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Merck

18448

Sigma-Aldrich

N-Stearoyl-D-sphingosin

≥98.0% (TLC)

Synonym(e):

(2S,3R,4E)-2-(Stearoylamino)-4-octadecen-1,3-diol, N-Octadecanoyl-D-sphingosin, N-Stearoyl-D-erythro-sphingosin, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octadecanamid, C18 Ceramid (d18:1/18:0), C18-Ceramid

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About This Item

Empirische Formel (Hill-System):
C36H71NO3
CAS-Nummer:
Molekulargewicht:
565.95
Beilstein:
1717539
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.85

Qualitätsniveau

Assay

≥98.0% (TLC)

Form

powder or crystals

Zusammensetzung

carbon content, 76.40%
hydrogen content, 12.64%
nitrogen content, 2.47%

Funktionelle Gruppe

amide

Lipid-Typ

sphingolipids

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1

InChIKey

VODZWWMEJITOND-NXCSZAMKSA-N

Verwandte Kategorien

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)

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M Mirzaian et al.
Clinica chimica acta; international journal of clinical chemistry, 466, 178-184 (2017-01-17)
Free sphingoid bases (lysosphingolipids) of primary storage sphingolipids are increased in tissues and plasma of several sphingolipidoses. As shown earlier by us, sphingoid bases can be accurately quantified using UPLC-ESI-MS/MS, particularly in combination with identical
Birgit Plochberger et al.
Langmuir : the ACS journal of surfaces and colloids, 26(22), 17322-17329 (2010-10-15)
We investigated the mobility and phase-partitioning of the fluorescent oxidized phospholipid analogue 1-palmitoyl-2-glutaroyl-sn-glycero-3-phospho-N-Alexa647-ethanolamine (PGPE-Alexa647) in supported lipid bilayers. Compared to the conventional phospholipid dihexadecanoylphosphoethanolamine (DHPE)-Bodipy we found consistently higher diffusion constants. The effect became dramatic when immobile obstacles were inserted
Li-Pin Kao et al.
Journal of lipid research, 60(9), 1590-1602 (2019-08-01)
The combination of daunorubicin (dnr) and cytarabine (Ara-C) is a cornerstone of treatment for acute myelogenous leukemia (AML); resistance to these drugs is a major cause of treatment failure. Ceramide, a sphingolipid (SL), plays a critical role in cancer cell
Emile Zakiev et al.
Journal of clinical lipidology, 13(3), 468-480 (2019-04-21)
Familial apolipoprotein A-I (apoA-I) deficiency (FAID) involving low levels of both apoA-I and high-density lipoprotein (HDL) cholesterol is associated with accelerated atherosclerosis. The objective of this study was to define distinctive patterns in the lipidome of HDL subpopulations in FAID
Alice Gualerzi et al.
Scientific reports, 7(1), 9820-9820 (2017-08-31)
Extracellular vesicles (EVs) from mesenchymal stromal cells (MSC) are emerging as valuable therapeutic agents for tissue regeneration and immunomodulation, but their clinical applications have so far been limited by the technical restraints of current isolation and characterisation procedures. This study

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