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Merck

O9381

Okadaic acid

from Prorocentrum concavum, 92-100% (HPLC), powder, protein phosphatase 1 inhibitor

동의어(들):

OA

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C44H68O13
CAS 번호:
78111-17-8
Molecular Weight:
805.00
UNSPSC Code:
12352106
PubChem Substance ID:
24898069
NACRES:
NA.77
MDL number:
MFCD00083455
Assay:
92-100% (HPLC)
Form:
powder
Quality level:
200

주요 문서

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제품 이름

Okadaic acid from Prorocentrum concavum, 92-100% (HPLC)

SMILES string

O[C@@H](C[C@@H]([C@@]1([H])O[C@@]2(CCCCO2)CC[C@H]1C)C)[C@]3([H])C([C@@H](O)[C@]4([H])O[C@]5(CC[C@@](/C=C/[C@@H](C)[C@@]6([H])O[C@]7(O[C@H](C[C@@](C)(O)C(O)=O)CC[C@H]7O)C=C(C)C6)([H])O5)CC[C@@]4([H])O3)=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

InChI key

QNDVLZJODHBUFM-WFXQOWMNSA-N

assay

92-100% (HPLC)

form

powder

solubility

DMSO: ≥1 mg/mL, ethanol: ≥1 mg/mL, methanol: ≥1 mg/mL, H2O: insoluble

storage temp.

−20°C

Quality Level

200

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Application

Okadaic acid from Prorocentrum concavum has been used as a phosphatase inhibitor:
  • to inhibit protein phosphatase 2 in spermatocytes culture
  • to treat SH-SY5Y cells to prevent dephosphorylation to maintain tau
  • to treat human embryonic kidney 293T cells (HEK293T) or H4 cells to analyse its effect on fused in sarcoma (FUS) protein

Biochem/physiol Actions

Dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid. Readily enters cells. Inhibitor of type 1 and type 2A protein phosphatases. Does not inhibit tyrosine phosphatases, alkaline phosphatases or acid phosphatase. Known tumor promotor. Used to study various cellular processes including cell cycle, apoptosis, nitric oxide metabolism and calcium signaling.
Okadaic acid is a dinoflagellate toxin and an ionophore-like polyether derivative of a 38 carbon, fatty acid.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

General description

Okadaic acid is a polyether fatty acid. It is a marine toxin produced by the genera of Prorocentrum and Dinophysis.

Preparation Note

Isolated from unialgal cultures of dinoflagellates.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

저장 등급

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
SLCH4639
SLCF4990
SLCF4336
SLCF1743
SLCD1743

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COA 검색

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문서 라이브러리 방문

Okadaic acid, an inhibitor of protein phosphatase 1 and 2A, induces premature separation of sister chromatids during meiosis I and aneuploidy in mouse oocytes in vitro
Mailhes JB, et al.
Chromosome Research, 11(6), 619-631 (2003)
The prionlike domain of FUS is multiphosphorylated following DNA damage without altering nuclear localization
Rhoads SN, et al.
Molecular Biology of the Cell, 29(15), 1786-1797 (2018)
Pseudo-phosphorylation at AT8 epitopes regulates the tau truncation at aspartate 421
Cao L, et al.
Experimental Cell Research, 370(1), 103-115 (2018)
Cohesin removal along the chromosome arms during the first meiotic division depends on a NEK1-PP1gamma-WAPL axis in the mouse
Brieno-Enriquez MA, et al.
Testing, 17(4), 977-986 (2016)
Identification of okadaic acid production in the marine dinoflagellate Prorocentrum rhathymum from Florida Bay
An T, et al.
Toxicon, 55(2-3), 653-657 (2010)
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