Okadaic Acid Ammonium

Name: Okadaic Acid Ammonium
SKU: O4102
Availability: InStock

Product ID O4102

Cas No. 155716-06-6

Purity ≥98%

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Description

Okadaic acid is a diarrhetic shellfish toxin initially produced by dinoflagellates and sea sponges; it exhibits neurotoxic and anticancer activities. Okadaic acid inhibits protein phosphatases 1 and 2A (PP1, PP2A). In animal models of Alzheimer’s disease, okadaic acid increases phosphorylation of tau protein. In adipocytes, this compound stimulates lipolysis by increasing phosphorylation of perilipin A and B. In T cell leukemia cells, okadaic acid induces G1 phase cell cycle arrest, decreases expression of cyclin D2, CDK4, CDK6, Bcl-2, Bcl-xl, and XIAP, increases expression of p21 and p27, activates caspases, and inhibits cell growth.

Product Info

Cas No.	155716-06-6
Purity	≥98%
Formula	C₄₄H₆₇O₁₃ NH₄
Formula Wt.	822.04
Chemical Name	9,10-Deepithio-9,10-didehydroacanthifolicin ammonium salt
IUPAC Name	azanium;(2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate
Melting Point	164-166°C
Solubility	Soluble in ethanol, DMSO, water.
Appearance	White to off white solid

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	O4102 MSDS PDF
Info Sheet	O4102 Info Sheet PDF

References

Hendrickson O, Mukhametova L, Zvereva E, et al. A sensitive fluorescence polarization immunoassay for the rapid detection of okadaic acid in environmental waters. Biosensors (Basel). 2023 Apr 16;13(4):477. PMID: 37185552.

Kamat PK, Rai S, Swarnkar S, et al. Molecular and Cellular Mechanism of Okadaic Acid (OKA)-Induced Neurotoxicity: A Novel Tool for Alzheimer's Disease Therapeutic Application. Mol Neurobiol. 2014 Apr 8. [Epub ahead of print]. PMID: 24710687.

Chang NC, Lin AC, Hsu CC, et al. Okadaic Acid, a Bioactive Fatty Acid from Halichondria okadai, Stimulates Lipolysis in Rat Adipocytes: The Pivotal Role of Perilipin Translocation. Evid Based Complement Alternat Med. 2013;2013:545739. PMID: 24319476.

Mori N, Ishikawa C, Uchihara JN, et al. Protein phosphatase 2A as a potential target for treatment of adult T cell leukemia. Curr Cancer Drug Targets. 2013 Oct;13(8):829-42. PMID: 24015987.

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Okadaic Acid Ammonium

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