Abstract

Two previously unreported lipid classes were characterized which are present on the cuticular surface of laboratory-reared tobacco budworm, ( Heliothis virescens Fabricius) pupae only when the mold and yeast inhibitor, ( E,E)-2,4-hexadienoic acid (sorbic acid) is added to the larval diet. One lipid fraction was identified as esters of sorbic acid and C 26, C 24, C 28, C 22 and C 30 primary alcohols (listed in descending order of abundance). The second, less polar lipid fraction was shown to consist of esters of 4-hexenoic acid and the same C 22–C 30 even-chain primary alcohols. The two lipid classes were identified by thin-layer chromatography (TLC), gas chromatographic retention times, capillary gas chromatography-mass spectrometry (CGC-MS), and proton magnetic resonance (PMR) spectroscopy. Results of the same analyses on synthetic compounds, long-chain alkanyl esters of 2-, 3- and 4-hexenoic acids and 2,4-hexadienoic acid, are also presented.

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