assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860518P-10mg), pkg of 1 × 5 mg (860518P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−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
InChI key
VODZWWMEJITOND-NXCSZAMKSA-N
General description
C18 Ceramide (d18:1/18:0) synthesis is catalyzed by ceramide synthase (CERS) 1 and 5. It is a component of cellular membrane and has low gel forming ability compared to unsaturated ceramide.
Application
C18 Ceramide (d18:1/18:0) has been used:
- to induce apoptosis in Manduca embryonic cell line (MRRL-CH1)
- as a standard to quantify ceramide from liver tissue using liquid chromatography-mass spectrometry
- to inhibit ceramidase in human embryonic kidney cells (HEK29) with β-glucocerebrosidase (GCase) mutation
Biochem/physiol Actions
C18 Ceramide based derivatives are present in low levels during neurodegeneration. It favors endoplasmic reticulum based stress and autophagy in glioma cells. Low levels of C18-ceramide are implicated in human head and neck squamous cell carcinoma. C18 ceramide may inhibit tumor progression.
Packaging
5 mL Amber Glass Screw Cap Vial (860518P-10mg)
5 mL Amber Glass Screw Cap Vial (860518P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Presence of unsaturated sphingomyelins and changes in their composition during the life cycle of the moth Manduca sexta
Abeytunga DTU, et al.
Journal of Lipid Research, 45(7), 1221-1231 (2004)
Effect of ceramide structure on membrane biophysical properties: the role of acyl chain length and unsaturation
Pinto SN, et al.
Biochimica et Biophysica Acta - Biomembranes, 1808(11), 2753-2760 (2011)
D T U Abeytunga et al.
Journal of lipid research, 45(7), 1221-1231 (2004-04-23)
NMR and electrospray ionization tandem mass spectrometry were used to show for the first time the presence of sphingomyelins in extracts of the tobacco hornworm Manduca sexta (Lepidoptera). The sphingosine in the ceramide was identified as tetradecasphing-4-enine, and the fatty