Date published: 2026-4-23

1-800-457-3801

SCBT Portrait Logo
Seach Input

Antimycin A4 (CAS 27220-59-3)

0.0(0)
Write a reviewAsk a question

Alternate Names:
8-Butyl-3-(3-formamido-2-hydroxybenzamido)-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butyrate
Application:
Antimycin A4 is a potent inhibitor of respiration
CAS Number:
27220-59-3
Molecular Weight:
506.54
Molecular Formula:
C25H34N2O9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Antimycin A4 is one of the derivatives in the antimycin family, a group of macrolides produced by the bacterium Streptomyces. This compound is notable for its role as a potent inhibitor of the mitochondrial electron transport chain, specifically targeting Complex III (cytochrome bc1 complex). Its mechanism of action involves binding to the Q_i site of Complex III, which effectively blocks the transfer of electrons from ubiquinol to cytochrome c, thereby halting the production of ATP and inducing a rapid increase in the production of reactive oxygen species (ROS) within the cell. This specific inhibition plays a crucial role in research focused on cellular respiration and energy metabolism, making Antimycin A4 a valuable tool for scientists studying mitochondrial dysfunctions and the regulation of oxidative stress. In addition to its use in basic biochemical studies, Antimycin A4 has been employed in ecological studies to assess the impact of mitochondrial inhibitors on aquatic organisms, thereby contributing to environmental assessments of water systems. Its ability to induce ROS production has also made it a candidate for studying the cellular responses to oxidative stress, including the activation of antioxidant defenses and signaling pathways related to cell survival and apoptosis. Through these varied applications, Antimycin A4 has helped advance our understanding of both environmental biology and fundamental cellular processes.


Antimycin A4 (CAS 27220-59-3) References

  1. Antimycins A10 approximately A16, seven new antimycin antibiotics produced by Streptomyces spp. SPA-10191 and SPA-8893.  |  Hosotani, N., et al. 2005. J Antibiot (Tokyo). 58: 460-7. PMID: 16161485
  2. Chemical analyses of wasp-associated streptomyces bacteria reveal a prolific potential for natural products discovery.  |  Poulsen, M., et al. 2011. PLoS One. 6: e16763. PMID: 21364940
  3. A single Streptomyces symbiont makes multiple antifungals to support the fungus farming ant Acromyrmex octospinosus.  |  Seipke, RF., et al. 2011. PLoS One. 6: e22028. PMID: 21857911
  4. The regulation and biosynthesis of antimycins.  |  Seipke, RF. and Hutchings, MI. 2013. Beilstein J Org Chem. 9: 2556-63. PMID: 24367419
  5. Coordinate Regulation of Antimycin and Candicidin Biosynthesis.  |  McLean, TC., et al. 2016. mSphere. 1: PMID: 27981234
  6. A phylogenetic and evolutionary analysis of antimycin biosynthesis.  |  Joynt, R. and Seipke, RF. 2018. Microbiology (Reading). 164: 28-39. PMID: 29111964
  7. High-performance liquid chromatographic separation of subcomponents of antimycin A.  |  Abidi, SL. 1988. J Chromatogr. 447: 65-79. PMID: 3209667
  8. Regulation of Antimycin Biosynthesis Is Controlled by the ClpXP Protease.  |  Bilyk, B., et al. 2020. mSphere. 5: PMID: 32269155
  9. The Symbiotic Fungus Leucoagaricus gongylophorus (Möller) Singer (Agaricales, Agaricaceae) as a Target Organism to Control Leaf-Cutting Ants.  |  Araújo, S., et al. 2022. Insects. 13: PMID: 35447801
  10. Antimycins, inhibitors of ATP-citrate lyase, from a Streptomyces sp.  |  Barrow, CJ., et al. 1997. J Antibiot (Tokyo). 50: 729-33. PMID: 9360616

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Antimycin A4, .5 mg

sc-391461
.5 mg
$260.00