Neuromolecular medicine, 18(3), 364-377 (2016-07-06)
Rett syndrome (RTT) is a postnatal neurodevelopmental disorder that primarily affects girls. Mutations in the methyl-CpG-binding protein 2 (MECP2) gene account for approximately 95 % of all RTT cases. To model RTT in vitro, we generated induced pluripotent stem cells (iPSCs)
Igor O Shmarakov et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1864(5), 629-642 (2019-02-09)
Hepatic stellate cells (HSCs) are non-parenchymal liver cells that characteristically contain multiple retinoid (vitamin A)-containing lipid droplets. In this study, we addressed the metabolic fate of non-retinoid lipids originating from lipid droplet loss during HSCs activation. UPLC/MS/MS and qRT-PCR were
G van Echten-Deckert et al.
Journal of lipid research, 38(12), 2569-2579 (1998-02-11)
De novo synthesis and turnover of endogenous ceramide in cultured skin fibroblasts from patients affected with Farber lipogranulomatosis were studied by biosynthetical labeling of cellular sphingolipids with [14C]serine. The cellular uptake of [14C]serine and incorporation into de novo synthesized ceramide
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