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Pimaricin, Streptomyces chattanoogensis (CAS 7681-93-8)

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Alternate Names:
Natamycin
Application:
Pimaricin, Streptomyces chattanoogensis is an antifungal polyene macrolide
CAS Number:
7681-93-8
Purity:
>98%
Molecular Weight:
665.7
Molecular Formula:
C33H47NO13
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Pimaricin, a polyene antifungal compound found in Streptomyces chattanoogensis, is extensively applied in research due to its specific mechanism of action, which involves binding to ergosterol in fungal cell membranes. This interaction disrupts the membrane structure, leading to the leakage of essential intracellular components. In research applications, Pimaricin, Streptomyces chattanoogensis is used to study fungal cell physiology and membrane biology, providing insights into the mechanisms of fungal resistance and membrane permeability. Additionally, it serves as a tool to selectively inhibit fungal contamination in a variety of microbiological media due to its minimal effects on bacterial cells. The compound has also been utilized in agricultural research to explore its potential for controlling fungal growth in crops and food products.


Pimaricin, Streptomyces chattanoogensis (CAS 7681-93-8) References

  1. Natamycin as a fungicide in agar media.  |  Pedersen, JC. 1992. Appl Environ Microbiol. 58: 1064-6. PMID: 16348667
  2. Cholesterol oxidases act as signaling proteins for the biosynthesis of the polyene macrolide pimaricin.  |  Mendes, MV., et al. 2007. Chem Biol. 14: 279-90. PMID: 17379143
  3. Identification of a novel Streptomyces chattanoogensis L10 and enhancing its natamycin production by overexpressing positive regulator ScnRII.  |  Du, YL., et al. 2009. J Microbiol. 47: 506-13. PMID: 19763427
  4. Structure of cytochrome P450 PimD suggests epoxidation of the polyene macrolide pimaricin occurs via a hydroperoxoferric intermediate.  |  Kells, PM., et al. 2010. Chem Biol. 17: 841-51. PMID: 20797613
  5. Molecular control of polyene macrolide biosynthesis: direct binding of the regulator PimM to eight promoters of pimaricin genes and identification of binding boxes.  |  Santos-Aberturas, J., et al. 2011. J Biol Chem. 286: 9150-61. PMID: 21187288
  6. The pleitropic regulator AdpAch is required for natamycin biosynthesis and morphological differentiation in Streptomyces chattanoogensis.  |  Du, YL., et al. 2011. Microbiology (Reading). 157: 1300-1311. PMID: 21330439
  7. Characterization of type II thioesterases involved in natamycin biosynthesis in Streptomyces chattanoogensis L10.  |  Wang, YY., et al. 2014. FEBS Lett. 588: 3259-64. PMID: 25064840
  8. Sigma factor WhiGch positively regulates natamycin production in Streptomyces chattanoogensis L10.  |  Liu, SP., et al. 2015. Appl Microbiol Biotechnol. 99: 2715-26. PMID: 25724582
  9. Inducible erythromycin resistance in bacteria.  |  Weisblum, B. 1984. Br Med Bull. 40: 47-53. PMID: 6442874

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Pimaricin, Streptomyces chattanoogensis, 100 mg

sc-203197
100 mg
$285.00