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Merck

860526P

Avanti

1-O-Acyl-Ceramide

Avanti Research - A Croda Brand 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
Código UNSPSC:
12352211
NACRES:
NA.25

Formulario

powder

envase

pkg of 1 × 5 mg (860526P-5mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand 860526P

tipo de lípido

sphingolipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

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

InChI

1S/C53H101NO4/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-53(57)58-49-50(51(55)46-43-40-37-34-31-28-24-21-18-15-12-9-6-3)54-52(56)47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25,27,43,46,50-51,55H,4-24,26,28-42,44-45,47-49H2,1-3H3,(H,54,56)/b27-25-,

Clave InChI

FRBOSLBQGQIWQM-YXQBTRHCSA-N

Categorías relacionadas

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Envase

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

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3


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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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