BioViotica

Kirromycin

Name: Kirromycin
Brand: BioViotica
SKU: BVT-0157
Price: 270.00 CHF
Availability: InStock

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BVT-0157-M0011 mgCHF 270.00

Specifications / Handling

More Information
Product Details
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	≥95% (HPLC)
Appearance	Off-white to beige 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
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

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-specific 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)

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