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United States 

Okadaic acid (high purity)

Inhibitor of PP1 and PP2A
 
ALX-350-003-C025 25 µg 77.00 USD
 
ALX-350-003-C050 50 µg 142.00 USD
 
ALX-350-003-C100 100 µg 205.00 USD
 
ALX-350-003-M001 1 mg 1,280.00 USD
Bulk Request
 
Replaces Prod. #: BML-EI181

Okadaic acid is a naturally occuring polyether toxin produced by marine dinoflagellates. It is a potent and selective inhibitor of proteion phosphatases, inhibiting PP2A completely at 1nM and PP1 at higher concentrations (IC50=10-15nM). PP2B is much less sensitive to okadaic acid than PP1, while PP2C is not inhibited. This selectivity is the basis for an improved identification and quantification procedure for these enzymes. The hydrophobic backbone of okadaic acid enables it to enter cells where it stimulates intracellular proteion phosphorylation. It mimics the effects of insulin, enhances transmitter release at neuromuscular junctions, causes vasodilation. Okadaic acid is an extremely useful tool for studying cellular processes that are regulated by phosphorylation. Does not affect activity of acid phosphatase, alkaline phosphatase and tyorsine phosphatase. Non-phorbol type tumor promoter. Induces apoptosis in human breast carcinoma cells (MB-231 and MCF-7) and in myeloid cells, but inhibits glucocorticoid-induced apoptosis in T cell hybridomas. Is a tumor promoter. Has shown contractile effects on smooth muscle and heart muscle. Significantly increases cyclin B1 expression in adult neurons.

Product Specification

Alternative Name:Halochondrine A, 9,10-Deepithio-9,10-didehydroacanthifolicin
 
Formula:C44H68O13
 
MW:805.0
 
Source:Isolated from Prorocentrum concavum by preparative flash, medium pressure and high performance liquid chromatography.
 
CAS:78111-17-8
 
MI:14: 6819
 
RTECS:AA8227800
 
Purity:≥98% (TLC)
 
Appearance:White crystalline solid.
 
Solubility:Soluble in chloroform, ethanol, methanol, acetone or ethyl acetate.
 
Long Term Storage:-20°C
 
Use/Stability:Use only fresh solutions.
 
Handling:Protect from light. Packaged under inert gas.
 
Background / Technical Information:Replacement for ADI-HPK-117
 
350-003 1 01
R = H: Okadaic acid (Prod. No. ALX-350-003) R = ONH4: ammonium salt (Prod. No. ALX-350-010) R = OK: potassium salt (Prod. No. ALX-350-063) R = ONa: sodium salt (Prod. No. ALX-350-011)
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350-003 1 01

