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Biosynthetic studies on marking pheromones of bumblebee males
Authors:Anna Luxová  Irena Valterová  Karel Stránský  Olďrich Hovorka  Aleš Svatoš
Affiliation:Department of Natural Products, Institute of Chemical Technology, Technická 5, 166 28 Prague, Czech Republic, CZ
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague, Czech epublic, CZ
Max Planck Institute for Chemical Ecology, Winzerlaer Str. 10, 07745 Jena, Germany, DE
Abstract:Summary. The biosynthetic pathway of the formation of males'marking pheromones of two bumblebee species, Bombus lucorum and B.lapidarius, was studied for the first time. After applications ofdeuterium labelled palmitic acid ([2H31]-hexadecanoic acid) into eitherthe head capsules or abdomens the corresponding deuterium labelledpheromone components were detected in the labial gland (LG) extracts ofmales of both species. In B. lucorum, ethyl [2H29]-hexadec-9-enoate andethyl [2H31]-hexadecanoate were identified. No deuterium-labelled ethyltetradecenoate, that would correspond to shortening of the carbon chain,was detected. In B. B. lapidarius, [2H31]-hexadecan-1-ol and[2H29]-hexadec-9-en-1-ol were found in the LG. Furthermore, thedeuterium labelled precursor was incorporated into triacylglycerols(TAG) of the fat bodies of males. In vitro incubation of the labialglands of B. lucorum males with deuterium-and 13C-labelled palmiticacid lead to the formation of saturated ethyl esters only.
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