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 (1)H 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.
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, British Columbia, Canada.
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Mowat
authors.forename: Regine
authors.initials: R
authors.lastname: Gries
authors.forename: Grigori
authors.initials: G
authors.lastname: Khaskin
authors.forename: Gerhard
authors.initials: G
authors.lastname: Gries
authors.forename: Robert
authors.initials: R
authors.lastname: Britton
mesh_terms: D000818:Animals; D002208:Caproates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004331:Drosophila melanogaster / Q000187:drug effects / Q000502:physiology*; D015394:Molecular Structure; D028521:Musa / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D009833:Olfactory Pathways / Q000502:physiology*; D013237:Stereoisomerism; D055549:Volatile Organic Compounds / Q000494:pharmacology*
chemical_list: C540701:(S)-2-pentyl (R)-3-hydroxyhexanoate; D002208:Caproates; D055549:Volatile Organic Compounds