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Chemical Structure
Chemical Structure
Chemical Structure

Purpuromycin [53969-01-0]

Research Use Only
AG-CN2-0317
AdipoGen Life Sciences
CAS Number53969-01-0
Product group Chemicals
Estimated Purity>95%
Molecular Weight538.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Purpuromycin
  • Delivery Days Customer
    10
  • CAS Number
    53969-01-0
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Molecular Formula
    C26H18O13
  • Molecular Weight
    538.4
  • Scientific Description
    Chemical. CAS: 53969-01-0. Formula: C26H18O13. MW: 538.4. Isolated from Actinoplanes sp. Rubromycin antibiotic. Antibacterial, antifungal and anti-protozoal agent. Active against Gram-positive bacteria, Gram-negative bacteria and fungi. Telomerase inhibitor (IC50=3microM). Protein synthesis inhibitor. Binds tRNAs with high affinity and specifically inhibits aminoacyl-tRNA formation consequent inhibition of protein synthesis in these microorganisms. Inhibits of all tRNA synthetases. Effectively inhibits bacterial translation and translation in eukaryotic cells. Modest inhibitor of retroviral reverse transcriptase. - Rubromycin antibiotic. Antibacterial, antifungal and anti-protozoal agent. Active against Gram-positive bacteria, Gram-negative bacteria and fungi. Telomerase inhibitor (IC50=3microM). Protein synthesis inhibitor. Binds tRNAs with high affinity and specifically inhibits aminoacyl-tRNA formation consequent inhibition of protein synthesis in these microorganisms. Inhibits of all tRNA synthetases. Effectively inhibits bacterial translation and translation in eukaryotic cells. Modest inhibitor of retroviral reverse transcriptase.
  • SMILES
    O[C@H]1C[C@@]2(OC3=C(O)C(C(OC(C(OC)=O)=C4)=O)=C4C=C13)CC5=C(O)C(C(C=C(OC)C6=O)=O)=C6C(O)=C5O2
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Purpuromycin, a new antibiotic isolated from Actinoplanes ianthinogenes N. sp.: C. Coronelli, et al.; J. Antibiot. 27, 161 (1974)
  • Structure determination of purpuromycin, a new antibiotic: M.R: Bardone, et al.; Tetrahedron 30, 2747 (1974)
  • Effect of the antibiotic purpuromycin on cell-free protein-synthesizing systems: F. Rambelli, et al.; Biochem. J. 259, 307 (1989)
  • Mechanism of action of purpuromycin: P. Landini, et al.; Biochem. J. 284, 47 (1992)
  • Chemical modifications of the antibiotic purpuromycin: A. Trani, et al.; Farmaco 48, 637 (1993)
  • In-vitro activity of purpuromycin and MDL 63,604 against microorganisms that cause vaginitis and vaginosis: B.P. Goldstein, et al.; J. Antimicrob. Chemother. 36, 1061 (1995)
  • Purpuromycin: an antibiotic inhibiting tRNA aminoacylation: S. Kirillov, et al.; RNA 3, 905 (1997)
  • Inhibition of human telomerase by rubromycins: implication of spiroketal system of the compounds as an active moiety: T. Ueno, et al.; Biochemistry 39, 5995 (2000)
  • Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products: D.J. Atkinson & M.A. Brimble; Nat. Prod. Rep. 32, 811 (2015)