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About This Item
Empirical Formula (Hill Notation):
C17H37NO2
CAS Number:
Molecular Weight:
287.48
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
sphinganine (d17:0), Avanti Research™ - A Croda Brand 860654P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860654P-10mg), pkg of 1 × 5 mg (860654P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860654P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCC
InChI
1S/C17H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h16-17,19-20H,2-15,18H2,1H3/t16-,17+/m0/s1
InChI key
KFQUQCFJDMSIJF-DLBZAZTESA-N
General description
Sphinganine (d17:0), also referred to as dihydrosphingosine, is devoid of double bond. Decarboxylating condensation of serine with palmitoyl-CoA yield keto intermediate(2-oxosphinganine), which is then reduced by NADPH to form Sphinganine.
Application
Sphinganine (d17:0) has been used in liquid chromatography-mass spectrometry (LC-MS) for the in-situ estimation of dihydrosphingosine utilization in N-(4-hydroxyphenyl)retinamide (4-HPR) resistant leukemia cells. It is suitable for use as an internal standard in metabolomic study.
Biochem/physiol Actions
Sphinganine (SPA) or D-erythro-sphinganine is involved in sphingolipid biosynthesis pathway. It acts as a precursor for ceramide. SPA has an ability to inhibit the activity of protein kinase c. SPA accumulation enables fumonisin B1 to stimulate apoptosis. It also has an ability to block cholesterol transport in Niemann-Pick Type C (NPC) disease.
Packaging
5 mL Amber Glass Screw Cap Vial (860654P-10mg)
5 mL Amber Glass Screw Cap Vial (860654P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
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Lipids
Basic Neurochemistry: Molecular, Cellular and Medical Aspects., 14(5), 833-876 (2011)
C F Roff et al.
Developmental neuroscience, 13(4-5), 315-319 (1991-01-01)
Niemann-Pick Type C (NPC) disease is a cholesterol lipidosis resulting from defective postlysosomal cholesterol transport. In normal cells this segment of cholesterol trafficking is inhibited by treatment with either U18666A or imipramine. Other compounds are also capable of blocking postlysosomal
mTORC2 promotes tumorigenesis via lipid synthesis
Guri Y, et al.
Cancer Cell, 32(6), 807-823 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860654P-10MG | 04061835318957 |
| 860654P-5MG | 04061835318964 |