495604

Okadaic acid

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

• 別名: Okadaic Acid, Prorocentrum sp., OA
• 実験式（ヒル表記法）: C₄₄H₆₈O₁₃
• CAS番号: 78111-17-8
• 分子量: 805.00
• MDL番号: MFCD00083455
• UNSPSCコード: 12352106
• NACRES: NA.77

特性

• 製品名: 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).
• 品質水準: 100
• アッセイ: ≥95% (HPLC)
• フォーム: solid (glassy)
• メーカー／製品名: Calbiochem^®
• 保管条件: OK to freeze; protect from light
• 色: colorless
• 溶解性: DMF: soluble; chloroform: soluble; ethanol: soluble; methanol: soluble
• 輸送温度: ambient
• 保管温度: −20°C
• SMILES記法: 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
• InChI Key: QNDVLZJODHBUFM-AAWJMCDUSA-N

詳細

詳細

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.

生物化学的／生理学的作用

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

包装

Packaged under inert gas

警告

Toxicity: Toxic (F)

再構成

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

その他情報

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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法的情報

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

安全性情報

• ピクトグラム: GHS06
• シグナルワード: Danger
• 危険有害性情報: H301 + H311 + H331,H315
• 注意書き: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• 危険有害性の分類: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2
• 保管分類コード: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable