BioViotica

Venturicidin A

CHF 145.00
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BVT-0454-M0011 mgCHF 145.00
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Product Details
Synonyms Aabomycin A1
Product Type Chemical
Properties
Formula

C41H67NO11

MW 750.0
Merck Index 14: 9947
CAS 33538-71-5
RTECS YX4556000
Source/Host Chemicals Isolated from Streptomyces aureofaciens.
Purity Chemicals ≥98% (1H-NMR, HPLC)
Appearance White solid.
Solubility Soluble in DMSO, methanol, acetone or dichloromethane. Insoluble in hexane or water.
Identity Determined by 1H-NMR, 13C-NMR and MS.
Declaration Manufactured by BioViotica.
InChi Key HHQKNFDAEDTRJK-LIOWZGMGSA-N
Smiles [H][C@@]1(C[C@@H](OC(N)=O)[C@H](O)[C@@H](C)O1)O[C@@H]1CCC\C=C(C)\[C@@]2([H])O[C@](O)(CC=C2C)CC(=O)O[C@H]([C@H](C)C[C@@H](C)[C@H](O)[C@H](C)C(=O)CC)[C@H](C)C[C@@H](C)\C=C\1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • 20-Membered macrolide glycoside.
  • Antibiotic and antifungal agent.
  • Shows antitrypanosomal and antimalarial activity.
  • Potent inhibitor of mitochondrial and bacterial ATP synthase.
  • Inhibitor of F1F0-ATPase.
  • Na+-translocating ATP synthases inhibitor.
Product References
  1. Venturicidin: a new antifungal antibiotic of potential use in agriculture: A. Rhodes, et al.; Nature 192, 952 (1961)
  2. Metabolic products of microorganismus. 102. The structure of venturicidin A and B: M. Brufani, et al.; Helv. Chim. Acta 55, 2329 (1972)
  3. The chemotherapy of rodent malaria, XXXI. The effect of some metabolic inhibitors upen chloroquine-induced pigment clumping (CIPC) in Plasmodium berghei: D. C. Warhurst, et al.; Ann. Trop. Med. Parasitol. 72, 203 (1978)
  4. Effects of inhibitors on mitochondrial adenosine triphosphatase of T. pyriformis ST.: M. D. Unitt, et al.; J. Gen. Microbiol. 126, 261 (1981)
  5. Inhibition of Escherichia coli H+-ATPase by venturicidin, oligomycin and ossamycin: D. S. Perlin, et al.; Biochim. Biophys. Acta 807, 238 (1985)
  6. Identity of aabomycin A with venturicidins: H. Akita, et al.; Agric. Biol. Chem. 54, 2465 (1990)
  7. An attempt to discriminate catalytic and regulatory proton binding sites in membrane-bound, thiol-reduced chloroplast ATP: M. Valerio, et al.; Biochemistry 31, 4239 (1992)
  8. Studies on the mechanism of oxidative phosphorylation. ATP synthesis by submitochondrial particles inhibited at F0 by venturicidin and organotin compounds: A. Matsuno-Yagi & Y. Hatefi; J. Biol. Chem. 268, 6168 (1993)
  9. The prokaryotic thermophilic TF1-ATPase is functionally compatible with the eukaryotic CF0-part of the chloroplast ATP sythase: J. M. Galmiche, et al.; FEBS Lett. 338, 152 (1994)
  10. Modification of sulfhydryl groups in the g-subunit of chloroplast-coupling factor 1 affects the proton slip through the ATP synthase: Y. Evron, et al.; Plant Physiol. 115, 1549 (1997)
  11. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites: K. Otoguro, et al.; J. Antibiot. 61, 372 (2008)
  12. A novel 11-kDa inhibitory subunit in the F1FO ATP synthase of Paracoccus denitrificans and related alpha-proteobacteria: E. Morales-Rios, et al.; FASEB J. 24, 599 (2010)
  13. Venturicidin C, a new 20-membered macrolide produced by Streptomyces sp. TS-2-2: K. Shaaban et al.; J. Antibiot. 67, 223 (2014)
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