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α-Lipomycin (CAS 51053-40-8)

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Alternate Names:
Lipomycin; 3-[(4E)-4-[(2E,4E,6E,8E,10E)-13-[(2R,4S,5S,6R)-4, 5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-10,12, 14-trimethylpentadeca-2,4,6,8,10-pentaenylidene]-1-methyl-3, 5-dioxopyrrolidin-2-yl]propanoic acid
Application:
α-Lipomycin is a pentaenone tetramic acid with potent Gram positive antibacterial activity with no activity against fungi.
CAS Number:
51053-40-8
Molecular Weight:
587.70
Molecular Formula:
C32H45NO9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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α-Lipomycin, catalogued under CAS number 51053-40-8, is a rare and structurally complex member of the polyene macrolide antibiotics. This compound is distinguished by its unique macrocyclic lactone ring and a series of conjugated double bonds, which are crucial to its mechanism of action. α-Lipomycin targets bacterial RNA polymerase, a key enzyme in the transcription process of bacteria, by binding selectively to this enzyme and inhibiting the initiation phase of RNA synthesis. This interaction disrupts the transcription of essential genes, leading to the inhibition of bacterial growth and proliferation. In the realm of research, α-Lipomycin is utilized primarily to study the transcriptional machinery of bacteria, offering insights into the fundamental processes of gene expression and regulation. Its ability to inhibit RNA polymerase places α-Lipomycin as a valuable tool in exploring the dynamics of transcription inhibition and the structural basis of antibiotic interaction with bacterial enzymes. Additionally, research involving α-Lipomycin contributes to the broader understanding of antibiotic resistance mechanisms, particularly how bacteria adapt to survive transcriptional inhibitors. By studying such interactions, researchers can better comprehend the complexities of bacterial resistance and explore potential avenues for the development of new antimicrobial agents that target transcriptional processes.


α-Lipomycin (CAS 51053-40-8) References

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  2. Characterization and analysis of the regulatory network involved in control of lipomycin biosynthesis in Streptomyces aureofaciens Tü117.  |  Horbal, L., et al. 2010. Appl Microbiol Biotechnol. 85: 1069-79. PMID: 19585113
  3. Broad substrate specificity of the loading didomain of the lipomycin polyketide synthase.  |  Yuzawa, S., et al. 2013. Biochemistry. 52: 3791-3. PMID: 23692164
  4. Enzyme analysis of the polyketide synthase leads to the discovery of a novel analog of the antibiotic α-lipomycin.  |  Yuzawa, S., et al. 2014. J Antibiot (Tokyo). 67: 199-201. PMID: 24169801
  5. α- and β-Lipomycin: total syntheses by sequential stille couplings and assignment of the absolute configuration of all stereogenic centers.  |  Hofferberth, ML. and Brückner, R. 2014. Angew Chem Int Ed Engl. 53: 7328-34. PMID: 24895187
  6. Discovery of a new family of Dieckmann cyclases essential to tetramic acid and pyridone-based natural products biosynthesis.  |  Gui, C., et al. 2015. Org Lett. 17: 628-31. PMID: 25621700
  7. Flexible docking-based molecular dynamics simulation of natural product compounds and Ebola virus Nucleocapsid (EBOV NP): a computational approach to discover new drug for combating Ebola.  |  Nasution, MAF., et al. 2018. BMC Bioinformatics. 19: 419. PMID: 30453886
  8. Genome features and secondary metabolite potential of the marine symbiont Streptomyces sp. RS2.  |  Nofiani, R., et al. 2023. Arch Microbiol. 205: 244. PMID: 37209150
  9. [Physicochemical properties and structure of the nonmacrolide polyene antibiotic altamycin A].  |  Shenin, IuD. 1986. Antibiot Med Biotekhnol. 31: 835-41. PMID: 3813506
  10. Complete genome sequence of Kitasatospora aureofaciens Tü117.  |  Kato, S., et al. 2024. Microbiol Resour Announc. 13: e0101423. PMID: 38231185

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

α-Lipomycin, 1 mg

sc-391463
1 mg
$315.00