860496O

Dimethyl Sphingosine (d18:1)

N,N-dimethyl-D-erythro-sphingosine, neat oil

• Synonym(s): (2R,3S,E)-2-(dimethylamino)octadec-4-ene-1,3-diol, N,N-DMS, D-erythro-N,N-dimethylsphingosine
• Empirical Formula (Hill Notation): C₂₀H₄₁NO₂
• CAS Number: 119567-63-4
• Molecular Weight: 327.55
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• form: liquid
• packaging: pkg of 1 × 5 mg (860496O-5mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 860496O
• lipid type: sphingolipids
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
• InChI: 1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1
• InChI key: YRXOQXUDKDCXME-YIVRLKKSSA-N

Description

General description

Dimethyl Sphingosine (d18:1), also called as N,N-Dimethyl-d-erythro-sphingosine (DMS), is a natural sphingolipid metabolite. It is found in various tissues.

Application

Dimethyl Sphingosine (d18:1) may be used:

• to investigate D-erythro-N,N-dimethylsphingosine (DMS)-induced cell death in U937 cells to understand its molecular mechanism
• to study its effects on intracellular Ca²⁺ concentration, pH and glutamate uptake in human 1321N1 astrocytes
• in substrate specificity studies of sphingosine methyltransferase activity in rat kidney homogenate

Dimethyl sphingosine (d18:1) has been used as an inhibitor of sphingosine kinase.

Biochem/physiol Actions

D-erythro-N,N-dimethylsphingosine (DMS) prevents the activity of sphingosine kinase and protein kinase C. It modulates cellular activities. DMS exhibits anti-cancer and apoptotic properties. It is involved in the augmentation of epidermal growth factor receptor (EGFR) and inhibition of src kinase. DMS functions as a potential therapeutic for Chagas disease cardiomyopathy through its anti-parasitic and immunomodulatory properties.

D-erythro-N,N-dimethylsphingosine (DMS) has an ability to inhibit the activity of sphingosine kinase. It also helps to study the role of sphingosine 1-phosphate (SPP) as an intracellular second messenger. DMS exhibits anti-parasitic and immunomodulatory activities. It acts as a potential therapeutic for chronic Chagas disease cardiomyopathy.

Packaging

5 mL Clear Glass Sealed Ampule (860496O-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable