O9381

Okadaic acid

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

• Sinônimo(s): OA
• Fórmula empírica (Notação de Hill): C₄₄H₆₈O₁₃
• Número CAS: 78111-17-8
• Peso molecular: 805.00
• Número MDL: MFCD00083455
• Código UNSPSC: 12352106
• ID de substância PubChem: 24898069
• NACRES: NA.77

Propriedades

• Nome do produto: Okadaic acid from Prorocentrum concavum, 92-100% (HPLC)
• Nível de qualidade: 200
• Ensaio: 92-100% (HPLC)
• Formulário: powder
• solubilidade: DMSO: ≥1 mg/mL; ethanol: ≥1 mg/mL; methanol: ≥1 mg/mL; H₂O: insoluble
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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
• chave InChI: QNDVLZJODHBUFM-WFXQOWMNSA-N

Descrição

Descrição geral

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

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Nota de preparo

Isolated from unialgal cultures of dinoflagellates.

Informações de segurança

• Pictogramas: GHS06
• Palavra indicadora: Danger
• Frases de perigo: H301 + H311 + H331,H315
• Declarações de precaução: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Classificações de perigo: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges