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ALX-306-022 Revised 07-Feb-05
D-erythro-Sphingosine chloride, N,N,N-Trimethyl-
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SYNONYMS N,N,N-Trimethyl-D-erythro-sphingosine chloride
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Ceramides/Cerebrosides/Sphingolipids/Related Products
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-306-022-M005   5 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C21H44ClNO2
MW: 378.0
SOURCE/HOST: Synthetic.
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.

Product Description
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 Lex- or sialosyl-Lex-expressing cells with platelets and endothelial cells.
Product Specific Literature References
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
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
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
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
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
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
 
 

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