N,N-Dimethylsphingosine
Based on 1 publication(s) in Google Scholar
N,N-Dimethylsphingosine is a sphingosine kinase inhibitor. N,N-Dimethylsphingosine binds competitively to sphingosine kinase and blocks the conversion of sphingosine to sphingosine-1-phosphate. N,N-Dimethylsphingosine inhibits sphingosine-1-phosphate release and aggregation of platelets, and also exerts pro-apoptotic effects by resetting ceramide/sphingosine-1-phosphate homeostasis. N,N-Dimethylsphingosine can be used in cancer-related research.
For research use only. We do not sell to patients.
- Purity: 99.93%
- CAS No.: 119567-63-4
- Formula: C20H41NO2
- Molecular Weight:327.55
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Storage:
Solution, -20°C, 2 years
Publications Citing Use of MedChemExpress (MCE) N,N-Dimethylsphingosine
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| CHO | IC50 |
5.7 μM
Compound: DMS
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Inhibition of EGFP-fused human SPHK1 expressed in CHO cells
Inhibition of EGFP-fused human SPHK1 expressed in CHO cells
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[PMID: 19469544] |
| FL5.12 | IC50 |
0.8 μM
Compound: 8
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Cytotoxicity against mouse FL5.12A cells after 48 hrs by DAPI staining-based flow cytometric analysis
Cytotoxicity against mouse FL5.12A cells after 48 hrs by DAPI staining-based flow cytometric analysis
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[PMID: 27475534] |
| RAW264.7 | IC50 |
2.3 μM
Compound: N,N-Dimethylsphingosine
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Protection against Bacillus anthracis lethal toxin-mediated cytotoxicity in mouse RAW264.7 cells assessed as change in viability after 24 hrs by WST1 dye reduction assay
Protection against Bacillus anthracis lethal toxin-mediated cytotoxicity in mouse RAW264.7 cells assessed as change in viability after 24 hrs by WST1 dye reduction assay
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[PMID: 17485504] |
N,N-Dimethylsphingosine (0.2-50 µM; 5 min) inhibits sphingosine kinase activity in human platelets, with an IC50 of approximately 10 µM[1].
N,N-Dimethylsphingosine (0.2-50 µM; 1 h) inhibits sphingosine kinase activity in cell-free cytosolic fractions of human platelets, with an IC50 of approximately 5 µM[1].
N,N-Dimethylsphingosine (25 µM; 1 min pretreatment) inhibits TPA (HY-18739)-induced sphingosine-1-phosphate release in human platelets[1].
N,N-Dimethylsphingosine (5-50 µM; 30 min) is a potent competitive inhibitor of sphingosine kinase, with Ki values of 3.1 µM, 2.3 µM, and 6.8 µM in cytoplasmic extracts of U937, Swiss 3T3, and PC12 cells, respectively[2].
N,N-Dimethylsphingosine (10-20 μM; 4-6 h) induces apoptosis in human leukemia cell lines CMK-7, HL60 and U937[3].
N,N-Dimethylsphingosine (5-20 μM; 6-12 h) induces apoptosis in human cancer cell lines A431, MKN74, HT29, HRT18 and COLO205[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:CMK-7, HL60, U937 human leukemic cell lines
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Concentration:10 μM, 20 μM
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Incubation Time:4 h, 6 h
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Result:Induced apoptosis in 65% of CMK-7 cells, 85% of HL60 cells, and 50% of U937 cells after treatment with 20 μM for 6 h.
Revealed condensed/fragmented nuclei, apoptotic bodies, and membrane blebbing in cells treated with 20 μM for 4 h.
Demonstrated clear internucleosomal ladder formation in all three cell lines treated with 10 μM or 20 μM for 4 h or 6 h, with nearly complete DNA fragmentation observed by 6 h.
Chemical Information
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CAS No. 119567-63-4
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Appearance Liquid
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Molecular Weight 327.55
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Formula C20H41NO2
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Color Colorless to light yellow
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SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N(C)C)CO
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Publications (1)
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Journal Impact Factor
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Most Recent
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J Adv Res
Targeting YTHDF2 inhibits tumorigenesis of diffuse large B-cell lymphoma through ACER2-mediated ceramide catabolism. [Abstract]2024 Sep:63:17-33. PMID: 37865189
Purity & Documentation
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Data Sheet (270 KB)
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SDS (570 KB)
- English - EN (570 KB)
- Français - FR (570 KB)
- Deutsch - DE (570 KB)
- Norwegian - NO (570 KB)
- Español - ES (570 KB)
- Swedish - SV (570 KB)
- Italian - IT (570 KB)
- Portuguese - PT (570 KB)
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Handling Instructions (2659 KB)
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)