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About This Item
Empirical Formula (Hill Notation):
C20H41NO2
CAS Number:
Molecular Weight:
327.55
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Sphingosine (d20:1), Avanti Research™ - A Croda Brand 860660P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860660P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860660P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCCCC
InChI
1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h16-17,19-20,22-23H,2-15,18,21H2,1H3/b17-16+/t19-,20+/m0/s1
InChI key
HTJSZHKGNMXZJN-YIVRLKKSSA-N
General description
Sphingosine (d20:1), also known as icosasphingosine, is a synthetic sphingosine with 20 carbon long chain bases (LCB). It is directly produced by the sphingolipid de novo synthesis pathway and not by hydrolysis of complex sphingolipids. In higher animals, it is one of the most abundant sphingoid bases of gangliosides.
Application
Sphingosine (d20:1) has been used as a reference substance in liquid chromatography/tandem mass spectrometry analysis to quantitatively analyze sphingolipids with C20- long chain bases in human central nervous tissue.
Biochem/physiol Actions
Sphingosine (d20:1) or C20-sphingosine acts as an intermediate in the synthesis of ceramides, which are vital components of mammalian epidermis. It may be involved in regulation of epidermal differentiation. C20 long chain bases-containing sphingolipids might exhibit detrimental effect on protein homeostasis and neural functions.
Packaging
5 mL Amber Glass Screw Cap Vial (860660P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Rajkumar Vutukuri et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(3), 3932-3942 (2020-01-17)
Sphingosine 1-phosphate (S1P) signaling influences numerous cell biological mechanisms such as differentiation, proliferation, survival, migration, and angiogenesis. Intriguingly, our current knowledge is based solely on the role of S1P with an 18-carbon long-chain base length, S1P d18:1. Depending on the
Katja Jakobi et al.
International journal of molecular sciences, 21(7) (2020-04-05)
Hepatocellular carcinoma (HCC) shows a remarkable heterogeneity and is recognized as a chemoresistant tumor with dismal prognosis. In previous studies, we observed significant alterations in the serum sphingolipids of patients with HCC. This study aimed to investigate the in vitro