Date published: 2025-12-15

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Naphthomycin B (CAS 86825-88-9)

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Application:
Naphthomycin B is a naphthalenic ansamycin antbiotic isolated from Streptomyces
CAS Number:
86825-88-9
Purity:
>98%
Molecular Weight:
706.2
Molecular Formula:
C39H44ClNO9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Naphthomycin B, catalogued under CAS number 86825-88-9, is a ketal-containing polyketide belonging to the naphthomycin class of compounds, which are known for their complex molecular structures and bioactive properties. This molecule is primarily derived from Streptomyces spp. and features a distinctive chemical architecture that includes a naphthoquinone core linked to a macrocyclic lactam ring. Naphthomycin B exhibits its biological activity through the inhibition of mitochondrial electron transport, specifically targeting complex I, a key enzyme complex in the mitochondrial respiratory chain. By inhibiting this complex, naphthomycin B disrupts the normal flow of electrons through the chain, leading to a reduction in ATP production and an increase in the generation of reactive oxygen species (ROS). This disruption can induce oxidative stress within cells, ultimately affecting cellular metabolism and viability. In research, naphthomycin B has been used to study the effects of mitochondrial dysfunction on cellular processes, providing insights into mitochondrial biology and the mechanisms through which cells respond to mitochondrial stress. Such investigations are vital for understanding the role of mitochondria in cellular health and disease, and naphthomycin B serves as a valuable tool for probing these complex cellular dynamics.


Naphthomycin B (CAS 86825-88-9) References

  1. Big effects from small changes: possible ways to explore nature's chemical diversity.  |  Bode, HB., et al. 2002. Chembiochem. 3: 619-27. PMID: 12324995
  2. New ansamycin antibiotics, naphthoquinomycins A and B, inhibitors of fatty acid synthesis in Escherichia coli.  |  Mochizuki, J., et al. 1986. J Antibiot (Tokyo). 39: 157-61. PMID: 3512505
  3. Studies on antineoplastic activity of naphthomycin, a naphthalenic ansamycin, and its mode of action.  |  Okabe, T., et al. 1985. J Antibiot (Tokyo). 38: 230-5. PMID: 3997667
  4. Isolation and structural elucidation of naphthomycins B and C.  |  Keller-Schierlein, W., et al. 1983. J Antibiot (Tokyo). 36: 484-92. PMID: 6874565
  5. Naphthomycin, a novel ansa macrocyclic antimetabolite. Proton NMR spectra and structure elucidation using lanthanide shift reagent.  |  Williams, TH. 1975. J Antibiot (Tokyo). 28: 85-6. PMID: 805115
  6. Studies on the biosynthesis of antibiotics.  |  Floss, et al. 1986. Journal of natural products. 957-970: 957-970.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Naphthomycin B, 1 mg

sc-203154
1 mg
$349.00