A bacterial volatile lactone
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10-Methyldodec-2-en-4-olide

Item No. 28407

Technical Information
Formal Name
5-(6-methyloctyl)-2(5H)-furanone
CAS Number
874359-15-6
Molecular Formula
C13H22O2
Formula Weight
Purity
≥70%
A solid
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CCC(C)CCCCCC(O1)C=CC1=O
InChi Code
InChI=1S/C13H22O2/c1-3-11(2)7-5-4-6-8-12-9-10-13(14)15-12/h9-12H,3-8H2,1-2H3
InChi Key
OFMQUACVCCNBRR-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    10-Methyldodec-2-en-4-olide is a volatile lactone that has been found in Streptomyces.1,2 It is active against the plant pathogenic fungus B. cinerea, the yeast S. cerevisiae, and the bacteria S. aureus, M. luteus, and M. phlei in an agar diffusion inhibition assay when used at a concentration of 140 μg per disc.3 10-Methyldodec-2-en-4-olide also inhibits induction of a GFP-based reporter by the quorum sensing molecule N-dodecanoylhomoserine lactone (Item No. 10011203) in an N-acylhomoserine lactone (AHL) P. putida biosensor strain.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dickschat, J.S., Martens, T., Brinkhoff, T., et al. Volatiles released by a Streptomyces species isolated from the North Sea. Chem. Biodivers. 2(7), 837-865 (2005).

    2. Citron, C.A., Barra, L., Wink, J., et al. Volatiles from nineteen recently genome sequenced actinomycetes. Org. Biomol. Chem. 13(9), 2673-2683 (2015).

    3. Schulz, S., Dickschat, J.S., Kunze, B., et al. Biological activity of volatiles from marine and terrestrial bacteria. Mar. Drugs 8(12), 2976-2987 (2010).