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ALX-306-009 Revised 17-Jan-06
D-erythro-Sphingosine, N,N-Dimethyl-
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SYNONYMS N,N-Dimethyl-D-erythro-sphingosine
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Ceramides/Cerebrosides/Sphingolipids/Related Products
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-306-009-M005   5 mg 80.00 USD Add To Cart
Product Specification
FORMULA: C20H41NO2
MW: 327.6
CAS NUMBER: 119567-63-4
SOURCE/HOST: Synthetic.
PURITY: ≥98%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Potent and specific inhibitor of sphingosine kinase (IC50=5µM) which blocks conversion of sphingosine to sphingosine-1-phosphate (Prod. No. ALX-306-010). Inhibitor of protein kinase C (PKC) which also stimulates Src-kinase. May affect expression of cell surface selectins, which in turn mediate leukocyte or tumor cell adhesion to endothelial cells and platelets. Induces apoptosis.
Product Specific Literature References
A specific enhancing effect of N,N-dimethylsphingosine on epidermal growth factor receptor autophosphorylation. Demonstration of its endogenous occurrence (and the virtual absence of unsubstituted sphingosine) in human epidermoid carcinoma A431 cells: Y. Igarashi, et al.; J. Biol. Chem. 265, 5385 (1990) Abstract; Full Text
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
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
Induction of apoptosis by sphingosine in human leukemic HL-60 cells: a possible endogenous modulator of apoptotic DNA fragmentation occurring during phorbol ester-induced differentiation: H. Ohta, et al.; Cancer Res. 55, 691 (1995) Abstract
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: L.C. Edsall, et al.; Biochemistry 37, 12892 (1998) Abstract
D-erythro-N,N-dimethylsphingosine inhibits bFGF-induced proliferation of cerebral, aortic and coronary smooth muscle cells: C.B. Xu, et al.; Atherosclerosis 164, 237 (2002) Abstract
 
 

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