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1.
Molecules ; 25(6)2020 Mar 11.
Artículo en Inglés | MEDLINE | ID: mdl-32168881

RESUMEN

Bactrocera frauenfeldi (Schiner) (Diptera: Tephritidae) is a polyphagous fruit fly pest species that is endemic to Papua New Guinea and has become established in several Pacific Islands and Australia. Despite its economic importance for many crops and the key role of chemical-mediated sexual communication in the reproductive biology of tephritid fruit flies, as well as the potential application of pheromones as attractants, there have been no studies investigating the identity or activity of rectal gland secretions or emission profiles of this species. The present study (1) identifies the chemical profile of volatile compounds produced in rectal glands and released by B. frauenfeldi, (2) investigates which of the volatile compounds elicit an electroantennographic or electropalpographic response, and (3) investigates the potential function of glandular emissions as mate-attracting sex pheromones. Rectal gland extracts and headspace collections from sexually mature males and females of B. frauenfeldi were analysed by gas chromatography-mass spectrometry. Male rectal glands contained (E,E)-2-ethyl-8-methyl-1,7-dioxaspiro [5.5]undecane as a major component and (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane as a moderate component. Minor components included palmitoleic acid, palmitic acid, and ethyl oleate. In contrast, female rectal glands contained (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane and ethyl laurate as major components, ethyl myristate and ethyl palmitoleate as moderate components, and 18 minor compounds including amides, esters, and spiroacetals. Although fewer compounds were detected from the headspace collections of both males and females than from the gland extractions, most of the abundant chemicals in the rectal gland extracts were also detected in the headspace collections. Gas chromatography coupled electroantennographic detection found responses to (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane from the antennae of both male and female B. frauenfeldi. Responses to (E,E)-2-ethyl-8-methyl-1,7-dioxaspiro[5.5]undecane were elicited from the antennae of females but not males. The two spiroacetals also elicited electropalpographic responses from both male and female B. frauenfeldi. Ethyl caprate and methyl laurate, found in female rectal glands, elicited responses in female antennae and palps, respectively. Y-maze bioassays showed that females were attracted to the volatiles from male rectal glands but males were not. Neither males nor females were attracted to the volatiles from female rectal glands. Our findings suggest (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane and (E,E)-2-ethyl-8-methyl-1,7-dioxaspiro[5.5]undecane as components of a sex-attracting pheromone in B. frauenfeldi.


Asunto(s)
Antenas de Artrópodos/fisiología , Percepción Olfatoria/fisiología , Glándula de Sal/fisiología , Atractivos Sexuales/metabolismo , Tephritidae/fisiología , Compuestos Orgánicos Volátiles/metabolismo , Alcanos/metabolismo , Animales , Antenas de Artrópodos/química , Caproatos/metabolismo , Ácidos Grasos Monoinsaturados/metabolismo , Femenino , Cromatografía de Gases y Espectrometría de Masas , Lauratos/metabolismo , Masculino , Miristatos/metabolismo , Ácidos Oléicos/metabolismo , Ácido Palmítico/metabolismo , Glándula de Sal/química , Atractivos Sexuales/análisis , Atractivos Sexuales/clasificación , Especificidad de la Especie , Tephritidae/química , Compuestos Orgánicos Volátiles/análisis , Compuestos Orgánicos Volátiles/clasificación
2.
Anim Reprod Sci ; 197: 87-92, 2018 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-30145043

RESUMEN

More than hundred urine samples, vaginal secretions, vulval and anal imprints as well as anal sac secretions, collected during various phases of the ovarian cycle, were evaluated with the HS-SPME/GC-MS technique. The results indicate there were differences among samples of urine collected during particular phases of the ovarian cycle. Unequivocally, the amount of carbonyl aromatic compounds, such as acetophenone (hypnone) and benzaldehyde, increased during the period of proestrus and estrus of the estrous cycle. This was accompanied by increases in methylketones, e.g., 2-octanone, 2-pentanone and 3-hexanone. Simultaneously, amounts of sulfide compounds (1-methylotiopropane; 1-methylotiobutane, 1-methylotipentane and dimethyl trisulfide) decreased during the period of estrus and abruptly increased in diestrus. These observations suggest a possible dual mechanism of interaction between males and females during and subsequent to the mating period, including the existence of both attracting and repelling signals. No significant changes were detected in samples other than urine. Further studies including a proteomic approach as well as behavioral assessments are suggested to identify the complete range of estrual semiochemical signals and to verify the semiochemical activities of identified substances.


Asunto(s)
Perros , Atractivos Sexuales/análisis , Atractivos Sexuales/clasificación , Animales , Ciclo Estral , Estro , Femenino , Masculino , Proestro , Proteómica
3.
Mol Biol Evol ; 32(2): 472-80, 2015 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-25415963

RESUMEN

Sex pheromones form an important facet of reproductive strategies in many organisms throughout the Animal Kingdom. One of the oldest known sex pheromones in vertebrates are proteins of the Sodefrin Precursor-like Factor (SPF) system, which already had a courtship function in early salamanders. The subsequent evolution of salamanders is characterized by a diversification in courtship and reproduction, but little is known on how the SPF pheromone system diversified in relation to changing courtship strategies. Here, we combined transcriptomic, genomic, and phylogenetic analyses to investigate the evolution of the SPF pheromone system in nine salamandrid species with distinct courtship displays. First, we show that SPF originated from vertebrate three-finger proteins and diversified through multiple gene duplications in salamanders, while remaining a single copy in frogs. Next, we demonstrate that tail-fanning newts have retained a high phylogenetic diversity of SPFs, whereas loss of tail-fanning has been associated with a reduced importance or loss of SPF expression in the cloacal region. Finally, we show that the attractant decapeptide sodefrin is cleaved from larger SPF precursors that originated by a 62 bp insertion and consequent frameshift in an ancestral Cynops lineage. This led to the birth of a new decapeptide that rapidly evolved a pheromone function independently from uncleaved proteins.


