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860025P

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Brain Sphingosine

D-erythro-Sphingosine (Brain, Porcine), powder

Synonym(s):

Sphingosine 2S, 3R; D-erythro-Sphingosine; (2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol; (2S,3R,4E)-2-amino-1,3-octadec-4-enediol

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About This Item

CAS Number:
477243-03-1
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860025P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860025P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1

InChI key

WWUZIQQURGPMPG-KRWOKUGFSA-N

General description

Brain sphingosine is a central metabolite, which is produced from the de novo synthesis of cellular sphingolipids. It is involved in growth, differentiation, survival and cell death. D-erythro-Sphingosine acts as a pharmacological inhibitor of protein kinase C in human platelets. It prevents platelet aggregation in cells.

Application

Brain sphingosine has been used as a standard in the fluorimetric determination of sphingosine in porcine enterocyte monosialogangliosides.

Packaging

5 mL Amber Glass Screw Cap Vial (860025P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Structure and function of a ganglioside receptor for porcine rotavirus
Rolsma MD, et al.
Journal of Virology, 72(11), 9079-9091 (1998)
Use of D-erythro-sphingosine as a pharmacological inhibitor of protein kinase C in human platelets
Khan WA, et al.
The Biochemical Journal, 278(2), 387-392 (1991)
M D Rolsma et al.
Journal of virology, 72(11), 9079-9091 (1998-10-10)
A ganglioside fraction isolated from pooled intestines from newborn to 4-week-old piglets, which we previously partially characterized and showed to specifically inhibit the binding of porcine rotavirus (OSU strain) to host cells (M. D. Rolsma, H. B. Gelberg, and M.
Activation of the melastatin-related cation channel TRPM3 by D-erythro-sphingosine
Grimm C, et al.
Molecular Pharmacology, 67(3), 798-805 (2005)

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