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  • 1
    Electronic Resource
    Electronic Resource
    Oxford, UK : Blackwell Publishing Ltd
    FEMS microbiology letters 81 (1991), S. 0 
    ISSN: 1574-6968
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Biology
    Notes: Abstract: The dibenzofuran-degrading bacterial strain Pseudomonas sp. HH69 showed high oxidative activity towards 3-chlorodibenzofuran (3CDF). During the co-metabolic turnover of 3CDF large amounts of 4-chlorosalicylate and temporarily small amounts of salicylate were excreted. Simultaneously a yellow colour appeared due to the excretion of two polar products. Conversion of 3CDF by a mutant, derived from Pseudomonas sp. HH69 and defective in 2,3-dihydroxybiphenyl-1,2-dioxygenase led to the formation of equal quantities of 4′-chloro-2,2′,3-trihydroxybiphenyl (4′ CTHBP) and 4-chloro-2,2′,3-trihydroxybiphenyl (4CTHBP). Crude extracts of the wild type transformed 4′ CTHBP to 4-chlorosalicylate, whilst 4CTHBP was transformed to salicylate. Hence, we propose a non-selective initial attack on both aromatic rings of 3CDF and a degradative pathway for the resulting chlorotrihydroxybiphenyls.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    s.l. : American Chemical Society
    The @journal of organic chemistry 59 (1994), S. 6136-6138 
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    [s.l.] : Macmillan Magazines Ltd.
    Nature 399 (1999), S. 421-421 
    ISSN: 1476-4687
    Source: Nature Archives 1869 - 2009
    Topics: Biology , Chemistry and Pharmacology , Medicine , Natural Sciences in General , Physics
    Notes: [Auszug] The flowers of Ophrys orchids mimic receptive females of usually only one pollinator species. Males of this species are attracted primarily by the odour of a flower and transfer the pollinia during so-called ‘pseudocopulations’ with the flowers. We have found that flowers of O. ...
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Oxford, UK : Blackwell Publishing Ltd
    FEMS microbiology letters 96 (1992), S. 0 
    ISSN: 1574-6968
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Biology
    Notes: Abstract The bacterium Sphingomonas sp. SS31, which was obtained from the diphenyl ether-degrading strain Sphingomonas sp. SS3 by an adaptation process, utilized 3-methyldiphenyl ether for growth in addition to diphenyl ether. The initial enzymatic attack onto this compound proceeded by a regioselective, but non-specific dioxygenation at the carbon carrying the ether bridge and the adjacent carbon of the unsubstituted as well as the methyl-substituted aromatic nucleus. Upon spontaneous decomposition, the resulting unstable hemiacetal structure yielded 3-methylphenol and catechol, or phenol, 3-methylcatechol, and 4-methylcatechol, respectively. Phenol and 3-methylphenol methylphenol were oxidized to the corresponding catechols which, after subsequent ortho-cleavage, were channeled into the oxoadipate pathway. Minor amounts of 3-(hydroxymethyl)-diphenyl ether detected in the supernatant of the culture broth gave evidence for an unproductive oxidation of the side-chain, finally leading to the nondegradble product 3-carboxydiphenyl ether.
    Type of Medium: Electronic Resource
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  • 6
    ISSN: 1423-0445
    Keywords: Key words.Polyergus rufescens– Dufour's gland – decyl butanoate – slave-making ants – nest usurpation – repellents
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary. The dulotic queen ant, Polyergus rufescens, must first penetrate a host colony and kill the resident queen in order to successfully founding a new colony. Successful usurpation by a newly mated queen predictably depends on a dual strategy. Although, it can sneak in by being “chemically insignificant” with respect to cuticular hydrocarbons, it may also need to deter prospective host-worker aggressors. Chemical analysis of Dufour's gland secretion of P. rufescens queens and workers by GS/MS revealed that queen secretion is typified by esters of butanoic acid and acetic acid, of which decyl butanoate comprises over 80%. Butanoates and acetates are also present in the workers' secretion, but these are of higher molecular weight, and octadecyl butanoate represents the major compound. Using synthetic mixtures of queen and worker Dufour's gland, we tested the hypothesis that these secretions modify the aggressive behavior of the host species Formica cunicularia〉. The queen-like synthetic mixture significantly reduced aggression of the host workers towards alien conspecifics, but neither pentane nor the worker-like synthetic mixture showed this effect. Although Dufour's gland content of 〉Polyergus queens was suggested to function as an appeasement pheromone (Topoff et al. 1988; Mori et al. 2000), we hypothesized that it may in fact act as a repellent. In order to test this hypothesis we exposed starved F. cunicularia workers to a droplet of honey on a glass slide applied with one of the following compounds: decyl butanoate (queen major compound), octadecyl butanoate (worker main compound), limonene (a reported ant repellent), and pentane (solvent control). Of these, the workers were repelled only by the decyl butanoate and did not approach the honey. We conclude that during usurpation the queen actively repels aggressive workers by emitting Dufour's gland repellent, comprising the alternative tactic in the usurpation dual strategy. This represents another chemical weapon in the diverse arsenal used by parasites to overcome the host's resistance.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    Chemoecology 2 (1991), S. 35-40 
    ISSN: 1423-0445
    Keywords: scent-marking ; tarsal glands ; hydrocarbons ; Insecta ; Hymenoptera ; Apidae ; Bombus terrestris
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary Scent-marking of artificial food sources by workers of the bumblebee,Bombus terrestris, was investigated. Odour marks deposited on artificial flowers were subsequently collected and chemically analysed. Alkanes and alkenes were identified as the main components. The behaviour mediating capacity of synthetic mixtures of the identified compounds was bioassayed using an artificial flower system. A mixture of alkanes and alkenes, close to natural proportions, released regular foraging behaviour. The reaction proved to be dose-dependent.
