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860526P

Avanti

1-O-Acyl-Ceramide

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

Empirical Formula (Hill Notation):
C53H101NO4
CAS Number:
Molecular Weight:
816.37
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860526P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860526P

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)

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Certificate of Analysis

Certificate of Origin

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)
Aline Bayerle et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1865(9), 158741-158741 (2020-06-01)
Except for epidermis and liver, little is known about endogenous expression of 1-O-acylceramides (1-OACs) in mammalian tissue. Therefore, we screened several organs (brain, lung, liver, spleen, lymph nodes, heart, kidney, thymus, small intestine, and colon) from mice for the presence
Nonhydroxylated 1-O-acylceramides in vernix caseosa
Harazim E, et al.
Journal of Lipid Research, 59(11), 2164-2173 (2018)
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)

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