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495604

Sigma-Aldrich

Okadaic acid

from Prorocentrum sp., ≥95% (HPLC), solid (glassy), protein phosphatase 1 inhibitor, Calbiochem

Szinonimák:

Okadaic Acid, Prorocentrum sp., OA

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez
Összes fotó(1)

About This Item

Tapasztalati képlet (Hill-képlet):
C44H68O13
CAS-szám:
78111-17-8
Molekulatömeg:
805.00
MDL-szám:
MFCD00083455
UNSPSC kód:
12352106
NACRES:
NA.77

Terméknév

Okadaic Acid, Prorocentrum sp., Okadaic Acid, CAS 78111-17-8, is a highly potent inhibitor of protein phosphatase 1 (IC₅₀ = 10-15 nM) and 2A (IC₅₀ = 0.1 nM).

Minőségi szint

100

Teszt

≥95% (HPLC)

Forma

solid (glassy)

gyártó/kereskedő neve

Calbiochem®

tárolási körülmény

OK to freeze
protect from light

szín

colorless

oldhatóság

DMF: soluble
chloroform: soluble
ethanol: soluble
methanol: soluble

kiszállítva

ambient

tárolási hőmérséklet

−20°C

SMILES string

O1[C@]7(O[C@@H](CC[C@H]7O)C[C@](O)(C)C(=O)O)C=C(C[C@H]1[C@H](C)\C=C\[C@@H]2O[C@@]3(OC4[C@H](O[C@@H](C(=C)[C@H]4O)[C@@H](O)C[C@@H](C5O[C@]6(OCCCC6)CC[C@H]5C)C)CC3)CC2)C

InChI

1S/C44H68O13/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)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37?,38+,39?,41-,42+,43-,44-/m1/s1

Nemzetközi kémiai azonosító kulcs

QNDVLZJODHBUFM-AAWJMCDUSA-N

Általános leírás

An ionophore-like polyether derivative of a C38 fatty acid compound isolated from the dinoflagellates that have fed on the marine sponge Halinchrondria okadai. It is a potent non-comepetitive, reversible inhibitor of serine/threonine-specific protein phosphatases 1 (PP1, IC50 = 10-15 nM, rabbit skeletal muscle, catalytic subunit) and 2A (PP2A, IC50 = 0.1 nM, rabbit skeletal muscle, catalytic subunit). It has only a trivial effect on protein phosphatase 2B (IC50 = 5 µM), a Ca2+/calmodulin-dependent enzyme, while PP2C, a Mg2+ dependent enzyme, is unaffected. Okadaic acid has no significant effect on the activities of tyrosine phosphatases, alkaline phosphatase, acid phosphatase, and inositol trisphosphatase. It is also a non-phorbol ester-type tumor promoter on mouse skin. Useful for the study of protein phosphatases and of PP1/PP2A in cell extracts, as well as in intact cells. Induces apoptosis in human breast carcinoma (MB-231 and MCF-7) and in myeloid cells, but inhibits glucocorticoid-induced apoptosis in T-cell hybridomas. Has marked contractile effect on smooth muscles and heart muscles. Implicated as a causative agent of diarrhetic shellfish poisoning.
An ionophore-like polyether derivative of a C38 fatty acid compound that has tumor promoting properties. Potent inhibitor of protein phosphatase 1 (IC50 = 10-15 nM) and protein phosphatase 2A (IC50 = 0.1 nM). Does not affect the activity of tyrosine phosphatases, alkaline phosphatases, or acid phosphatases. Useful for the study of protein phosphatases in cell extracts as well as in intact cells. Induces apoptosis in human breast carcinoma cells (MB-231 and MCF7) and in myeloid cells but inhibits glucocorticoid-induced apoptosis in T cell hybridomas. Has marked contractile effects on smooth muscle and heart muscle. Implicated as causative agent of diarrhetic shellfish poisoning. A 250 µM (25 µg/124 µl) solution of Okadaic Acid, (Cat. No. 495609) in DMSO is also available.

Biokémiai/fiziológiai hatások

Cell permeable: no
Primary Target
Protein phosphatase
Product does not compete with ATP.
Reversible: no
Target IC50: 10-15 nM and 0.1 nM against protein phosphatase 1 and protein phosphatase 2A, respectively

Kiszerelés

Packaged under inert gas

Figyelmeztetés

Toxicity: Toxic (F)

Feloldás

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Egyéb megjegyzések

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
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Tada, Y., et al. 1992. Immunopharmacol.24, 17.
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Cohen, P., and Cohen, P.T. 1989. J. Biol. Chem.264, 21435.
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Jogi információk

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Piktogramok

Skull and crossbones
GHS06

Figyelmeztetés

Danger

Figyelmeztető mondatok

H301 + H311 + H331,H315

Veszélyességi osztályok

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2

Tárolási osztály kódja

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

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