| Title: | Biosynthetic Studies of the Male Marking Pheromone in Bumblebees by Using Labelled Fatty Acids and Two-Dimensional Gas Chromatography with Mass Detection |
| Author(s): | Zacek P; Kindl J; Frisonsova K; Pruchova M; Votavova A; Hovorka O; Kovalczuk T; Valterova I; |
| Address: | "Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nam. 2, 166 10 Prague 6 (Czech Republic). Faculty of Science, Charles University, Albertov 8, 128 40 Prague 2 (Czech Republic). Agricultural Research, Zahradni 1, 66441 Troubsko (Czech Republic). LECO Corp., Applicat. Lab. Prague, Sokolovska 219, 190 00 Prague 9 (Czech Republic)" |
| ISSN/ISBN: | 2192-6506 (Electronic) 2192-6506 (Linking) |
| Abstract: | "Two-dimensional comprehensive gas chromatography (GCxGC) coupled with mass detection was used as a tool for biosynthetic studies of bumblebee pheromones. Prior to biosynthetic experiments, the chromatographic behaviour of isotopically modified esters in the GCxGC system as well as their behaviour in mass detection was studied. The male marking pheromones of Bombus lucorum, Bombus lapidarius and Bombus terrestris were investigated. Main pheromonal components are ethyl tetradec-9-enoate (53 %) and ethyl dodecanoate (6 %) in B. lucorum, hexadec-9-en-1-ol (52 %) and hexadecan-1-ol (31 %) in B. lapidarius, and 2,3-dihydrofarnesol (58 %) and ethyl dodecanoate (15 %) in B. terrestris. The research strategy was based on 1) in vivo incubation of isotopically ((2) H, (13) C) modified fatty acids (FAs) and analysis of their metabolites and 2) feeding experiments with (2) H- and (13) C-labelled FAs mixed with food. It was observed that labelled FAs were modified into the most abundant aliphatic compounds present in labial gland secretions. In feeding experiments, the labelled FAs were transformed into pheromone components. Transport of the FA precursors from the fat body through haemolymph was confirmed. The results show that FAs, stored in the form of triacylglycerols in the fat body, are likely to participate in the biosynthesis of some aliphatic pheromone components" |
| Keywords: | biosynthesis bumblebees fatty acids gas chromatography pheromones; |
| Notes: | "PubMed-not-MEDLINEZacek, Petr Kindl, Jiri Frisonsova, Katerina Pruchova, Marketa Votavova, Alena Hovorka, Oldrich Kovalczuk, Tomas Valterova, Irena eng 61388963/Institute of Organic Chemistry and Biochemistry/ Germany 2015/05/01 Chempluschem. 2015 May; 80(5):839-850. doi: 10.1002/cplu.201402420. Epub 2015 Feb 26" |
