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T5580 Sigma-Aldrich

Myxothiazol

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

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
biological source   Myxococcus fulvus Mx f85
InChI Key   XKTFQMCPGMTBMD-ZDBABOMLSA-N
assay   ≥98% (HPLC)
storage condition   protect from light
  under inert gas
solubility   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
Mode of action   enzyme | inhibits
antibiotic activity spectrum   fungi
storage temp.   −20°C

Description

Application

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.

Biochem/physiol Actions

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.

Preparation Note

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.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3462 6.1 / PGI
WGK Germany 
3

Documents

Certificate of Analysis

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Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
Keywords: Antimicrobials, Bioactive small molecules, Cancer, Diseases, Neurodegenerative Diseases, Oxidations

Peer-Reviewed Papers
15

References

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