BioViotica

Hormaomycin

CHF 300.00
In stock
BVT-0107-C500500 µgCHF 300.00
BVT-0107-M0011 mgCHF 480.00
More Information
Product Details
Synonyms Takaokamycin
Product Type Chemical
Properties
Formula

C55H69N10O14Cl

MW 1129.7
CAS 121548-21-8 and 92092-69-8
Source/Host Chemicals Isolated from Streptomyces griseoflavus.
Purity Chemicals ≥98% (HPLC)
Appearance White powder.
Solubility Soluble in DMSO, methanol of chloroform.
Identity Determined by 1H-NMR and UV.
Declaration Manufactured by BioViotica.
InChi Key YOUXQVRIWHZWQN-LDXNQXMISA-N
Smiles CC[C@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H](C[C@@H]2C[C@H]2[N+]([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](C[C@@H]2C[C@H]2[N+]([O-])=O)NC(=O)C2=CC=C(Cl)N2O)[C@@H](C)OC(=O)[C@@H]2C[C@@H](CN2C1=O)\C=C/C)[C@H](C)C1=CC=CC=C1)[C@H](C)C1=CC=CC=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic. Peptide lactone.
  • Antibacterial agent (selective). Potent narrow-spectrum antibiotic against coryneform actinomycetes (MIC value 88 pM).
  • Quorum sensing modulator. Shows hormonal activity.
  • Inducer of morphological differentiation in actinomycetes.
  • Stimulator of antibiotic production.
  • Inducer of aerial mycelium formation in various actinomycetes.
  • Antimalarial (in vitro).
  • Rare type of natural product, regulating bacterial behavior and independently function in a defensive antibiotic role.
Product References
  1. Takaokamycin, a new peptide antibiotic produced by Streptomyces sp.: S. Omura, et al.; J. Antibiot. 37, 700 (1984)
  2. Hormaomycin, a novel peptide lactone with morphogenetic activity on Streptomyces: N. Andres, et al.; Helv. Chim. Acta 72, 426 (1989)
  3. Hormaomycin, a new peptide lactone antibiotic effective in inducing cytodifferentiation and antibiotic biosynthesis in some Streptomyces species: N. Andres, et al.; Z. Naturforsch. 45, 850 (1990)
  4. Elucidation of the structure of hormaomycin: E. Rössner, et al.; Angew. Chem. Int. Ed. Engl. 29, 64 (1990)
  5. In vitro antimalarial activities of the microbial metabolites: K. Otoguro, et al.; J. Antibiot. 56, 322 (2003)
  6. Final elucidation of the absolute configuration of the signal metabolite hormaomycin: B.D. Zlatopolskiy, et al.; Eur. J. Chem. 10, 4708 (2004)
  7. First total synthesis of hormaomycin, a naturally occurring depsipeptide with interesting biological activities: B.D. Zlatopolskiy, et al.; Eur. J. Chem. 10, 4718 (2004)
  8. The biosynthesis of 3-(trans-2-nitrocyclopropyl)alanine, a constituent of the signal metabolite hormaomycin: M. Brandl, et al.; Eur. J. Org. Chem. 2004, 123 (2004)
  9. Effect of the solvent on the conformation of a depsipeptide: NMR-derived solution structure of hormaomycin in dmso from residual dipolar couplings in a novel dmso-compatible alignment medium: U.M. Reinscheid, et al.; ChemBioChem 7, 287 (2006)
  10. Synthesis and precursor-directed biosynthesis of new hormaomycin analogues: B.D. Zlatopolskiy, et al.; Eur. J. Org. Chem. 2006, 1525 (2006)
  11. Insights into the biosynthesis of hormaomycin, an exceptionally complex bacterial signaling metabolite: I. Höfer, et al.; Chem. Biol. 18, 381 (2011)
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