(S)-2-Pentyl (R)-3-Hydroxyhexanoate, a Banana Volatile and Its Olfactory Recognition by the Common Fruit Fly, Drosophila melanogaster


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Authors: Mowat, J; Gries, R; Khaskin, G; Gries, G; Britton, R
Year: 2009
Journal: Journal of Natural Products 72: 772-776   Article Link (DOI)  PubMed
Title: (S)-2-Pentyl (R)-3-Hydroxyhexanoate, a Banana Volatile and Its Olfactory Recognition by the Common Fruit Fly, Drosophila melanogaster
Abstract: The volatile organic compounds emitted from ripening bananas that elicit an antennal response from the common fruit fly, Drosophila melanogaster, were analyzed by a combination of gas chromatographic-electroantennographic detection, mass spectrometry, and H-1 NMR spectroscopy. These analyses revealed that the headspace of ripening bananas contains a number of EAD-active components including the new ester (S)-2-pentyl (R)-3-hydroxyhexanoate, the structural assignment of which was confirmed by chemical synthesis.
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