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About This Item
Empirical Formula (Hill Notation):
C17H35NO2
CAS Number:
Molecular Weight:
285.47
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Sphingosine (d17:1), Avanti Research™ - A Croda Brand 860640P, powder
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860640P-10mg)
pkg of 1 × 5 mg (860640P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860640P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCC
InChI
1S/C17H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h13-14,16-17,19-20H,2-12,15,18H2,1H3/b14-13+/t16-,17+/m0/s1
InChI key
RBEJCQPPFCKTRZ-LHMZYYNSSA-N
General description
Sphingosine (d17:1) or D-erythro-sphingosine is a 17-carbon sphingolipid, found in human skin. It has one carbon less than naturally occurring C18-sphingosine.
Application
Sphingosine (d17:1) has been used as a lipid standard in the analysis of sphingolipids by liquid chromatography-mass spectrometry (LC-MS) and tandem mass spectrometry.
Biochem/physiol Actions
Sphingosine acts a precursor for sphingosine-1-phosphate (S1P). Sphingosine C-17 is used as an internal standard in the analysis of sphingolipids by spectrometric methods.
Packaging
5 mL Amber Glass Screw Cap Vial (860640P-10mg)
5 mL Amber Glass Screw Cap Vial (860640P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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A selective sphingosine kinase 1 inhibitor integrates multiple molecular therapeutic targets in human leukemia
Paugh SW, et al.
Blood, 112(4), 1382-1391 (2008)
Free sphingosines of human skin include 6-hydroxysphingosine and unusually long-chain dihydrosphingosines
Stewart ME and Downing DT
The Journal of Investigative Dermatology, 105(4), 613-618 (1995)
Cytochrome c oxidase deficiency accelerates mitochondrial apoptosis by activating ceramide synthase 6
Schull S, et al.
Cell Death & Disease, 6(3), e1691-e1691 (2015)
Evaluation of bioactive sphingolipids in 4-HPR-resistant leukemia cells
Apraiz A, et al.
BMC Cancer, 11(1), 477-477 (2011)
Guang-Yi Dai et al.
The Journal of biological chemistry, 295(3), 717-728 (2019-12-11)
Cellular membranes contain many lipids, some of which, such as sphingolipids, have important structural and signaling functions. The common sphingolipid glucosylceramide (GlcCer) is present in plants, fungi, and animals. As a major plant sphingolipid, GlcCer is involved in the formation
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