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Kirromycin

BVT-0157-M001 1 mg $170.00
BVT-0157-M005 5 mg $530.00
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Additional Information

Product Data
Synonyms Mocimycin; Delvomycin; MYC 8003; NSC 316094
Properties
Formula C43H60N2O12
MW 796.9
Merck Index 14: 6225
CAS 50935-71-2
RTECS QA2805000
Source/Host Chemicals Isolated from Streptomyces collinus.
Purity ≥96% (HPLC)
Appearance Yellow powder.
Solubility Soluble in methanol or DMSO.
Identity Determined by 1H-NMR and UV.
InChi Key HMSYAPGFKGSXAJ-PAHGNTJYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
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Product Description

  • Antibiotic. Member of the elfermycin group.
  • Antibacterial.
  • Protein biosynthesis inhibitor.
  • Specifically interacts with the bacterial elongation factor EF-Tu and prevents the release of EF-Tu from the bacterial ribosome after GTP hydrolysis. In the absence of ribosomes it induces EF-Tu-dependent hydrolysis of GTP.
  • Animal growth promoter used in poultry breeding.

Product References

  1. Metabolic products of microorganisms. 99. Kirromycin: H. Wolf & H. Zähner; Arch. Mikrobiol. 83, 147 (1972)
  2. Kirromycin, an inhibitor of the 30 S ribosomal subunits function: H. Wolf, et al.; FEBS Lett. 21, 347 (1972)
  3. The total structure of the novel antibiotic mocimycin: C. Vos & P.E.J. Verwiel; Tetrahedron Lett. 1973, 5173 (1973)
  4. Kirromycin, an inhibitor of the protein biosynthesis that acts on elongation factor Tu: H. Wolf, et al.; PNAS 71, 4910 (1974)
  5. Mechanism of the inhibition of protein synthesis by kirromycin. Role of elongation factor Tu and ribosomes: H. Wolf, et al.; Eur. J. Biochem. 75, 67 (1977)
  6. Action of pulvomycin and kirromycin on eukaryotic cells: B. Schmid, et al.; FEBS Lett. 96, 189 (1978)
  7. Energetic aspects of the EF-Tu-dependent GTPase activity. A study using the antibiotic kirromycin: V. Bocchin, et al.; Eur. J. Biochem. 113, 53 (1980)
  8. Effects of elfamycins on elongation factor Tu from Escherichia coli and Staphylococcus aureus: C.C. Hall, et al.; Antimicrob. Agents Chemother. 33, 322 (1989)
  9. Inhibitory mechanisms of antibiotics targeting elongation factor Tu: T. Hogg, et al.; Curr. Prot. Pept. Sci. 3, 121 (2002)
  10. Elongation factor Tu-targeted antibiotics: four different structures, two mechanisms of action: A. Parmeggiani & P. Nissen; FEBS Lett. 580, 4576 (2006) (Review)
  11. Molecular analysis of the kirromycin biosynthetic gene cluster: T. Weber, et al.; Chem. Biol. 15, 175 (2008)
  12. GTPase activation of elongation factor EF-Tu by the ribosome during decoding: J.-C. Schuette, et al.; EMBO J. 28, 755 (2009)
  13. Interaction of apicoplast-encoded elongation factor EF-Tu with nuclear-encoded EF-Ts mediates translation in the Plasmodium falciparum plastid: S. Biswas, et al.; Intern. J. Parasitol. 41, 417 (2011)
  14. The phosphopantetheinyl transferase kirP activates the ACP and PCP domains of the kirromycin NRPS/ PKS of Streptomyces collinus Tü 365: M. Pavlidou, et al.; FEMS Microbiol. Lett. 319, 26 (2011)
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