Product Literature References

A receptor-interacting protein 1 (RIP1)-independent necrotic death under the control of protein phosphatase PP2A that involves the reorganization of actin cytoskeleton and the action of cofilin-1: A. Tomasella, et al.; J. Biol. Chem. 289, 25699 (2014), Abstract;
Dephosphorylation of CCAAT/enhancer-binding protein β by protein phosphatase 2A containing B56δ is required at the early time of adipogenesis: M. Park, et al.; Biochim Biophys Acta 1841, 1608 (2014), Abstract;
hMOB3 modulates MST1 apoptotic signaling and supports tumor growth in glioblastoma multiforme: F. Tang, et al.; Cancer Res. 74, 3779 (2014), Abstract; Full Text
PP2A inhibitors suppress migration and growth of PANC-1 pancreatic cancer cells through inhibition on the Wnt/β-catenin pathway by phosphorylation and degradation of β-catenin: M.Y. Wu, et al.; Oncol Rep. 32, 513 (2014), Abstract; Full Text
Retinoic Acid Modulates Interferon-γ Production by Hepatic Natural Killer T Cells via Phosphatase 2A and the Extracellular Signal-Regulated Kinase Pathway: H.K. Chang, et al.; J. Interferon Cytokine Res. (2014), Abstract; Full Text
Effect of okadaic acid on cultured clam heart cells: involvement of MAPkinase pathways: H. Hanana, et al.; Biol. Open 15, 1192 (2012), Abstract; Full Text
Establishment of functional primary cultures of heart cells from the clam Ruditapes decussatus: H. Hanana, et al.; Cytotechnology 63, 295 (2011), Abstract; Full Text
Synaptic activity and nuclear calcium signaling protect hippocampal neurons from death signal-associated nuclear translocation of FoxO3a induced by extrasynaptic N-methyl-D-aspartate receptors: O. Dick, et al.; J. Biol. Chem. 285, 19354 (2010), Abstract; Full Text
Okadaic acid induced cyclin B1 expression and mitotic catastrophe in rat cortex: B. Chen, et al.; Neurosci. Lett. 406, 178 (2006), Abstract;
Mechanism of Ca2+-mediated regulation of NDR protein kinase through autophosphorylation and phosphorylation by an upstream kinase: R. Tamaskovic, et al.; J. Biol. Chem. 278, 6710 (2003), Abstract; Full Text
Okadaic acid: the archetypal serine/threonine protein phosphatase inhibitor: A.B. Dounay & C.J. Forsyth; Curr. Med. Chem. 9, 1939 (2002), Review, Abstract;
Unique features of the okadaic acid activity class of tumor promoters: H. Fujiki & M. Suganuma; J. Cancer Res. Clin. Oncol. 125, 150 (1999), Review, Abstract;
Differential inhibition and posttranslational modification of protein phosphatase 1 and 2A in MCF7 cells treated with calyculin-A, okadaic acid, and tautomycin: B. Favre et al.; J. Biol. Chem. 272, 13856 (1997), Abstract;
Differential induction of apoptosis in human breast tumor cells by okadaic acid and related inhibitors of protein phosphatases 1 and 2A: K. Kiguchi, et al.; Cell Growth Differentiation 5, 995 (1994), Abstract;
Multiple apoptotic death types triggered through activation of separate pathways by cAMP and inhibitors of protein phosphatases in one (IPC leukemia) cell line: B.T. Gjertsen, et al.; J. Cell. Sci. 107, 3363 (1994), Abstract;
Okadaic acid inhibits glucocorticoid-induced apoptosis in T cell hybridomas at its late stage: Y. Ohoka, et al.; BBRC 197, 916 (1993), Abstract;
Inhibition of apoptosis in human tumour cells by okadaic acid: Q. Song, et al.; J. Cell Physiol. 153, 550 (1992), Abstract;
Nonphorbol tumor promoters okadaic acid and calyculin-A induce membrane translocation of protein kinase C: R. Gopalakrishna, et al.; BBRC 189, 950 (1992), Abstract;
Okadaic acid enhances human T cell activation and phosphorylation of an internal substrate induced by phorbol myristate acetate: Y. Tada, et al.; Immunopharmacol. 24, 17 (1992), Abstract;
Protein phosphatase inhibitors okadaic acid and calyculin A alter cell shape and F-actin distribution and inhibit stimulus-dependent increases in cytoskeletal actin of human neutrophils: P. Kreienbuehl, et al.; Blood 80, 2911 (1992), Abstract;
Site-specific dephosphorylation of smooth muscle myosin light chain kinase by protein phosphatases 1 and 2A: M. Nomura, et al.; Biochemistry 31, 11915 (1992), Abstract;
Use of okadaic acid to inhibit protein phosphatases in intact cells: D.G. Hardie et al.; Methods. Enzymol. 201, 469 (1991), Abstract;
Characterization of microcystin-LR, a potent inhibitor of type 1 and type 2A protein phosphatases: R.e. Honkanen et al.; J. Biol. Chem. 265, 19401 (1990), Abstract;
Okadaic acid: a new probe for the study of cellular regulation: P. Cohen, et al.; TIPS 15, 98 (1990), (Review), Abstract;
An improved procedure for identifying and quantitating protein phosphatases in mammalian tissues: P. Cohen et al.; FEBS Lett. 250, 596 (1989), Abstract;
Effects of the tumour promoter okadaic acid on intracellular protein phosphorylation and metabolism: T.A. Haystead, et al.; Nature 337, 78 (1989), Abstract;
Protein phosphatases come of age: P. Cohen & P.T.W. Cohen; J. Biol. Chem. 264, 21435 (1989), Abstract; Full Text
The structure and regulation of protein phosphatases: P. Cohen; Ann. Rev. Biochem. 58, 453 (1989), Abstract;
Inhibitory effect of a marine-sponge toxin, okadaic acid, on protein phosphatases. Specificity and kinetics: C. Bialojan & A. Takai; Biochem. J. 256, 283 (1988), Abstract;
Okadaic acid: an additional non-phorbol-12-tetradecanoate-13-acetate- type tumor promoter: M. Suganuma, et al.; PNAS 85, 1768 (1988), Abstract;

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Okadaic acid . ammonium salt (high purity) 

Inhibitor of PP1 and PP2A
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Okadaic acid . sodium salt (high purity) 

Inhibitor of PP1 and PP2A
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ALX-350-011-C025 25 µg 63.00 USD
 
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Okadaic acid . potassium salt (high purity) 

Inhibitor of PP1 and PP2A
155751-72-7, Isolated from Prorocentrum concavum by preparative flash, medium pressure and high performance liquid chromatography. Salt form generated in aqueous potassium hydroxide-methanol solution., ≥98% (HPLC) | Print as PDF
 
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ALX-350-063-C100 100 µg 152.00 USD
 
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