T5580

Myxothiazol

from Myxococcus fulvus Mx f85, ≥98% (HPLC), lyophilized solid, antibiotic

• Sinônimo(s): Myxothiazol A
• Fórmula empírica (Notação de Hill): C₂₅H₃₃N₃O₃S₂
• Número CAS: 76706-55-3
• Peso molecular: 487.68
• Número MDL: MFCD00043397
• Código UNSPSC: 51111800
• ID de substância PubChem: 329826828
• NACRES: NA.77

Propriedades

• Nome do produto: Myxothiazol, from Myxococcus fulvus Mx f85, ≥98% (HPLC)
• fonte biológica: Myxococcus fulvus Mx f85
• Nível de qualidade: 200
• Ensaio: ≥98% (HPLC)
• condição de armazenamento: protect from light; under inert gas
• solubilidade: chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow; DMSO: soluble; acetone: soluble; dichloromethane: soluble; ethanol: soluble; ethyl acetate: soluble; methanol: soluble
• espectro de atividade do antibiótico: fungi
• Modo de ação: enzyme | inhibits
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: CO[C@@H](\C=C\c1csc(n1)-c2csc(n2)[C@@H](C)\C=C\C=C\C(C)C)[C@@H](C)\C(OC)=C\C(N)=O
• InChI: 1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13-/t17-,18+,21-/m0/s1
• chave InChI: XKTFQMCPGMTBMD-ZDBABOMLSA-N

Descrição

Aplicação

Myxothiazol has been used as a complex IIIQo inhibitor in C. elegans cultures⁵. It has also been used to analyze mitochondrial oxygen transport in rat cells⁶.

Myxothiazol has been used in as a mitochondrial electron transport chain (mETC) inhibitor in P19 murine embryonal carcinoma pluripotent cell line and to treat HeLa cells for integrated stress response activation.

Ações bioquímicas/fisiológicas

Myxothiazol, an antibiotic with activity against fungi and insects, is a strong inhibitor of mitochondrial cytochrome b/c₁-segment of respiratory chain. Myxothiazol binds to the quinol oxidation (Qo) site of the bc1 complex, blocking electron transfer to the Rieske iron-sulfur protein in the mitochondrial respiratory chain. Oxygen consumption blockage leads to a cytostatic effect that could be reversed. Myxothiazol, as other Epothilones, which are known for their anti tumor activity, contains a thiazole ring that is formed by the incorporation of cysteine into the polyketide backbone.

Nota de preparo

Myxothiazol dissolves in chloroform at 9.80 - 10.20 mg/ml to yield a clear, colorless to yellow solution. It is also soluble in DMSO, acetone, dichloromethane, ethanol, ethyl acetate and methanol.

Informações de segurança

• Pictogramas: GHS06
• Palavra indicadora: Danger
• Frases de perigo: H300
• Declarações de precaução: P264 - P270 - P301 + P310 - P405 - P501
• Classificações de perigo: Acute Tox. 2 Oral
• Código de classe de armazenamento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable