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« Previous AbstractDiscovery of pyrazines as pollinator sex pheromones and orchid semiochemicals: implications for the evolution of sexual deception    Next AbstractAttraction of Rhodnius prolixus males to a synthetic female-pheromone blend »

J Mass Spectrom


Title:Identification of hydroxymethylpyrazines using mass spectrometry
Author(s):Bohman B; Flematti GR; Barrow RA;
Address:"Research School of Chemistry, The Australian National University, Canberra, 0200, ACT, Australia. Research School of Biology, The Australian National University, Canberra, 0200, ACT, Australia. School of Chemistry and Biochemistry, The University of Western Australia, Crawley, 6009, WA, Australia"
Journal Title:J Mass Spectrom
Year:2015
Volume:50
Issue:8
Page Number:987 - 993
DOI: 10.1002/jms.3612
ISSN/ISBN:1096-9888 (Electronic) 1076-5174 (Linking)
Abstract:"Pyrazines are well-known natural products that are present in bacterial odours and food flavouring agents and are used as insect pheromones. Recently, a number of hydroxymethylpyrazines have been identified as thynnine wasp pheromones and orchid semiochemicals that are essential for pollination in sexually deceptive plants. These compounds are present in low amounts in complex blends, making GC-MS (including high-resolution techniques) the method of choice for their structure elucidation. We report the EI mass spectra for 14 representative compounds and have found that based on characteristic fragmentations, it is possible to distinguish between different positional isomers of hydroxymethylpyrazines. The presence or absence of either [M - 17](+) , [M - 18](+.) or [M - 19](+) fragment species provides characteristic information to allow the distinction between the different isomers. Considering the importance of pyrazines as a group of bioactive natural products, and the recent findings of biological activity for hydroxymethylpyrazines, our results presented here will aid the identification of these compounds in other biological systems. Copyright (c) 2015 John Wiley & Sons, Ltd"
Keywords:fragmentation hydroxymethylpyrazine mass spectra semiochemical;
Notes:"PubMed-not-MEDLINEBohman, Bjorn Flematti, Gavin R Barrow, Russell A eng England 2015/01/01 J Mass Spectrom. 2015 Aug; 50(8):987-993. doi: 10.1002/jms.3612"

 
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