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21-Hydroxyoligomycin A (CAS 102042-09-1)

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Application:
21-Hydroxyoligomycin A is an oligomycin antibiotic coisolated with nemadectins
CAS Number:
102042-09-1
Purity:
>95%
Molecular Weight:
807.1
Molecular Formula:
C45H74O12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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21-Hydroxyoligomycin A is a derivative of oligomycin A, a macrolide antibiotic known for its role as a specific inhibitor of the mitochondrial ATP synthase (complex V). This compound, like its parent molecule, primarily functions by binding to the OSCP (oligomycin sensitivity-conferring protein) subunit of the ATP synthase, effectively blocking the proton channel and inhibiting the synthesis of ATP. The unique aspect of 21-Hydroxyoligomycin A is the addition of a hydroxyl group, which may modify its binding efficiency or specificity compared to oligomycin A. In research, 21-Hydroxyoligomycin A has been utilized to study mitochondrial bioenergetics and the regulation of cellular energy production. By inhibiting ATP synthase, researchers can probe the importance of mitochondrial-generated ATP in various cellular processes and pathological states, such as ischemia or metabolic disorders. Additionally, this compound aids in understanding the structural and functional dynamics of ATP synthase in mitochondria. Studies using 21-Hydroxyoligomycin A help explain how modifications in the oligomycin molecule affect its interaction with ATP synthase and the resulting biological outcomes, providing insights that are critical for developing potential modulators of mitochondrial function. Through such applications, this compound contributes to a deeper understanding of cellular energy management and mitochondrial physiology.


21-Hydroxyoligomycin A (CAS 102042-09-1) References

  1. Structure and absolute stereochemistry of 21-hydroxyoligomycin A.  |  Wagenaar, MM., et al. 2007. J Nat Prod. 70: 367-71. PMID: 17249728
  2. Plasmid effects on secondary metabolite production by a streptomycete synthesizing an anthelmintic macrolide.  |  Thomas, DI., et al. 1991. J Gen Microbiol. 137: 2331-7. PMID: 1770350
  3. Additional congeners of the macrolide neaumycin: structure revision and biological activity.  |  Simone, M., et al. 2015. J Antibiot (Tokyo). 68: 406-8. PMID: 25586025
  4. Synthesis, antimicrobial and antiproliferative properties of epi-oligomycin A, the (33S)-diastereomer of oligomycin A.  |  Lysenkova, LN., et al. 2020. Nat Prod Res. 34: 3073-3081. PMID: 31075992
  5. Structure and absolute stereochemistry of 21-hydroxyoligomycin A  |  Wagenaar, M. M.Williamson, R. T., et al. 2007. Journal of natural products. 70(3): 367-371.
  6. Screening and Identification of Microbial Derivatives for Inhibiting Legumain: An in silico Approach  |  . 2018. Journal of PurE and aPPliEd Microbiology. 12(3): 1623-1630.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

21-Hydroxyoligomycin A, 1 mg

sc-202013
1 mg
$381.00