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About This Item
Empirical Formula (Hill Notation):
C20H43NO2
CAS Number:
Molecular Weight:
329.56
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Sphinganine (d20:0), Avanti Research™ - A Croda Brand 860674P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860674P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860674P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCCCC
InChI
1S/C20H43NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h19-20,22-23H,2-18,21H2,1H3/t19-,20+/m0/s1
InChI key
UFMHYBVQZSPWSS-VQTJNVASSA-N
General description
Sphinganine (d20:0), also known as C20 dihydrosphingosine or icosasphinganine, is a C20 analog of sphinganine. Sphinganine is a derivative of sphingosine. It is formed in endoplasmic reticulum, by decarboxylating condensation of palmitoyl-CoA and serine.
Application
Sphinganine (d20:0) has been used as a standard in gas chromatography-mass spectrometry (GC-MS) for the quantitative analysis of plant sphingolipid long-chain bases.
Biochem/physiol Actions
Sphinganine (d20:0) is implicated in yeast heat stress adaptation. Sphinganine inhibits protein kinase C in intact human neutrophils. It might act as a biomarker for the diagnosis of sphingolipidoses. It inhibits cholesterol transport in Niemann-Pick Type C (NPC) disease.
Packaging
5 mL Amber Glass Screw Cap Vial (860674P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
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G M Jenkins et al.
The Journal of biological chemistry, 272(51), 32566-32572 (1998-01-24)
A role for sphingolipids in the yeast heat stress response has been suggested by the isolation of suppressors of mutants lacking these lipids, which are unable to grow at elevated temperatures. The current study examines the possible role of sphingolipids
Lipids
Basic neurochemistry: principles of molecular, cellular, and medical neurobiology (2011)
Graham Brogden et al.
Biomolecules, 9(9) (2019-09-11)
Sphingolipids are an important group of lipids that play crucial roles in living cells, facilitating cell recognition, signal transduction and endocytosis. The concentration of sphingosine and some of its derivatives like sphinganine may serve as a biomarker for the diagnosis
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860674P-5MG | 04061835319091 |