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207069 Asperlactone (5-(1-Hydroxyethyl)-3-(2,3-epoxypropyl)butenolide; (R)-5-((S)-1-Hydroxyethyl)-3-((2S,3S)-3-methyloxiran-2-yl)furan-2(5H)-one) CAS: 76375-62-7

Specifications
References
CAS Number
76375-62-7
Grade
Highly Purified
Molecular Formula
C9H12O4
Molecular Weight
184.2
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C

Antibiotic. Nematicidal, insecticidal, antibacterial and antifungal.

Synonyms
5-(1-Hydroxyethyl)-3-(2,3-epoxypropyl)butenolide; (R)-5-((S)-1-Hydroxyethyl)-3-((2S,3S)-3-methyloxiran-2-yl)furan-2(5H)-one
CAS No
76375-62-7
Source
Aspergillus ochraceus
Formula
C9H12O4
Solubility
DMSO, methanol or acetone
Method for Determining Identity
Proton NMR
Molecular Weight
~184.2
Storage and Stability
May be stored at 4°C for short-term only. Aliquot to avoid repeated freezing and thawing. Store at -20°C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.
Source
Aspergillus ochraceus
Purity
≥98% (HPLC)
Form
Supplied as a yellow oil.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
References
1. Biosynthesis of fungal metabolites: asperlactone and its relationship to other metabolites of Aspergillus melleus: R.G. Brereton, et al.; J.C.S. Perkin Trans. I 1984: 1027 (1984). 2. New polyketide metabolites from Aspergillus melleus: structural and stereochemical studies: M.J. Garson, et al.; J.C.S. Perkin Trans. I 1984: 1021 (1984). 3. 17O NMR in biosynthetic studies: aspyrone, asperlactone and isoasperlactone, metabolites of Aspergillus melleus: J. Staunton & A.C. Sutkowski; J.C.S. Chem. Commun. 1991: 1106 (1991). 4. Effect of fungal metabolites and some derivatives against Tribolium castaneum (Herbst) and Nezaraviridula (L.): M. Balcells, et al.; Pestic. Sci. 45: 319 (1995). 5. Aspyrone, a nematicidal compound isolated from the fungus, Aspergillus melleus: Y. Kimura, et al.; Biosci. Biotech. Biochem. 60: 1375 (1996). 6. Bactericidal and fungicidal activity of Aspergillus ochraceus metabolites and some derivatives: M. Torres, et al.; Pestic. Sci. 53: 9 (1998). 7. Characterization and regulation of new secondary metabolites from Aspergillus ochraceus M18 obtained by UV mutagenesis: G. Awad, et al.; Can. J. Microbiol. 51: 59 (2005)
USBio References
No references available
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