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D-erythro-Sphingosine chloride, N,N,N-Trimethyl-

Inhibitor of PAF activation and PKC activity



ALX-306-022-M005	5 mg	87.00 USD
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Stable N-methylated derivative of sphingosine that exhibits antitumor and anti-inflammatory properties and inhibits platelet activating factor (PAF) activation and protein kinase C (PKC) activity. Inhibits IL-1β-induced NF-κB activation and cell surface expression of crucial selectins which promote adhesion of Le^x- or sialosyl-Le^x-expressing cells with platelets and endothelial cells.

Product Details

Alternative Name:	N,N,N-Trimethyl-D-erythro-sphingosine chloride

Formula:	C₂₁H₄₄ClNO₂

MW:	378.0

Source:	Synthetic.

CAS:	134962-48-4

Appearance:	White crystalline solid.

Solubility:	Soluble in water, methanol or DMSO; slightly soluble in chloroform.

Shipping:	Ambient

Long Term Storage:	-20°C

Handling:	Keep under inert gas. Hygroscopic.

Regulatory Status:	RUO - Research Use Only

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Product Literature References

Lysophosphatidylcholine promotes P-selectin expression in platelets and endothelial cells. Possible involvement of protein kinase C activation and its inhibition by nitric oxide donors: T. Murohara, et al.; Circ. Res. 78, 780 (1996), Abstract; Full Text

N,N,N-trimethylsphingosine inhibits interleukin-1 beta-induced NF-kappa B activation and consequent E-selectin expression in human umbilical vein endothelial cells: A. Masamune, et al.; FEBS Lett. 367, 205 (1995), Abstract;

Liposomal N,N,N-trimethylsphingosine (TMS) as an inhibitor of B16 melanoma cell growth and metastasis with reduced toxicity and enhanced drug efficacy compared to free TMS: cell membrane signaling as a target in cancer therapy III: Y.S. Park, et al.; Cancer Res. 54, 2213 (1994), Abstract;

Effect of sphingosine and its N-methyl derivatives on oxidative burst, phagokinetic activity, and trans-endothelial migration of human neutrophils: S. Kimura, et al.; Biochem. Pharmacol. 44, 1585 (1992), Abstract;

Cell membrane signaling as target in cancer therapy. II: Inhibitory effect of N,N,N-trimethylsphingosine on metastatic potential of murine B16 melanoma cell line: H. Okoshi, et al.; Cancer Res. 51, 6019 (1991), Abstract;

Downregulation of GMP-140 (CD62 or PADGEM) expression on platelets by N,N-dimethyl and N,N,N-trimethyl derivatives of sphingosine: K. Handa, et al.; Biochemistry 30, 11682 (1991), Abstract;