860526P
Avanti
1-O-Acyl-Ceramide
Avanti Polar Lipids 860526P, powder
Synonym(s):
1-oleoyl-N-heptadecanoyl-D-erythro-sphingosine
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About This Item
Empirical Formula (Hill Notation):
C53H101NO4
CAS Number:
Molecular Weight:
816.37
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
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 Code
11 - Combustible Solids
WGK
WGK 3
Certificates of Analysis (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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