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  • 1
    Online Resource
    Online Resource
    Cambridge :Cambridge University Press,
    Keywords: Cuticle. ; Electronic books.
    Description / Table of Contents: A critical review of hydrocarbons present on the cuticle of insects and other arthropods for researchers in biology, entomology and chemical ecology. Emphasizes the role of insect hydrocarbons in chemical communication, in species and sex-recognition, and especially among social insects, where hydrocarbons function extensively in recognition processes.
    Type of Medium: Online Resource
    Pages: 1 online resource (506 pages)
    Edition: 1st ed.
    ISBN: 9780511714641
    DDC: 595.7/01
    Language: English
    Note: Cover -- Half-title -- Title -- Copyright -- Contents -- Contributors -- Foreword -- Acknowledgments -- Part I Chemistry, Biochemistry, and Physiology -- 1 Introduction: history and overview of insect hydrocarbons -- References -- 2 Structure and analysis of insect hydrocarbons -- Types of hydrocarbons -- n-Alkanes -- Unsaturated hydrocarbons -- Methyl-branched alkanes -- Analytical techniques -- Characterization of hydrocarbons -- Mass spectral fragmentation patterns -- Positions of double bonds -- Near-infrared spectroscopy (NIRS) in hydrocarbon analysis -- Distribution of hydrocarbons on the cuticle -- Unanswered questions -- References -- 3 Biosynthesis of cuticular hydrocarbons -- Site of cuticular hydrocarbon biosynthesis -- Biosynthetic pathways for hydrocarbons -- Mechanism of hydrocarbon formation -- Chain length specificity -- Methyl-branched hydrocarbon biosynthesis -- Methyl-branched fatty acids -- Propionate metabolism in insects -- Ecdysteroid regulation of hydrocarbon production in the housefly -- Metabolism of cuticular hydrocarbons -- Developmental regulation of hydrocarbon synthesis and deposition -- References -- 4 Molecular biology and genetics of hydrocarbon production -- Fatty acid synthetase -- Desaturases -- Comparison of Musca and Drosophila desaturases -- Drosophila desaturases genetic studies -- Role of Desat1 -- Role of Desat2 -- Expression of desat1 and desat2 in the Tai strain -- Role of DesatF -- Elongases -- Elongases involved in male 7-T/7-P ratio -- Elongases involved in female long HC synthesis -- cis-vaccenyl acetate (cVA) biosynthesis -- Are other genes involved in the HC synthesis pathway? -- Final steps involved in HC formation -- Evolution of HC synthesis enzymes in Drosophila -- First desaturation -- Second desaturation -- Evolution of HC synthesis enzymes in insects -- References. , 5 Site of synthesis, mechanism of transport and selective deposition of hydrocarbons -- Site of synthesis -- Transport of hydrocarbons with lipophorin -- Social insects, hydrocarbon transport and deposition -- Role of endocrine and physiological factors in regulation of biosynthesis and transport in social insects -- Site of synthesis -- Role of various glands in hydrocarbon production and storage -- Role of the postpharyngeal gland in ants -- Conclusion -- References -- 6 Cuticular lipids and water balance -- Is cuticular permeability important? Cuticular and respiratory water-loss -- Correlations between cuticular lipids and water-loss rates -- The phase transition model for cuticular permeability -- Experimental tests of the phase transition model -- Lipid composition and physical properties: size doesn't matter (much) -- Theoretical consideration of the transition phenomenon -- Are cuticular lipids the entire story? Melanization and water-loss -- Summary -- Acknowledgments -- References -- 7 Chemical taxonomy with hydrocarbons -- Chemotaxonomy and sex pheromones -- Pheromone polymorphism in the Sophophora subgroup (Table 7.1) -- D. melanogaster and d. simulans polymorphism -- D. santomea and d. yakuba polymorphism -- Pheromone polymorphism in d. elegans -- Pheromone polymorphism in the Drosophila subgroup (Table 1) -- D. mojavensis cluster -- D. paulistorum -- Pheromone polymorphism in the adiastola subgroup -- Chemotaxonomy and insects of economic importance -- Food processing and agronomy -- Orthoptera, Mantodea (Table 7.2) -- Homoptera (Table 7.2) -- Coleoptera (Table 7.3) -- Other taxa -- Urban pests -- Insects of medical importance -- Nematocera (Diptera) suborder -- Diptera - Brachycera Suborder (Table 7.5) -- Hemiptera -- Hymenoptera -- Non-insects -- Chemotaxonomy, biodiversity and bioindicators -- Lepidoptera -- Coleoptera -- Dictyoptera. , Social Hymenopterans -- Isoptera -- Chemotaxonomy, phylogeny and speciation -- Conclusion -- References -- 8 Chemical synthesis of insect cuticular hydrocarbons -- Preamble: convenient methods of purification of synthesized cuticular hydrocarbons -- Methods of synthesizing various classes of cuticular hydrocarbons -- References -- 9 Oxygenated derivatives of hydrocarbons -- Occurrence and structural identification -- Secondary alcohols -- Secondary alcohol esters -- Diols -- Methyl-branched alcohols -- Ethers -- Epoxides -- Epoxy derivatives of mono-alkenes -- Epoxy derivatives of di-alkenes -- Epoxy derivatives of di-alkenes -- Ketones -- Ketones as glandular lipids -- Ketones as glandular lipids -- Methyl-branched ketones -- Keto-alcohols, keto-aldehydes and keto-wax esters -- Function of oxygenated hydrocarbons -- Protective water barrier -- Chemical communication -- Ketones and secondary alcohols -- Methyl-branched ketones (German cockroach pheromone) -- Epoxides -- Pheromone databases -- References -- Part II Chemical Communication -- 10 Perception and olfaction of cuticular compounds -- Tip-recording method for electrophysiological study of chemosensory sensilla -- Functional searching for the ant CHC sensillum by electrophysiological method -- Perireceptor events and role of lipophilic ligand-carrier proteins -- Ligand binding of lipophilic ligand carrier proteins -- Chemoreception of cuticular hydrocarbons and aggressive behavior expression -- References -- 11 Nestmate recognition in social insects and the role of hydrocarbons -- Evidence for hydrocarbons as nestmate recognition cues -- Social parasites -- Correlative evidence and removal-and-replacement experiments -- Direct evidence for cuticular hydrocarbons -- Models of decision rules in nestmate recognition -- The early models -- The acceptance threshold. , Plasticity of the acceptance threshold -- The referents and gestalt odor -- The neural mechanism and a new model -- Synthesis -- Acknowledgments -- References -- 12 Cuticular hydrocarbon cues in the formation and maintenance of insect social groups -- References -- 13 Hydrocarbon profiles indicate fertility and dominance status in ant, bee, and wasp colonies -- The importance of chemical communication in the regulation of reproduction in social insects -- Communication of reproductive status in social insects -- Hydrocarbon profiles and reproductive status -- Ants -- Species with workers having a limited reproductive potential -- Species with queens and workers having a strong reproductive potential -- Pure gamergate species -- Wasps -- Bees -- Hydrocarbon profiles and egg discrimination -- Ants -- Camponotus floridanus -- Dinoponera quadriceps -- Pachycondyla inversa -- Myrmecia gulosa and Aphaenogaster cockerelli -- Other ant species -- Wasps -- Polistes dominulus -- Bees: other potential egg-discrimination mechanisms -- Hydrocarbon profiles and social hierarchy -- Profile discrimination and worker reproduction -- Recognition of hydrocarbon profiles relating to fertility -- Effects on worker reproduction -- Patterns of profile variation -- Quantitative versus qualitative differences -- Ants -- Wasps -- Single versus multiple compounds and compound classes -- Cuticular profiles versus egg profiles -- Conclusions -- References -- 14 Chemical deception/mimicry using cuticular hydrocarbons -- Plant-insect interactions -- Non-social arthropod interactions -- Non-social arthropod-social insect interactions (Table 14.1) -- Honeybee parasites -- Termitophiles -- Myrmecophiles -- Intraspecific mimicry in insects -- Artificially mixed social insect colonies -- Interactions among social insects. , Interactions among social insects belonging to different orders -- Interactions among social insects belonging to different genera -- Interactions among social insects within the same genus -- Interaction among social insects within the same species -- Concluding remarks -- Acknowledgments -- References -- 15 Behavioral and evolutionary roles of cuticular hydrocarbons in Diptera -- Courtship and mating -- Drosophilidae -- D. melanogaster and D. simulans - major CHC components -- D. melanogaster and D. simulans - minor CHC components -- Calliphoridae -- Ostridae -- Muscidae -- Glossinidae -- Evolutionary and neurobiological considerations -- Male courtship of other males and of immature flies -- Intra-individual CHC variability -- Cucilidae -- Calliphoridae -- Muscidae -- Drosophilidae -- Fitness effects -- Interspecific variation and evolutionary effects -- Future prospects -- References -- 16 Contact recognition pheromones in spiders and scorpions -- Contact recognition pheromones in spiders -- Identification of silk and cuticle lipids -- Contact recognition pheromones and sexual behavior in spiders -- Contact recognition pheromones and social behavior in spiders -- Contact recognition pheromones in scorpions -- Chemosensory experimentation and cuticular compounds of Smeringerus mesaensis -- Identification and assay of chemical recognition signals in Hadrurus arizonensis -- Conclusion on the role of the determined mixtures for the two scorpion species -- Conclusion -- Acknowledgments -- References -- 17 Hydrocarbons as contact pheromones of longhorned beetles (Coleoptera: Cerambycidae) -- Contact pheromones in the mating systems of longhorned beetles -- The use of bioassays to study contact chemoreception of cerambycids -- Sampling cuticular hydrocarbons -- Qualitative and quantitative differences in hydrocarbon profiles of the sexes. , Contact pheromones as single compounds or blends.
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  • 2
    ISSN: 1573-1561
    Keywords: Cuticular hydrocarbons ; chemical signature ; postpharyngeal glands ; nestmate recognition ; Hymenoptera ; ant ; Camponotus vagus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The aim of the present study was to investigate the regulation and the homogeneity of the chemical signature between members ofCamponotus vagus after experimentally changing the cuticular chemical signature by topically applying hydrocarbons. Topical application of pentane (solvent) to the cuticle of isolated workers led to a significant decrease in the quantities of the cuticular hydrocarbons measured within 3 hr, followed by an increase within the following 3 hr and a period of relative stability from 9 hr to 14 days. On the other hand, after topical application to isolated workers ofn-tetracosane, a hydrocarbon existing only in trace quantity in this species, the quantity of this hydrocarbon measured over time in the epicuticular wax tended to level out at about 14 days after treatment. In contrast, topically applied (Z)-9-tricosene, an unsaturated hydrocarbon not normally synthesized by this species, decreased dramatically within a few hours and had completely disappeared within 14 days. (Z)-9-Tricosene applied to one member of a group was present in the postpharyngeal glands of the other members from 30 min to seven days of cohabitation. The highest levels were recorded in all six workers in each group after one day. GC-MS analyses showed that (Z)-9-tricosene was present in the cuticles of some untreated workers only after four and seven days of cohabitation with a treated worker. These data suggest: (1) that the deposited (Z)-9-tricosene decreased very quickly on the cuticle of the treated worker, although the total amount was spread over the cuticle and postpharyngeal gland and (2) that it was absorbed by the nontreated workers via the postpharyngeal glands during licking or grooming activities and reincorporated into the cuticle at four and seven days. When the treated worker was separated from the other ants by a wire mesh, (Z)-9-tricosene was detected neither in the cuticle nor in the postpharyngeal gland of nontreated workers.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1573-1561
    Keywords: Parasites ; volatile signals ; synomone ; host detection ; Hymenoptera ; Eulophidae ; Diglyphus isaea
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Diglyphus isaea Walker is a larval ectoparasitoid used in biological pest control against the American serpentine leaf minerLiriomyza trifolii Burgess. We studied the parasitoid's host searching behavior, using olfactometric methods. Our data show that the parasitoids locate host larvae (a leafmining dipteran) on the basis of volatile signals released by the plant-host complex. FemaleD. isaea are strongly attracted to the odors arising from damaged bean plants, whereas they show practically no response to intact plants. The results of our chemical analyses showed that about 15 components were present, two of which,cis-3-hexen-1-ol and 4-hydroxy-4-methyl-2-pentanone, were present in significantly larger quantities in the leaf extracts from mined or damaged bean plants than in those from healthy plants. The damage inflicted by the host larvae on these plants triggers the release of larger amounts of these substances, which probably lead the parasites to their hosts. The compounds thus act as synomones.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Apoidea ; Megachile rotundata ; solitary bee ; cuticular hydrocarbons ; sexual behavior of males
