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经验公式(希尔记法):
C17H37NO2
化学文摘社编号:
分子量:
287.48
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
sphinganine (d17:0), Avanti Research™ - A Croda Brand 860654P, powder
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
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
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.
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.
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
存储类别
11 - Combustible Solids
wgk
WGK 3
Lipids
Basic Neurochemistry: Molecular, Cellular and Medical Aspects., 14(5), 833-876 (2011)
mTORC2 promotes tumorigenesis via lipid synthesis
Guri Y, et al.
Cancer Cell, 32(6), 807-823 (2017)
Quantification of sphingosine and sphinganine from crude lipid extracts by HPLC electrospray ionization tandem mass spectrometry
Lieser B, et al.
Journal of Lipid Research, 44(11), 2209-2216 (2003)
Evaluation of bioactive sphingolipids in 4-HPR-resistant leukemia cells
Apraiz A, et al.
BMC Cancer, 11(1), 477-477 (2011)
Elizabeth L Johnson et al.
Nature communications, 11(1), 2471-2471 (2020-05-20)
Gut microbes are linked to host metabolism, but specific mechanisms remain to be uncovered. Ceramides, a type of sphingolipid (SL), have been implicated in the development of a range of metabolic disorders from insulin resistance (IR) to hepatic steatosis. SLs
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