OKADAIC ACID
Product ID L8905 
Name OKADAIC ACID 
Molecular formula C44H68O13
Description

It is a potent protein phosphatase 1A and 2A inhibitor.


Polyether derivative of C-38 fatty acid , from the microorganism Prorocentrum lima
Biological activity

It is a very potent inhibitor of protein phosphatases-1 (PP1) and -2A (PP2A) that also stimulates the phosphorylation of many proteins.
1 nM completely inhibits PP2A with IC50 ~0.1 nM.
IC50  = 10-15 nM for PP1.
IC50 = 5 μM for PP2B.
10 μM have no effect on PP2C.

It causes a durable contraction of isolated vascular smooth muscles from human umbilical arteries (0.1-100 μM) and rabbit aorta (10 μM), indicating that myosin P-light chain phosphorylation is increased.

It causes Diarrhetic Shellfish Poisoning (DSP), probably by stimulating the phosphorylation of proteins that control sodium secretion by intestinal cells. It is a powerful tumour promoter. In two-stage carcinogenesis experiments on mouse skin, is of comparable potency to agents like phorbol esters, which exert their effects by activating protein kinase C.
It reproduces the effects of Insulin on glucose transport in adipocytes.
It diffuses through the cell membrane.

 Packaging and Prices

Packaging Price (€) Quantité Buy Now
1 x 25ug 64.00

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5 x 25ug 256.00

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 Product Technical Documents
Safety Data Sheet Available on request, please Contact us
Ref. SDS_L8905 : unit price : free of charge
 Chemical and Physical Properties
Product code L8905  Molecular weight 805.0 g/mol
Product name OKADAIC ACID  Physical form White photosensitive solid
CAS No. 78111-17-8 Melting point
RTECS AA8227800 Solubility In chloroform, ethanol, methanol, acetone, ethyl acetate and DMSO
Not soluble in water
UNIPROT Optical Activity +21 deg @ 20 deg C/D ( c=0.33 in CHCl3); +25.4 deg @ 25 deg C/D ( c=0.24 in CHCl3)
PubChem SID    
PubChem CID 446512    
Purity > 95 % (HPLC)    
Toxicity(LD50) IVN-MUS LD50: 192 μg/kg>br>IPR-MUS: 192 μg/kg    
Chemical Name 9,10-Deepithio-9,10-didehydroacanthifolicin    
Storage & Reconstitution
Recommandations

Stable when kept dry, in a dark place;
Store at -20 °C;
In solution, keep at -20°C; stable in methanol; stable in media/saline solutions for 1 experiment.


 
Savety Recommandations

For research use only — not intended for food, diagnostic or therapeutic use
Supposed tumour promoter: avoid skin contact, do not inhale.

 
 Bibliographic References
Product code L8905 
Product name OKADAIC ACID 

- Haysted et al., "Effects of the tumour promoter okadaic acid on intracellular protein phosphorylation and metabolism." Nature (1989). 337:78-81
- Cohen et al., "Okadaic acid: a new probe for the study of cellular regulation." TIBS (1990). 15:98-102
- Shibata et al., "Contractile Effects of Okadaic Acid, a novel Ionophore-Like Substance from Black Sponge, on Isolated Smooth Muscles Under the Condition of Ca Deficiency." J. Pharmacol. Exp. Therap. (1982). 233(1):135-143
- Cohen et al., FEBS Letters (1989). 250:596-600
 Links
Product code L8905 
Product name OKADAIC ACID 
External Links PubMed
Biomedical Citations From PubMed
Toxicology Citations From PubMed
PubChem CID
Molecular formula

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