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Myriocin

Palmitoyltransferase inhibitor
 
BML-SL226-0005 5 mg 109.00 USD
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Replaces Prod. #: ALX-350-274

Potent immunosuppressant ~10 to 100-fold more potent than cyclosporin A (Prod. No. BML-A195). Blocks sphingolipid biosynthesis by inhibiting serine palmitoyltransferase (Ki=0.28nM), therefore useful as a tool to deplete cells of sphingolipids. Induces apoptosis by depletion of cellular sphingolipids. Inhibits proliferation of an IL-2-dependent mouse cytotoxic cell line CTLL-1 (IC50=15nM).

Product Details

Alternative Name:ISP-1, Thermozymocidin, 2S,3R,4R,6E-2-Amino-3,4-dihydroxy-2-hydroxymethyl-14-oxo-6-eicosenoic acid
 
Formula:C21H39NO6
 
MW:401.5
 
CAS:35891-70-4
 
RTECS:JX3890000
 
Purity:≥98% (TLC)
 
Appearance:White to off-white solid.
 
Solubility:Soluble in DMSO (25mg/ml; heat briefly in boiling water bath) or in dilute base (5mg/ml; 50mM NaOH).
 
Shipping:Blue Ice
 
Long Term Storage:-20°C
 
Use/Stability:Stable for at least 1 year after receipt when stored, as supplied, at -20°C. Stock solutions are stable for up to 3 months at -20°C.
 
Regulatory Status:RUO - Research Use Only
 
ALX-350-274
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ALX-350-274

Product Literature References

Coordinated Regulation of Membrane Homeostasis and Drug Accumulation by Novel Kinase STK-17 in Response to Antifungal Azole Treatment: C. Hu, et al.; Microbial Spectr. 10, e0012722 (2022), Abstract;
Inhibition of sphingolipid de novo synthesis counteracts muscular dystrophy: P.P. Laurila, et al.; Sci. Adv. 8, eabh4423 (2022), Abstract;
ABCB4 exports phosphatidylcholine in a sphingomyelin-dependent manner: Y. Zhao; J. Lipid Res. 56, 644 (2015), Application(s): Cell Culture, Abstract; Full Text
Serine palmitoyltransferase inhibitor suppresses HCV replication in a mouse model: T. Umehara, et al.; BBRC 346, 67 (2006), Abstract;
Effect of myriocin on plasma sphingolipid metabolism and atherosclerosis in apoE-deficient mice: M.R. Hojjati, et al.; J. Biol. Chem. 280, 10284 (2005), Abstract;
Sli2 (Ypk1), a homologue of mammalian protein kinase SGK, is a downstream kinase in the sphingolipid-mediated signaling pathway of yeast: Y. Sun, et al.; Mol. Cell. Biol. 20, 4411 (2000), Abstract; Full Text
Ceramide and its interconvertible metabolite sphingosine function as indispensable lipid factors involved in survival and dendritic differentiation of cerebellar Purkinje cells: S. Furuya, et al.; J. Neurochem. 71, 366 (1998), Abstract;
Complete removal of sphingolipids from the plasma membrane disrupts cell to substratum adhesion of mouse melanoma cells: K. Hidari, et al.; J. Biol. Chem. 271, 14636 (1996), Abstract;
Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant, ISP-1/myriocin: Y. Miyake, et al.; BBRC 211, 396 (1995), Abstract;
Fungal metabolites. Part 11. A potent immunosuppressive activity found in Isaria sinclairii metabolite: T. Fujita, et al.; J. Antibiot. 47, 208 (1994), Abstract;

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