Okadaic AcidAn activator of PKC and inhibitor of PP1 and PP2A phosphatases

Okadaic Acid (CAS 78111-17-8)

Okadaic Acid | CAS 78111-17-8 is rated 5.0 out of 5 by 4.
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Synonym: OA
Application: An activator of PKC and inhibitor of PP1 and PP2A phosphatases
CAS Number: 78111-17-8
Purity: >98%
Molecular Weight: 805.00
Molecular Formula: C44H68O13
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Okadaic acid is a naturally occurring polyether toxin that was originally derived from marine dinoflagellates, Prorocentrium spp.. It is a reversible, potent and selective inhibitor of two serine threonine protein phosphatases: PP2A-C (PP2A) which is inhibited completely at 1 nM and PP1 which is inhibited at higher concentrations (IC50= 10-15 nM). 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 protein phosphorylation. It mimics the effects of insulin, enhances transmitter release at neuromuscular junctions, causes vasodilation and is a very potent tumor promoter. Okadaic acid is an extremely useful tool for studying cellular processes that are regulated by phosphorylation. Okadaic Acid is an activator of PKC.


References

1. Takai, A., et al. 1987. FEBS Lett. 217: 81-84. PMID: 3036577
2. Suganuma, M., et al. 1988. Proc. Natl. Acad. Sci. U.S.A. 85: 1768-1771. PMID: 3126494
3. Cohen, P., et al. 1989. FEBS Lett. 250: 596-600. PMID: 2546812
4. Haystead, T.A., et al. 1989. Nature. 337: 78-81. PMID: 2562908
5. Cohen, P., et al. 1990. Trends Biochem. Sci. 15: 98-102. PMID: 2158158
6. Tanti, J.F., et al. 1991. J. Biol. Chem. 266: 2099-2103. PMID: 1846612
7. Abdul-Ghani, M., et al. 1991. Proc. Natl. Acad. Sci. U.S.A. 88: 1803-1807. PMID: 1672044

Usage :
Okadaic acid is soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), methanol (<1 mg/ml), chloroform, acetone, ethyl acetate, DMF, and dimethylsulfoxide. Insoluble in water, unless first dissolved in organic solvents, such as DMSO or ethanol.
Appearance :
Powder
Physical State :
Solid
Derived From :
Prorocentrum sp.
Solubility :
Soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), methanol (≥1 mg/ml), chloroform, acetone, ethyl acetate, DMF, and dimethylsulfoxide. Insoluble in water.
Storage :
Store at -20° C
Refractive Index :
n20D 1.59
IC50 :
protein phosphatase 1: IC50 = 3 nM; protein phosphatase 2A: IC50 = 0.1 nM; Halichondria okadai recombinant OABP 2.3: EC5050 = 87 nM (mouse); PSPTase: IC50 = 0.05 µM; Serine/threonine protein phosphatase 4 (PP4): IC50 = 0.2 nM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
AA8227800
PubChem CID :
446512
Merck Index :
14: 6819
MDL Number :
MFCD00083455
SMILES :
C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)O)O)O)C)O)O

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Certificate of Analysis

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Okadaic Acid  Product Citations

See how others have used Okadaic Acid. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 52 total

PMID: # 31605257  2019. Apoptosis.

PMID: # 31059522  Paul, P.|Ramachandran, S.|Xia, S.|Unruh, JR.|Conkright-Fincham, J.|Li, R.| et al. 2019. PLoS ONE. 14: e0216220.

PMID: # 31315986  Nebenzahl-Sharon, K.|Sharf, R.|Amer, J.|Shalata, H.|Khoury-Haddad, H.|Sohn, SY.|Ayoub, N.|Hearing, P.|Kleinberger, T.| et al. 2019. J. Virol.

PMID: # 31368207  Aureille, J.|Buffière-Ribot, V.|Harvey, BE.|Boyault, C.|Pernet, L.|Andersen, T.|Bacola, G.|Balland, M.|Fraboulet, S.|Van Landeghem, L.|Guilluy, C.| et al. 2019. EMBO Rep. e48084.

PMID: # 30842317  Nebenzahl-Sharon, K.|Shalata, H.|Sharf, R.|Amer, J.|Khoury-Haddad, H.|Sohn, SY.|Ayoub, N.|Hearing, P.|Kleinberger, T.| et al. 2019. J. Virol. 93:

PMID: # 30065026  Stallaert, W. et al. 2018. Sci Signal. 11:

PMID: # 30251630  Brand, S.|Roy, S.|Schröder, P.|Rathmer, B.|Roos, J.|Kapoor, S.|Patil, S.|Pommerenke, C.|Maier, T.|Janning, P.|Eberth, S.|Steinhilber, D.|Schade, D.|Schneider, G.|Kumar, K.|Ziegler, S.|Waldmann, H.| et al. 2018. Cell Chem Biol. 25: 1095-1106.e23.

PMID: # 29725295  Foidl, BM.|Humpel, C.| et al. 2018. Front Aging Neurosci. 10: 113.

PMID: # 29333604  Tilija Pun, N. et al. 2018. Br. J. Pharmacol. 175: 1066-1084.

PMID: # 29556174  Li, X.|Peng, J.|Pang, J.|Wu, Y.|Huang, X.|Li, Y.|Zhou, J.|Gu, L.|Sun, X.|Chen, L.|Vitek, MP.|Jiang, Y.| et al. 2018. Front Neurosci. 12: 127.

Citations 1 to 10 of 52 total

What is the solubility of this product?

Asked by: hawkeye11
Thank you for your question. This chemical, Okadaic Acid (CAS 78111-17-8), is soluble in 25 mg/mL DMSO.
Answered by: Chemical Support 1
Date published: 2017-02-28
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Rated 5 out of 5 by from good product This product works pretty well for our cell culture experiments.
Date published: 2018-05-11
Rated 5 out of 5 by from We used this in WB and cell culture studies We used this in WB and cell culture studies and got good results.
Date published: 2015-10-21
Rated 5 out of 5 by from This product has been working really well for us This product has been working really well for us.
Date published: 2015-04-28
Rated 5 out of 5 by from It worked well without trouble It worked well without trouble.
Date published: 2015-03-19
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