Okadaic Acid, Potassium Salt
SKU
O-1028
- CAS:155751-72-7
- Formula:C44H67O13•K
- MW:843.09 Da
- Appearance:White crystalline solid or clear, colorless film
- Purity:>98%
SDS
CofA
Description
Okadaic acid is an inhibitor of PP-1 and PP-2A phosphatase proteins which occurs naturally as a neurotoxin. By inhibiting these proteins, okadaic acid causes an increase in myosin phosphorylation, inducing contraction of affected smooth muscle tissues. The acid was initially discovered in marine sponges of the genus Halichondria but can also be found in toxic shellfish. Our Okadaic acid is isolated from Prorocentrum concavum.
Applications
Owing to its ability to inhibit them, okadaic acid is used to identify phosphatases. In experiments examining the role of phosphorylation in pathological conditions, okadaic acid is used as a chemical probe for the process that can easily permeate cells. The acid has also been shown to promote both the growth of tumors and angiogenesis.
More Information
Alternate Name/Synonyms
MFCD00214356; Okadaic Acid, Potassium Salt; 9,10-Deepithio-9,10-didehydroacanthifolicin; Halochondrine A
SKU
O-1028
CAS #
155751-72-7
Chemical Name
potassium;2-hydroxy-3-[11-hydroxy-2-[4-[4-hydroxy-2-[1-hydroxy-3-(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]-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]
Chemical Formula
C44H67O13•K
Molecular Weight
843.09 Da
Appearance
White crystalline solid or clear, colorless film
Purity
>98%
Solubility
Soluble in DMSO or ethanol.
Melting Point
164-166°C
Preparation
N/A
Storage Temp
Store desiccated at -20°C. Packaged under argon gas.
THERAPEUTIC AREA
Not Available
USE
Okadaic Acid, Potassium Salt is a potent inhibitor of serine/threonine-specific protein phosphatases PP1, PP2A, 5534, PP2C and endogenous phosphatase smooth muscle myosin. This inhibition action has been used to stimulate the activity of glucose transport and has been observed to block insulin's stimulation of glucose transport by inhibiting IRS-1 phosphorylation. Okadaic Acid, Potassium Salt has been used as a response modifier in the study of large granular lymphocyte and T-cell biochemistry. In addition to inhibitive activities it is a tumor promoter and has been used to study nitric oxide metabolism, apoptosis, cell cycle and calcium signaling.
Merck Index
13.6891.2001
MDL NUMBER
MFCD00213389
CHEMACX
X1094109-2
INCHI
InChI=1S/C44H68O13.K/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42;/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49);/q;+1/p-1/b10-9+;/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-;/m1./s1
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.[K+]
RTECS
Not Applicable
UN #'S
UN 2811
PACKING GROUP
II
HAZARD CLASS
Not Applicable
Handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.
Certificate of Analysis 1
Certificate of Analysis 2
Certificate of Analysis 3
| GHS PICTOGRAMS |
|
|---|---|
| Handling | Avoid contact with skin and eyes. Avoid formation of dust and aerosols.Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed. |
| UN #'S | UN 2811 |
| Packing Group | II |
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