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Fórmula empírica (notación de Hill):
C36H71NO3
Número CAS:
Peso molecular:
565.95
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Servicio técnico
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Permítanos ayudarleNombre del producto
C18:1 Dihydroceramide (d18:0/18:1(9Z)), Avanti Research™ - A Croda Brand 860624P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860624P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860624P
lipid type
sphingolipids
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
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)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
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Skeletal muscle ceramides and relationship with insulin sensitivity after 2 weeks of simulated sedentary behaviour and recovery in healthy older adults
Reidy PT, et al.
The Journal of Physiology, 596(21), 5217-5236 (2018)
B K Gillard et al.
Glycobiology, 8(9), 885-890 (1998-07-24)
There are several pathways for the incorporation of sugars into glycosphingolipids (GSL). Sugars can be added to ceramide that contains sphinganine (dihydrosphingosine) synthesized de novo (pathway 1), to ceramide synthesized from sphingoid bases produced by hydrolysis of sphingolipids (pathway 2)
Detailed structural characterization of sphingolipids via 193 nm ultraviolet photodissociation and ultrahigh resolution tandem mass spectrometry
Ryan E, et al.
Journal of the American Society For Mass Spectrometry, 28(7), 1406-1419 (2017)