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Because of its special biological features, the leaf-cutter bee Megachile rotundata is particularly well suited for breeding and use as a pollinator for fodder plants such as alfalfa. Its mating behavior has been extensively studied. Behavioral tests have shown that males explore any black spot as a potential mating partner. However, exclusive selection of young virgin females suggests involvement of olfactory cues in addition to visual stimuli. Experiments demonstrated that mating behavior could be induced in males by lures covered with pentane extracts of the epicuticular waxes of young females. These extracts contain 35% fatty acids, 26% alkanes, and 39% monoenes. Variations in the monoene subfraction allow distinction between young virgin females, which possess more 7-pentacosene and 9-pentacosene, and older females, which have more 5-monoenes. The findings show that male mate-seeking and copulatory activity is stimulated only by young female monoenes. A 40% increase in this activity was observed.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 23 (1997), S. 747-758 
    ISSN: 1573-1561
    Keywords: Bioassay ; sexual behavior ; chemical signals ; communication ; spiders ; Tegenaria domestica ; Tegenaria pagana
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Bioassays in two sympatric spider species, Tegenaria domestica and T. pagana, demonstrate that the total female chemical extract, and in particular the polar fraction, are involved in the sexual behavior of males and reproductive isolation mechanisms. In T. domestica female attractiveness was correlated with changes in 18 chemical compounds. In T. pagana little difference was observed between 12 compounds in extracts of attractive and unattractive females. 12- + 10-Methyloctacosane was not detected in attractive females of either species. Reproductive isolation was linked not only to quantitative changes in 18 chemical compounds detected in both species, but also to nine compounds present in one or the other species.
    Type of Medium: Electronic Resource
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  • 6
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Eulophidae ; Diglyphus isaea ; courtship behavior ; contact pheromones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sexual behavior of the ectoparasitoidDiglyphus isaea is described. Recognition of the female by the male occurs at close range. Males initiate courtship behavior in the presence of a living female regardless of age, as well as in the presence of a female killed by freezing. Courtship behavior is not observed in the presence of a dead female washed with organic solvents but could be elicited using a lure covered with a female organic extract. These findings demonstrate that each sex develops a specific chemical signature that can be dissolved in hexane and transferred to a lure. Analysis of organic extracts by gas chromatography revealed chemical dimorphism between the two sexes. Gas chromatography coupled with mass spectrometry showed that the main components in females were esters of medium-chain fatty acids and long-chain 11-alcohols. There were few hydrocarbons. Female esters, which were present in only small proportions in males, were recovered in the nonhydrocarbon fraction obtained after fractionation of the total extract on a silica-filled microcolumn as a mixture containing 11-heneicosyl, 11-docosyl, 11-tricosyl, 11-tetracosyl, and 11-pentacosyl octanoate, and 11-docosyl, 11-tricosyl, 11-tetracosyl, and 11-pentacosyl decanoate. These results demonstrate that there is a specific gender-related chemical signature.
    Type of Medium: Electronic Resource
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