Okadaic acid (high purity)



ALX-350-003-C025	25 µg	75.00 USD

ALX-350-003-C050	50 µg	138.00 USD

ALX-350-003-C100	100 µg	200.00 USD

ALX-350-003-M001	1 mg	1,210.00 USD
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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.

Alternative Name:	Halochondrine A (high purity), 9,10-Deepithio-9,10-didehydroacanthifolicin (high purity)

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% (HPLC)

Appearance:	White crystalline solid.

Hazard:	HIGHLY IRRITANT. MAY BE CARCINOGENIC. TOXIC.

Solubility:	Soluble in DMSO, 100% ethanol or methanol (1mg/ml).

Long Term Storage:	-20°C

Use/Stability:	Use only fresh solutions.

Handling:	Packaged under inert gas. Protect from light.

Background / Technical Information:	Replacement for ADI-HPK-117

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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Product Literature References

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;