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860497P

Avanti

Trimethyl Sphingosine (d18:1)

Avanti Research™ - A Croda Brand 860497P, powder

Synonym(s):

N,N,N-trimethyl-D-erythro-sphingosine (methyl sulfate salt)

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About This Item

Empirical Formula (Hill Notation):
C21H44NO2
CAS Number:
133561-52-1
Molecular Weight:
342.58
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860497P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860497P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C21H44NO2.CH4O4S/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)20(19-23)22(2,3)4;1-5-6(2,3)4/h17-18,20-21,23-24H,5-16,19H2,1-4H3;1H3,(H,2,3,4)/q+1;/p-1/b18-17+;/t20-,21+;/m0./s1

InChI key

OJPBMRHTGOLVFX-DSQFUKAXSA-M

General description

Trimethyl sphingosine (d18:1) or N,N,N-trimethyl-D-erythro-sphingosine (methyl sulfate salt) is a N-methylated sphingosine derivative.

Biochem/physiol Actions

Trimethyl sphingosine (TMS) is a protein kinase C inhibitor. It also regulates other protein kinases and enzymes implicated in signal transduction. TMS lowers transendothelial migration of neutrophils. It reduces platelet agglomeration at physiologic concentrations and attenuates myocardial reperfusion injury.

Packaging

5 mL Amber Glass Screw Cap Vial (860497P-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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Biological Function of Gangliosides (1994)
B Campbell et al.
Cardiovascular research, 39(2), 393-400 (1998-11-03)
Ischemia followed by reperfusion in the presence of polymorphonuclear leukocytes (PMNs) results in cardiac contractile dysfunction as well as myocardial injury. These deleterious effects are due in large part to endothelial dysfunction leading to an upregulation of cell adhesion molecules
R Knöfler et al.
Thrombosis research, 76(4), 323-332 (1994-11-15)
We investigated the influence of N,N,N-trimethylsphingosine (TMS), a potent inhibitor of protein kinase C (PKC), on whole blood aggregation and ATP release from platelets. The preincubation with TMS at 1 microM for 2 min enhanced ATP release during arachidonic acid-induced

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