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BioViotica
Kirromycin
215
CHF
CHF 215.00
In stock
BVT-0157-M0011 mgCHF 215.00
BVT-0157-M0055 mgCHF 865.00
Product Details | |
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Synonyms | Mocimycin; Delvomycin; MYC 8003; NSC 316094 |
Product Type | Chemical |
Properties | |
Formula |
C43H60N2O12 |
MW | 796.9 |
Merck Index | 14: 6225 |
CAS | 50935-71-2 |
RTECS | QA2805000 |
Source/Host Chemicals | Isolated from Streptomyces collinus. |
Purity Chemicals | ≥96% (HPLC) |
Appearance | Yellow powder. |
Solubility | Soluble in methanol or DMSO. |
Identity | Determined by 1H-NMR and UV. |
InChi Key | HMSYAPGFKGSXAJ-PAHGNTJYSA-N |
Smiles | [H][C@@]1(O[C@@]([H])([C@H](C)[C@H](OC)C(\C)=C\C=C\CNC(=O)[C@@H](CC)C2(O)OC(\C=C\C=C/C)C(C)(C)C(O)C2O)[C@@H](O)[C@H]1O)\C=C\C=C\C=C(/C)C(=O)C1=C(O)C=CNC1=O |
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. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
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
- Metabolic products of microorganisms. 99. Kirromycin: H. Wolf & H. Zähner; Arch. Mikrobiol. 83, 147 (1972)
- Kirromycin, an inhibitor of the 30 S ribosomal subunits function: H. Wolf, et al.; FEBS Lett. 21, 347 (1972)
- The total structure of the novel antibiotic mocimycin: C. Vos & P.E.J. Verwiel; Tetrahedron Lett. 1973, 5173 (1973)
- Kirromycin, an inhibitor of the protein biosynthesis that acts on elongation factor Tu: H. Wolf, et al.; PNAS 71, 4910 (1974)
- 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)
- Action of pulvomycin and kirromycin on eukaryotic cells: B. Schmid, et al.; FEBS Lett. 96, 189 (1978)
- 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)
- Effects of elfamycins on elongation factor Tu from Escherichia coli and Staphylococcus aureus: C.C. Hall, et al.; Antimicrob. Agents Chemother. 33, 322 (1989)
- Inhibitory mechanisms of antibiotics targeting elongation factor Tu: T. Hogg, et al.; Curr. Prot. Pept. Sci. 3, 121 (2002)
- Elongation factor Tu-targeted antibiotics: four different structures, two mechanisms of action: A. Parmeggiani & P. Nissen; FEBS Lett. 580, 4576 (2006) (Review)
- Molecular analysis of the kirromycin biosynthetic gene cluster: T. Weber, et al.; Chem. Biol. 15, 175 (2008)
- GTPase activation of elongation factor EF-Tu by the ribosome during decoding: J.-C. Schuette, et al.; EMBO J. 28, 755 (2009)
- 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)
- 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)