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经验公式（希尔记法）:
C36H71NO3
化学文摘社编号:
分子量:
565.95
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
C18:1 Dihydroceramide (d18:0/18:1(9Z)), Avanti Research™ - A Croda Brand 860624P, powder
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
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
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.
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.
Packaging
5 mL Amber Glass Screw Cap Vial (860624P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
wgk
WGK 3
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)
Eileen Ryan et al.
Journal of the American Society for Mass Spectrometry, 28(7), 1406-1419 (2017-04-30)
Sphingolipids serve not only as components of cellular membranes but also as bioactive mediators of numerous cellular functions. As the biological activities of these lipids are dependent on their structures, and due to the limitations of conventional ion activation methods
Variations among cell lines in the synthesis of sphingolipids in de novo and recycling pathways
Gillard BK, et al.
Glycobiology, 8(9), 885-890 (1998)
Chiara Mencarelli et al.
Cellular and molecular life sciences : CMLS, 70(2), 181-203 (2012-06-26)
Ceramide, the precursor of all complex sphingolipids, is a potent signaling molecule that mediates key events of cellular pathophysiology. In the nervous system, the sphingolipid metabolism has an important impact. Neurons are polarized cells and their normal functions, such as
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