Home About Browse Search
Svenska


Identification of (Z)-8-Heptadecene and n-Pentadecane as Electrophysiologically Active Compounds in Ophrys insectifera and Its Argogorytes Pollinator

Bohman, Björn and Weinstein, Alyssa M. and Mozuraitis, Raimondas and Flematti, Gavin R. and Borg-Karlson, Anna-Karin (2020). Identification of (Z)-8-Heptadecene and n-Pentadecane as Electrophysiologically Active Compounds in Ophrys insectifera and Its Argogorytes Pollinator. International Journal of Molecular Sciences. 21 , 1-10
[Journal article]

[img] PDF - Published Version
Available under License Creative Commons Attribution.

668kB

Abstract

Sexually deceptive orchids typically depend on specific insect species for pollination, which are lured by sex pheromone mimicry. European Ophrys orchids often exploit specific species of wasps or bees with carboxylic acid derivatives. Here, we identify the specific semiochemicals present in O. insectifera, and in females of one of its pollinator species, Argogorytes fargeii. Headspace volatile samples and solvent extracts were analysed by GC-MS and semiochemicals were structurally elucidated by microderivatisation experiments and synthesis. (Z)-8-Heptadecene and n-pentadecane were confirmed as present in both O. insectifera and A. fargeii female extracts, with both compounds being found to be electrophysiologically active to pollinators. The identified semiochemicals were compared with previously identified Ophrys pollinator attractants, such as (Z)-9 and (Z)-12-C-27-C-29 alkenes in O. sphegodes and (Z)-9-octadecenal, octadecanal, ethyl linoleate and ethyl oleate in O. speculum, to provide further insights into the biosynthesis of semiochemicals in this genus. We propose that all these currently identified Ophrys semiochemicals can be formed biosynthetically from the same activated carboxylic acid precursors, after a sequence of elongation and decarbonylation reactions in O. sphegodes and O. speculum, while in O. insectifera, possibly by decarbonylation without preceding elongation.

Authors/Creators:Bohman, Björn and Weinstein, Alyssa M. and Mozuraitis, Raimondas and Flematti, Gavin R. and Borg-Karlson, Anna-Karin
Title:Identification of (Z)-8-Heptadecene and n-Pentadecane as Electrophysiologically Active Compounds in Ophrys insectifera and Its Argogorytes Pollinator
Year of publishing :2020
Volume:21
Page range:1-10
Number of Pages:10
Publisher:MDPI
ISSN:1661-6596
Language:English
Publication Type:Journal article
Article category:Scientific peer reviewed
Version:Published version
Copyright:Creative Commons: Attribution 4.0
Full Text Status:Public
Subjects:(A) Swedish standard research categories 2011 > 1 Natural sciences > 106 Biological Sciences (Medical to be 3 and Agricultural to be 4) > Biochemistry and Molecular Biology
Keywords:Ophrys, sexual deception, semiochemicals, fly orchid, pollination
URN:NBN:urn:nbn:se:slu:epsilon-p-104887
Permanent URL:
http://urn.kb.se/resolve?urn=urn:nbn:se:slu:epsilon-p-104887
Additional ID:
Type of IDID
DOI10.3390/ijms21020620
Web of Science (WoS)000515380000250
ID Code:16785
Faculty:LTV - Fakulteten för landskapsarkitektur, trädgårds- och växtproduktionsvetenskap
Department:(LTJ, LTV) > Department of Plant Protection Biology
Deposited By: SLUpub Connector
Deposited On:26 Mar 2020 14:03
Metadata Last Modified:26 Mar 2020 14:03

Repository Staff Only: item control page

Downloads

Downloads per year (since September 2012)

View more statistics

Downloads
Hits