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Chirality


Title:Absolute configuration of chiral terpenes in marking pheromones of bumblebees and cuckoo bumblebees
Author(s):Luxova A; Urbanova K; Valterova I; Terzo M; Borg-Karlson AK;
Address:"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic"
Journal Title:Chirality
Year:2004
Volume:16
Issue:4
Page Number:228 - 233
DOI: 10.1002/chir.20017
ISSN/ISBN:0899-0042 (Print) 0899-0042 (Linking)
Abstract:"The absolute configurations of citronellol, 2,3-dihydrofarnesol, and 2,3-dihydrofarnesal in male marking pheromones of seven species of bumblebees and cuckoo bumblebees were determined by enantioselective gas chromatography on a capillary column coated with 60% heptakis(2,3-di-O-acetyl-6-O-TBDMS)-beta-cyclodextrin in polysiloxane PS 268. Pure (-)-S-enantiomers of all three terpenes were found in the labial glands of all investigated specimens of the following species: Bombus (Bombus) terrestris, B. (Bombus) lucorum, B. (Pyrobombus) pratorum, B. (Pyrobombus) pyrenaeus, B. (Pyrobombus) jonellus, B. (Pyrobombus) impatiens, and the cuckoo bumblebee B. (Ashtonipsithyrus) bohemicus. Within species, specimens were collected at different localities and in different years. Except for 2,3-dihydrofarnesol in B. terrestris, this is the first report on the absolute configuration of terpenes in marking pheromones of bumblebees"
Keywords:"Acyclic Monoterpenes Animals Bees/*chemistry Chromatography, Gas Farnesol/*analogs & derivatives/chemistry Male Monoterpenes/chemistry Pheromones/*chemistry/isolation & purification Species Specificity Stereoisomerism Terpenes/*chemistry;"
Notes:"MedlineLuxova, Anna Urbanova, Klara Valterova, Irena Terzo, Michael Borg-Karlson, Anna-Karin eng Research Support, Non-U.S. Gov't 2004/03/23 Chirality. 2004 May 5; 16(4):228-33. doi: 10.1002/chir.20017"

 
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Citation: El-Sayed AM 2024. The Pherobase: Database of Pheromones and Semiochemicals. <http://www.pherobase.com>.
© 2003-2024 The Pherobase - Extensive Database of Pheromones and Semiochemicals. Ashraf M. El-Sayed.
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