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 |
|
Please mouse over
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;