    Type of Medium: Electronic Resource
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  • 8
    ISSN: 1423-0445
    Keywords: specificity ; predation ; long-range orientation ; windtunnel ; Coleoptera ; Rhizophagidae ; Scolytidae ; Rhizophagus grandis ; Dendroctonus micans
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary The predator,Rhizophagus grandis, is linked to its specific prey,Dendroctonus micans, by semiochemical signals regulating oviposition and long range orientation. A mixture of simple oxygenated monoterpenes [(−)—fenchone, (−)—pinocamphone, rac. camphor, terpinene-4-ol, borneol, fenchol and verbenone], identified from the frass ofD. micans has been found to be extremely active in a flight windtunnel as a long—range attractant for the predator. The mixture elicited 84 % of the response to larval frass of the prey. Excluding pinocamphone from the mixture did not influence its activity. Also, changing the absolute configurations of some of the components (fenchol, terpinene-4-ol and borneol) did not influence the predators' response. However, the addition of (−)—α-terpineol increased the attractivity of the synthetic blend to almost that of larval frass of the prey. Ecological implications of the identified semiochemicals and their use in pest management are discussed.
    Type of Medium: Electronic Resource
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  • 9
    ISSN: 1423-0445
    Keywords: postpharyngeal gland ; phylogeny ; hydrocarbons ; chemotaxonomy ; Hymenoptera ; Cataglyphis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary A comparative morphological and chemical study of six endemic species ofCataglyphis from the Iberian Peninsula:C. ibericus, C. rosenhaueri, C. hispanicus, C. humeya, C. velox andC. floricola and the Moroccan speciesC. bombycinus is described. The morphological study relied primarily on genitalia characteristics, whereas the chemical study concentrated on the postpharyngeal gland constituents. Cladograms based on the morphological and chemical data were performed using Ward's method. The dendrogram based on morphological features revealed that the IberianCataglyphis can be classified into three species groupsalbicans, altisquamis andemmae. The same pattern occurred when the dimethylalkanes constituents of the postpharyngeal gland were utilised as character states, with a slight displacement of species within thealtisquamis group. However, when the complete hydrocarbon blend was utilised major discrepancies in the dendrograms occurred.Cataglyphis velox proved to be very similar toC. bombycinus, whereasC. floricola clustered with the other two species of thealtisquamis group. Based on the geographical distribution and paleontological data (Tinaut 1993) it is assumed thatC. floricola recently invaded the Iberian Peninsula. Based on the chemical findings we postulate that chemical character displacement occurred inC. floricola as a result of its sympatry withC. velox after the former colonized the Iberian Peninsula. We further discuss the possible reason for the different dendrograms obtained when only the dimethylalkanes are considered and its implication for the communicative role of the postpharyngeal gland secretion in these ants.
    Type of Medium: Electronic Resource
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  • 10
    ISSN: 1423-0445
    Keywords: Key words. egg volatiles — caste- and colony-specific odour — chemical analysis — Dufour's gland pheromones — hydrocarbons — chemical communication — Hymenoptera — Apidae —Bombus terrestris L.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary. In the bumble bee, Bombus terrestris L., we investigated whether a chemical signal corresponding to the egg-marking in honey bees occurs, and whether the pattern of volatiles encodes caste-, colony- or even individual-specific information. Volatile compounds were obtained by surface extraction of individual eggs with pentane. The resulting complex mixtures were analysed by gas chromatography and mass spectrometry. Major classes of identified compounds were n-alkanes, n-alkenes and n-alkadienes comprising approximately 95% of the extracted volatile material. In addition, small amounts of methyl-branched alkanes, ethyl esters, methyl esters, wax type esters and acetates were present. Eggs produced by queens and individual workers showed significantly different compositions of volatiles. Furthermore, the volatile patterns were found to be colony-specific. Egg-odours contained all compounds identified in the Dufour’s glands and some additional components. Therefore, females very likely mark eggs with excretions of Dufour’s gland, however, other glands may also be involved.
    Type of Medium: Electronic Resource
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