Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS

The aim of this study was to validate a workflow that allows structural identification of plant volatiles that induce a behavioral response in insects. Due to the complexity of plant volatile emissions and the low levels at which these bioactive components tend to occur, gas chromatography-electroan...

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Main Authors: Seyed Ali Hosseini, Seyed Hossein Goldansaz, Astrid T. Groot, Steph B. J. Menken, Frans Van Der Wielen, Cedric Wissel, Joeri Vercammen, Eva De Rijke, Peter Roessingh
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:Applied Sciences
Subjects:
Online Access:https://www.mdpi.com/2076-3417/11/18/8603
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author Seyed Ali Hosseini
Seyed Hossein Goldansaz
Astrid T. Groot
Steph B. J. Menken
Frans Van Der Wielen
Cedric Wissel
Joeri Vercammen
Eva De Rijke
Peter Roessingh
author_facet Seyed Ali Hosseini
Seyed Hossein Goldansaz
Astrid T. Groot
Steph B. J. Menken
Frans Van Der Wielen
Cedric Wissel
Joeri Vercammen
Eva De Rijke
Peter Roessingh
author_sort Seyed Ali Hosseini
collection DOAJ
description The aim of this study was to validate a workflow that allows structural identification of plant volatiles that induce a behavioral response in insects. Due to the complexity of plant volatile emissions and the low levels at which these bioactive components tend to occur, gas chromatography-electroantennography (GC-EAD) was applied as the prime differentiator technique, i.e., to indicate particular peaks of interest in the chromatogram. In a next step, the analysis was repeated under identical conditions using GC-Orbitrap mass spectrometry (MS). Combining electron impact (EI) ionization and chemical ionization (CI) with the superior spectral resolution and mass accuracy of the technique enabled straightforward identification of these unknowns, with high confidence in a minute amount of time. Moreover, because of the intrinsic sensitivity of the technique, components that occur at trace amounts but may induce disproportional large behavioral responses are evenly well-identified. We were able to positively identify β-caryophyllene as a bioactive compound in female carob moths. Behavioral attraction was negatively correlated with the amount of β-caryophyllene in host fruits. In an oviposition experiment on filter paper, β-caryophyllene was stimulated in the range of 40–100 ng, while concentrations above 200 ng inhibited oviposition.
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spelling doaj.art-23a243c132a84643b126715bb15eec9d2023-11-22T11:55:25ZengMDPI AGApplied Sciences2076-34172021-09-011118860310.3390/app11188603Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MSSeyed Ali Hosseini0Seyed Hossein Goldansaz1Astrid T. Groot2Steph B. J. Menken3Frans Van Der Wielen4Cedric Wissel5Joeri Vercammen6Eva De Rijke7Peter Roessingh8Institute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsDepartment of Plant Protection, College of Agriculture and Natural Resources, University of Tehran, Karaj 31587-77871, IranInstitute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsInstitute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsInstitute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsInterscience BV, Tinstraat 16, 4823 AA Breda, The NetherlandsInterscience BV, Tinstraat 16, 4823 AA Breda, The NetherlandsInstitute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsInstitute for Biodiversity and Ecosystem Dynamics, FNWI, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The NetherlandsThe aim of this study was to validate a workflow that allows structural identification of plant volatiles that induce a behavioral response in insects. Due to the complexity of plant volatile emissions and the low levels at which these bioactive components tend to occur, gas chromatography-electroantennography (GC-EAD) was applied as the prime differentiator technique, i.e., to indicate particular peaks of interest in the chromatogram. In a next step, the analysis was repeated under identical conditions using GC-Orbitrap mass spectrometry (MS). Combining electron impact (EI) ionization and chemical ionization (CI) with the superior spectral resolution and mass accuracy of the technique enabled straightforward identification of these unknowns, with high confidence in a minute amount of time. Moreover, because of the intrinsic sensitivity of the technique, components that occur at trace amounts but may induce disproportional large behavioral responses are evenly well-identified. We were able to positively identify β-caryophyllene as a bioactive compound in female carob moths. Behavioral attraction was negatively correlated with the amount of β-caryophyllene in host fruits. In an oviposition experiment on filter paper, β-caryophyllene was stimulated in the range of 40–100 ng, while concentrations above 200 ng inhibited oviposition.https://www.mdpi.com/2076-3417/11/18/8603unknown unknownsGC-Orbitrap MScarob mothbiomarkersβ-caryophylleneGC-EAD
spellingShingle Seyed Ali Hosseini
Seyed Hossein Goldansaz
Astrid T. Groot
Steph B. J. Menken
Frans Van Der Wielen
Cedric Wissel
Joeri Vercammen
Eva De Rijke
Peter Roessingh
Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
Applied Sciences
unknown unknowns
GC-Orbitrap MS
carob moth
biomarkers
β-caryophyllene
GC-EAD
title Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
title_full Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
title_fullStr Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
title_full_unstemmed Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
title_short Identification of Bioactive Plant Volatiles for the Carob Moth by Means of GC-EAD and GC-Orbitrap MS
title_sort identification of bioactive plant volatiles for the carob moth by means of gc ead and gc orbitrap ms
topic unknown unknowns
GC-Orbitrap MS
carob moth
biomarkers
β-caryophyllene
GC-EAD
url https://www.mdpi.com/2076-3417/11/18/8603
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