Asunto(s)
Atractivos Sexuales/genética , Urodelos/genética , Urodelos/metabolismo , Animales , Evolución Molecular , Atractivos Sexuales/clasificación
4.
Naturwissenschaften ; 97(12): 1047-57, 2010 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-20981534

RESUMEN

The vine mealybug (VM) females collected in Israel produce two sex pheromone compounds: lavandulyl senecioate (LS) and (S)-lavandulyl isovalerate (LI). The males display ambiguous behavior to LI: repulsion in the vineyard and attraction of laboratory-reared males. We addressed the question of individual male behavior, i.e., do males respond to both LS and LI, or might they display a distinct response to each of the two pheromone compounds. We compared male pherotype frequencies between wild-caught and laboratory-reared populations. Then, we examined the relationship between pherotype composition and male capture rates in pheromone traps. Finally, we addressed the heredity of the pherotypes. The Israeli VM populations contain nine different male pherotypes, as defined according to the male behavior to pheromone compounds. The studied Portuguese populations included five of the nine pherotypes; none of the Portuguese males were attracted to LI. It seems that the high frequency of males that were attracted to LI is related to dense VM populations. It is hypothesized that selection for the male pherotypes, I males, those that respond to LI, occur under high-density rearing conditions. This may result from shorter development times of males and females that produce more I male pherotypes. The lower relative frequency of trapping of males in LI-baited traps than expected from the percentage determined in a Petri dish arena suggests that males that respond solely to LS (S males) are better fliers. The results also suggest that the pherotype trait is inherited by both sexes of the VM.


Asunto(s)
Preferencia en el Apareamiento Animal/fisiología , Insecto Planococcus/fisiología , Atractivos Sexuales/clasificación , Monoterpenos Acíclicos , Animales , Femenino , Israel , Masculino , Monoterpenos/química , Monoterpenos/metabolismo , Insecto Planococcus/clasificación , Insecto Planococcus/genética , Portugal , Atractivos Sexuales/biosíntesis , Atractivos Sexuales/química , Vitis/parasitología
5.
Ann N Y Acad Sci ; 1170: 506-10, 2009 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-19686186

RESUMEN

Moth sex pheromone communication has evolved to use complex blends of relatively simple long-chain fatty acid precursors. Species specificity is derived from the unique stereochemistry of double bonds introduced into exact locations along the hydrocarbon backbone of fatty acids, which are reduced and then undergo a variety of chain-shortening and functionalization reactions to form the pheromone blend. Key enzymes that have evolved to function in this system are the acyl coenzyme A desaturases, which catalyze the introduction of the double bonds. This report gives an overview of the evolution of these enzymes, with an introduction to the newly arisen field of "semiochemical genetics."


Asunto(s)
Evolución Biológica , Ácido Graso Desaturasas/clasificación , Mariposas Nocturnas/fisiología , Atractivos Sexuales/clasificación , Animales , Ácido Graso Desaturasas/genética , Mariposas Nocturnas/clasificación , Filogenia , Atractivos Sexuales/genética , Especificidad de la Especie
6.
J Anim Ecol ; 75(2): 399-407, 2006 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-16637993

RESUMEN

1. The Pherolist internet site listing moth sex pheromone components reported in the literature was downloaded and processed by a basic program into a database with 2931 combinations of 377 unique chemical names of sex pheromone attractants used by 1572 moth species in 619 genera and 49 families. Names of pheromone compounds were analysed for aliphatic chain length, unsaturation position, geometric configuration, functional group (aldehyde, alcohol, acetate, epoxide, methyl-branched and hydrocarbon) and number of instances such combinations are used by species and families. 2. The analyses revealed pheromone blends of species ranged from one to eight components (45% species with one component, 36% two, 12% three, 5% four, 1% five, < or = 0.5% for > or = six). The numbers of different components of various chain lengths and functional groups, the numbers of instances such compounds are used by species and the numbers of species using such compounds are presented. 3. The average number of pheromone components per species increased as the number of species in a family increased based on linear regression of components in the 10 largest families, with species numbers ranging from 19 to 461. Pooling the four largest families gave a mean of 1.96 components per species that was significantly greater than the mean of the next 14 smaller families (1.63). Because related species in a large family would need more communication channels, this suggests that these species on average evolved to produce and detect more components in their pheromone blends to achieve a unique communication channel than was needed by species in smaller families. 4. Speciation in moths would entail evolutionary changes in both pheromone biosynthetic and sensory systems that avoided competition for communication channels of existing species. Regression analysis indicated that the more species in a family the more unique pheromone components, but the increase diminishes progressively. This suggests that, as the number of components increases with species number in a family, new species are more likely to evolve a unique blend comprising a communication channel from among existing components of the family.


Asunto(s)
Evolución Biológica , Mariposas Nocturnas/fisiología , Atractivos Sexuales , Comunicación Animal , Animales , Bases de Datos Factuales , Modelos Lineales , Mariposas Nocturnas/metabolismo , Filogenia , Análisis de Regresión , Atractivos Sexuales/análisis , Atractivos Sexuales/biosíntesis , Atractivos Sexuales/química , Atractivos Sexuales/clasificación , Programas Informáticos , Especificidad de la Especie , Relación Estructura-Actividad
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