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J Chem Ecol


Title:"Monoterpene metabolism in female mountain pine beetles,Dendroctonus ponderosae Hopkins, attacking ponderosa pine"
Author(s):Pierce HD; Conn JE; Oehlschlager AC; Borden JH;
Address:"Department of Chemistry, Simon Fraser University, V5A 1S6, Burnaby, British Columbia, Canada"
Journal Title:J Chem Ecol
Year:1987
Volume:13
Issue:6
Page Number:1455 - 1480
DOI: 10.1007/BF01012291
ISSN/ISBN:0098-0331 (Print) 0098-0331 (Linking)
Abstract:"Abdominal volatiles of female mountain pine beetles,Dendroctonus ponderosae Hopkins, fed in ponderosa pine,Pinus ponderosa Dougl. ex Laws, and in lodgepole pine,P. contorta var.latifolia Engelmann, were analyzed by gas chromatography and coupled gas chromatography-mass spectrometry and were found to comprise host oleoresin components and beetle-produced alliylic alcohols, aldehydes, and ketones derived from host monoterpenes. Neitherexo- andendo-brevicomin nor frontalin were detected. Three metabolic pathways are proposed to account for the distribution of beetle-produced monoterpene alcohols. The first pathway involves hydroxylation of monoterpene substrates on allylic methyl groups which areE to a methylene or vinyl group. This oxidation pathway is indiscriminate with respect to substrate and probably functions to detoxify monoterpenes. A second pathway, which hydroxylates theendo-cyclic methyleneE to a vinyl methyl group of bicyclic monoterpenes to give almost exclusively thetrans alcohol, is hypothesized to be involved in pheromone production. A third detoxification pathway involves anti-Markovnikov addition of water to theexo-cyclic double bond of beta-phellandrene to give predominantlytrans-2-p-menthen-7-ol"
Keywords:
Notes:"PubMed-not-MEDLINEPierce, H D Jr Conn, J E Oehlschlager, A C Borden, J H eng 1987/06/01 J Chem Ecol. 1987 Jun; 13(6):1455-80. doi: 10.1007/BF01012291"

 
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