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C18:1 Dihydroceramide (d18:0/18:1(9Z))

N-oleoyl-D-erythro-sphinganine, powder

  • CAS Number 34227-83-3

  • Empirical Formula (Hill Notation) C36H71NO3

  • Molecular Weight 565.95

  •  NACRES NA.25

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Properties

Related Categories Avanti Polar Lipids Products, Avanti Sphingolipids, Avanti Sphingolipids & Ceramides, Biochemicals and Reagents, Lipids More...
form   powder
packaging   pkg of 1 × 5 mg (860624P-5mg)
mfr. no.   Avanti Polar Lipids, 860624P
shipped in   dry ice
storage temp.   −20°C
SMILES string   OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
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/h17-18,34-35,38-39H,3-16,19-33H2,1-2H3,(H,37,40)/b18-17-/t34-,35+/m0/s1
InChI key   MJQIARGPQMNBGT-WWUCIAQXSA-N

Description

General description

C18:1 Dihydroceramide (d18:0/18:1(9Z)) is a synthetic lipid. Dihydroceramide belongs to the ceramide family. It contains sphinganine, which is devoid of the 4,5-trans-double bond in the sphingoid base backbone.

Application

C18:1 Dihydroceramide (d18:0/18:1(9Z)) has been used as an internal standard to quantify the levels of serum and skeletal muscle lipids extracted from muscle tissue by liquid chromatography-mass spectrometry (MS) analysis. It has also been used as an standard to study its structural characterization by positive-ionization mode 193 nm ultraviolet photodissociation (UVPD)-mass spectrometry/MS.

Biochem/physiol Actions

Dihydroceramide is synthesized by the N-acylation of dihydrosphingosine. It functions as an inactive precursor for ceramide in de-novo sphingolipid synthesis. (Dihydro)-ceramide desaturase catalyzes the conversion of dihydroceramide to ceramide by the addition of C4–5 trans-double bond in the sphingoid backbone. Dihydroceramide has an ability to induce autophagy.

Packaging

5 mL Amber Glass Screw Cap Vial (860624P-5mg)

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Storage & Handling of Lipids - Avanti® Polar Lipids

The following statements pertain specifically to Avanti’s lipid products for research and should not necessarily be applied to cGMP lipids intended for pharmaceutical or diagnostic applications.
Keywords: Diagnostic, Oxidations, Pharmaceutical, Solvents

Protocols

General Lipid/BSA Solubilization Protocol For Cell Delivery

Water Solutions: Solubilizing some lipids is difficult using organic solvents. Typically, lipids are suspended in methanol to aliquot, the methanol is then dried and the residue dispersed using fatty...
Keywords: Evaporation, Solvents

Peer-Reviewed Papers
15

References

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