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860658P

Avanti

sphinganine-d7

Avanti Polar Lipids 860658P, powder

Synonym(s):

D-erythro-sphinganine-d7

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About This Item

Empirical Formula (Hill Notation):
C18H32D7NO2
CAS Number:
1246304-35-7
Molecular Weight:
308.55
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860658P-1mg)

manufacturer/tradename

Avanti Polar Lipids 860658P

shipped in

dry ice

storage temp.

−20°C

Inchi Code

1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1/i1D3,2D2,3D2

InChI key

OTKJDMGTUTTYMP-GEZFCKIXSA-N

SMILES string

OC[C@@](N)([H])[C@@](O)([H])CCCCCCCCCCCCC(C(C([2H])([2H])[2H])([2H])[2H])([2H])[2H]

General description

Sphinganine-d7 is a deuterated derivative of sphinganine. Sphinganine, also called as dihydrosphingosine is a derivative of sphingosine. Sphinganines are produced in endoplasmic reticulum, by decarboxylating condensation of palmitoyl-CoA and serine.

Application

Sphinganine-d7 has been used as an internal standard for quantification of sphingolipid concentrations in plasma and tissue samples by high-performance liquid chromatography tandem mass spectrometry.

Biochem/physiol Actions

Sphinganine (SPA) acts as a selective inhibitor of protein kinase C in intact human neutrophils. It may function a potential biomarker for the diagnosis of sphingolipidoses. 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 (860658P-1mg)

Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Federica Storti et al.
eLife, 8 (2019-03-14)
Age-related macular degeneration (AMD) is a progressive disease of the retinal pigment epithelium (RPE) and the retina leading to loss of central vision. Polymorphisms in genes involved in lipid metabolism, including the ATP-binding cassette transporter A1 (ABCA1), have been associated
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
Irina Alecu et al.
Journal of lipid research, 58(1), 60-71 (2016-11-23)
The 1-deoxysphingolipids (1-deoxySLs) are atypical sphingolipids (SLs) that are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during SL synthesis. The 1-deoxySLs are toxic to neurons and pancreatic β-cells. Pathologically elevated 1-deoxySLs cause the inherited neuropathy, hereditary

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