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Aspyrone

BVT-0029-M001 1 mg $80.00
BVT-0029-M005 5 mg $270.00
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Additional Information

Product Data
Synonyms (5S,6R)-5-Hydroxy-6-methyl-3-((2S,3S)-3-methyl-oxiran-2-yl)-5,6-dihydro-2H-pyran-2-one
Properties
Formula C9H12O4
MW 184.2
CAS 17398-00-4
Source/Host Chemicals Isolated from Aspergillus ochraceus.
Purity ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO, acetone or methanol.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key RCAULRNMJFUWRP-HETMPLHPSA-N
Product Type Chemical
Shipping and Handling
Shipping BLUE ICE
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from moisture.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
Documents
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Product Description

  • Antibiotic.
  • Shows nematicidal, insecticidal, antibacterial and antifungal activity.
  • Related to asperlactone and aspinonene.

Product References

  1. A new metabolite of Aspergillus melleus: S.D. Mills & W.B. Turner; J. Chem. Soc. (C) 2242 (1967)
  2. Production of 3-(1,2-epoxypropyl)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one by Aspergillus ochraceus Wilhelm: J.H. Moore, et al.; J. Agr. Food Chem. 22, 697 (1974)
  3. J.S.E. Holker, et al.; J.C.S. Perkin Trans. 1, 1397 (1981)
  4. Biosynthesis of aspyrone, a metabolite of Aspergillus melleus: advanced precursor studies to identify the product of the polyketide synthase: J. Staunton & A.C. Sutkowski; J.C.S. Chem. Commun. 1108 (1991)
  5. The polyketide synthase (PKS) of aspyrone biosynthesis: evidence for the enzyme bound intermediates from incorporation studies with N-acetylcysteamine thioesters in intact cells of Aspergillus melleus: J. Staunton & A.C. Sutkowski; J.C.S. Chem. Commun. 1110 (1991)
  6. Biosynthesis of aspinonene, a branched pentaketide by Aspergillis ochraceus, related to aspyrone: J. Fuchser, et al.; J. Chem. Soc. Perkin Trans 1, 1663 (1995)
  7. Effect of fungal metabolites and some derivatives against Tribolium castaneum (Herbst) and Nezara viridula (L.): M. Balcells, et al.; Pestic. Sci. 45, 319 (1995)
  8. Synthesis of chiral aspyrone, a multi-functional dihydropyranone antibiotic: T. Sugiyama, et al.; Biosci. Biotech. Biochem. 59, 1921 (1995)
  9. Aspyrone, a nematicidal compound isolated from the fungus, Aspergillus melleus: Y. Kimura, et al.; Biosci. Biotech. Biochem. 60, 1375 (1996)
  10. Bactericidal and fungicidal activity of Aspergillus ochraceus metabolites and some derivatives: M. Torres, et al.; Pestic. Sci. 53, 9 (1998)
  11. Aspinolide and aspinonene/aspyrone co-metabolites, new pentaketides produced by Aspergillus ochraceus: J. Fuchser & A. Zeeck; Liebigs Ann./Recueil , 87 (1997)
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