Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)

The pheromones of crane flies (Tipulidae), one of the largest families within the order Diptera (over 15,000 species), are unknown. The aim of our study was to identify the chemical compounds involved in communication in <i>Tipula autumnalis</i>, a representative species of the family. F...

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Main Authors: Vincas Būda, Violeta Apšegaitė, Laima Blažytė-Čereškienė, Sigitas Podėnas, João Pedro de A. Souza, Paulo H. G. Zarbin, Linas Labanauskas, Tomas Paškevičius, Vilma Baužienė, Sandra Radžiutė
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Insects
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Online Access:https://www.mdpi.com/2075-4450/16/1/24
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author Vincas Būda
Violeta Apšegaitė
Laima Blažytė-Čereškienė
Sigitas Podėnas
João Pedro de A. Souza
Paulo H. G. Zarbin
Linas Labanauskas
Tomas Paškevičius
Vilma Baužienė
Sandra Radžiutė
author_facet Vincas Būda
Violeta Apšegaitė
Laima Blažytė-Čereškienė
Sigitas Podėnas
João Pedro de A. Souza
Paulo H. G. Zarbin
Linas Labanauskas
Tomas Paškevičius
Vilma Baužienė
Sandra Radžiutė
author_sort Vincas Būda
collection DOAJ
description The pheromones of crane flies (Tipulidae), one of the largest families within the order Diptera (over 15,000 species), are unknown. The aim of our study was to identify the chemical compounds involved in communication in <i>Tipula autumnalis</i>, a representative species of the family. Female cuticular washes were found to be attractive to males in a bioassay. GC-EAD analysis revealed nine EAG-active compounds, which were identified as cuticular hydrocarbons (CHCs). Both males and females contained these CHCs, though in different ratios. The strongest antennal responses in male <i>T. autumnalis</i> were evoked by <i>n</i>-pentacosane, (<i>Z</i>)-9-pentacosene, and (<i>Z</i>, <i>E</i>)-6,9-pentacosadiene, which were the predominant components in females. Each of these compounds were attractive to males in the behavioral assay and are therefore attributed to the female sex pheromone of <i>T. autumnalis</i>. (<i>Z</i>)-9-tricosene and (<i>R</i>)-3-methylheneicosane elicited both EAG and behavioral responses in males and were abundant in washes from same-sex individuals. In addition to the compounds involved in female–male interactions, it is evident that <i>T. autumnalis</i> also employs CHCs in male–male interactions. The exact roles of some compounds remain undetermined. Among the semiochemicals, the established stereostructure of (<i>Z</i>, <i>E</i>)-6,9-pentacosadiene and the olfactory/behavioral effects of (<i>R</i>)- and (<i>S</i>)-3-methylheneicosane were novel findings in insects.
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series Insects
spelling doaj-art-555a05d20b434e23af0d4519d181530d2025-01-24T13:35:37ZengMDPI AGInsects2075-44502024-12-011612410.3390/insects16010024Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)Vincas Būda0Violeta Apšegaitė1Laima Blažytė-Čereškienė2Sigitas Podėnas3João Pedro de A. Souza4Paulo H. G. Zarbin5Linas Labanauskas6Tomas Paškevičius7Vilma Baužienė8Sandra Radžiutė9Nature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaNature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaNature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaNature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaDepartamento de Quimica, Laboratorio de Semioquimicos, Universidade Federal do Paranȧ, Curitiba 81531-990, PR, BrazilDepartamento de Quimica, Laboratorio de Semioquimicos, Universidade Federal do Paranȧ, Curitiba 81531-990, PR, BrazilDepartment of Organic Chemistry, Institute of Chemistry and Chemical Technology, Center for Physical Sciences and Technology, Sauletekio Av. 3, LT-10257 Vilnius, LithuaniaDepartment of Organic Chemistry, Institute of Chemistry and Chemical Technology, Center for Physical Sciences and Technology, Sauletekio Av. 3, LT-10257 Vilnius, LithuaniaNature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaNature Research Centre, Akademijos St. 2, LT-08412 Vilnius, LithuaniaThe pheromones of crane flies (Tipulidae), one of the largest families within the order Diptera (over 15,000 species), are unknown. The aim of our study was to identify the chemical compounds involved in communication in <i>Tipula autumnalis</i>, a representative species of the family. Female cuticular washes were found to be attractive to males in a bioassay. GC-EAD analysis revealed nine EAG-active compounds, which were identified as cuticular hydrocarbons (CHCs). Both males and females contained these CHCs, though in different ratios. The strongest antennal responses in male <i>T. autumnalis</i> were evoked by <i>n</i>-pentacosane, (<i>Z</i>)-9-pentacosene, and (<i>Z</i>, <i>E</i>)-6,9-pentacosadiene, which were the predominant components in females. Each of these compounds were attractive to males in the behavioral assay and are therefore attributed to the female sex pheromone of <i>T. autumnalis</i>. (<i>Z</i>)-9-tricosene and (<i>R</i>)-3-methylheneicosane elicited both EAG and behavioral responses in males and were abundant in washes from same-sex individuals. In addition to the compounds involved in female–male interactions, it is evident that <i>T. autumnalis</i> also employs CHCs in male–male interactions. The exact roles of some compounds remain undetermined. Among the semiochemicals, the established stereostructure of (<i>Z</i>, <i>E</i>)-6,9-pentacosadiene and the olfactory/behavioral effects of (<i>R</i>)- and (<i>S</i>)-3-methylheneicosane were novel findings in insects.https://www.mdpi.com/2075-4450/16/1/24cuticular hydrocarbonsolfactory responseGC-EADsex pheromonemate recognition
spellingShingle Vincas Būda
Violeta Apšegaitė
Laima Blažytė-Čereškienė
Sigitas Podėnas
João Pedro de A. Souza
Paulo H. G. Zarbin
Linas Labanauskas
Tomas Paškevičius
Vilma Baužienė
Sandra Radžiutė
Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
Insects
cuticular hydrocarbons
olfactory response
GC-EAD
sex pheromone
mate recognition
title Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
title_full Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
title_fullStr Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
title_full_unstemmed Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
title_short Pheromones in Crane Flies: Behaviorally Active Cuticular Compounds in <i>Tipula autumnalis</i> Loew (Diptera: Tipulidae)
title_sort pheromones in crane flies behaviorally active cuticular compounds in i tipula autumnalis i loew diptera tipulidae
topic cuticular hydrocarbons
olfactory response
GC-EAD
sex pheromone
mate recognition
url https://www.mdpi.com/2075-4450/16/1/24
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