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Merck

860526P

Avanti

1-O-Acyl-Ceramide

Avanti Polar Lipids 860526P, powder

Sinónimos:

1-oleoyl-N-heptadecanoyl-D-erythro-sphingosine

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About This Item

Fórmula empírica (notación de Hill):
C53H101NO4
Número de CAS:
Peso molecular:
816.37
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860526P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860526P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

General description

1-O-Acyl-Ceramide is an epidermal ceramide present in mouse and human epidermis. It comprises long chain fatty acids in 1-O-position and is synthesized in the endoplasmic reticulum-related sites.

Application

1-O-Acyl-Ceramide is suitable for use as a lipid standard in
  • high performance thin layer chromatography (HPTLC)
  • in mass and nuclear magnetic resonance spectroscopy for the quantification of lipids isolated from vernix caseosa skin cream
  • in liquid chromatography-tandem mass spectrometry for the quantification of 1-O-Acyl ceramides from liver samples

Biochem/physiol Actions

1-O-Acyl-Ceramide functions in maintaining water barrier homeostasis. Deficiency of the glucosylceramide synthase enzyme leads to the accumulation of O-acylceramides. Treatment of human monoclonal antibody, REMD 2.59 leads to the accumulation of 1-O-acyl-ceramides in soleus muscle and depletion in liver.

Packaging

5 mL Amber Glass Screw Cap Vial (860526P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


Certificados de análisis (COA)

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Glucagon receptor antagonism improves glucose metabolism and cardiac function by promoting AMP-mediated protein kinase in diabetic mice
Sharma AX, et al.
Testing, 22(7), 1760-1773 (2018)
Nonhydroxylated 1-O-acylceramides in vernix caseosa
Harazim E, et al.
Journal of Lipid Research, 59(11), 2164-2173 (2018)
1-O-acylceramides are natural components of human and mouse epidermis
Rabionet M, et al.
Journal of Lipid Research, 54(12), 3312-3321 (2013)
Tamoxifen inhibits the biosynthesis of inositolphosphorylceramide in Leishmania
Trinconi CT, et al.
International Journal for Parasitology, Drugs and Drug Resistance, 8(3), 475-487 (2018)
Akira Abe et al.
Journal of lipid research, 48(10), 2255-2263 (2007-07-14)
A novel lysosomal phospholipase A(2) (LPLA2) with specificity toward phosphatidylethanolamine and phosphatidylcholine was previously purified and cloned. LPLA2 transfers sn-1 or sn-2 acyl groups of phospholipids to the C1 hydroxyl of the short-chain ceramide N-acetylsphingosine (NAS) under acidic conditions. The

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