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Cat. No.: HY-108491

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N,N-Dimethylsphingosine

Name: N,N-Dimethylsphingosine
Brand: MedChemExpress
SKU: HY-108491
Price: 180.00 USD
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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.

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Pureté : 99.93%
CAS No.: 119567-63-4
Formule: C₂₀H₄₁NO₂
Masse moléculaire:327.55

Stockage:

Solution, -20°C, 2 years

N,N-Dimethylsphingosine Chemical Structure

CAS No.: 119567-63-4

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Activité biologique
- Description
- Cellular Effect
- In Vitro
Chemical Information
Publications (1)
Pureté et documentation
Références
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Classifications
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Activité biologique

Description

Voir tous les produits spécifiques à Isoform SphK :

SphK1
SphK2

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	IC₅₀	5.7 μM Compound: DMS	Inhibition of EGFP-fused human SPHK1 expressed in CHO cells Inhibition of EGFP-fused human SPHK1 expressed in CHO cells	[PMID: 19469544]
FL5.12	IC₅₀	0.8 μM Compound: 8	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	[PMID: 27475534]
RAW264.7	IC₅₀	2.3 μM Compound: N,N-Dimethylsphingosine	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	[PMID: 17485504]

In Vitro

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 K_i 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.

Apoptosis Analysis^[3]

Cell Line:

CMK-7, HL60, U937 human leukemic cell lines
Concentration:

10 μM, 20 μM
Incubation Time:

4 h, 6 h
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

CAS No. 119567-63-4
Appearance Liquid
Masse moléculaire 327.55
Formule C₂₀H₄₁NO₂
Color Colorless to light yellow
SMILES

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

Room temperature in continental US; may vary elsewhere.
Stockage

Solution, -20°C, 2 years

Publications (1)

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Journal Impact Factor

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

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (270 KB)
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)
- Korean - KR (570 KB)
- Portuguese - PT (570 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. Yatomi Y, et al. N, N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets. Biochemistry, 1996, 35(2): 626-633.

[2]. Edsall L C, et al. N, N-Dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide. Biochemistry, 1998, 37(37): 12892-12898.

[3]. Sweeney E A, et al. Sphingosine and its methylated derivative N, N‐dimethylsphingosine (DMS) induce apoptosis in a variety of human cancer cell lines. International journal of cancer, 1996, 66(3): 358-366.

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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N,N-Dimethylsphingosine

1 Cited Publications

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Activité biologique
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Pureté et documentation
Références

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N,N-Dimethylsphingosine

Publications Citing Use of MedChemExpress (MCE) N,N-Dimethylsphingosine

Voir tous les produits spécifiques à Isoform SphK