Abstract:
:Headspace extracts obtained from agar plate cultures of two marine bacteria from the North Sea (Germany), Loktanella strain BIO-204 and Dinoroseobacter shibae strain DFL-27, were analyzed by GC-MS. Several gamma-lactones and one delta-lactone were identified, besides pyrazines and some sulfur compounds. The absolute configuration of the major lactone (R,Z)-dodec-5-en-4-olide, known as buibuilactone, a pheromone of several scarab beetles, was determined by a new catalytic enantioselective synthesis and GC on a chiral stationary phase. Unsaturated lactones in the extracts included (E)-dodec-5-en-4-olide and the regioisomer (Z)-dodec-6-en-4-olide, previously identified as a component of black-tailed deer urine. The pyrazines 2-butyl-3,6-dimethylpyrazine and 2-isopentyl-3,6-dimethylpyrazine were identified by comparison with synthesized material. The latter compound is a known ant pheromone, as is another identified pyrazine, 2-ethyl-3,6-dimethylpyrazine. The striking similarity between insect pheromones and these bacterial volatiles is discussed, suggesting the possibility of more widespread occurrence of symbiosis between microorganisms and insects than previously thought.
journal_name
J Chem Ecoljournal_title
Journal of chemical ecologyauthors
Dickschat JS,Wagner-Döbler I,Schulz Sdoi
10.1007/s10886-005-3553-9keywords:
subject
Has Abstractpub_date
2005-04-01 00:00:00pages
925-47issue
4eissn
0098-0331issn
1573-1561journal_volume
31pub_type
杂志文章abstract::The click beetle species Agriotes acuminatus is distributed in open deciduous forests throughout a large area in Europe. In order to identify its sex pheromone, gland extracts of female beetles were investigated by using GC/MS. Neryl butanoate and 2,6-dimethyl-(Z,E)-2,6-octadien-1,8-diol dihexanoate, in a ratio of app...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-010-9767-5
更新日期:2010-03-01 00:00:00
abstract::The effect of brief pheromone exposures on responses of codling moth (Cydia pomonella L.) males was tested by flight-tunnel and electroantennogram (EAG) studies. Males were preexposed to pheromone for up to 3 min as they sat in release cages or for shorter times (a few seconds to several min) upon initiating flights o...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-006-9067-2
更新日期:2006-07-01 00:00:00
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doi:10.1007/s10886-010-9869-0
更新日期:2010-11-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00994428
更新日期:1991-01-01 00:00:00
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pub_type: 杂志文章
doi:10.1007/s10886-011-9949-9
更新日期:2011-05-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章,评审
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更新日期:2003-09-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-010-9889-9
更新日期:2011-01-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF02040089
更新日期:1996-11-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1026310001958
更新日期:2003-11-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00993232
更新日期:1992-09-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01014818
更新日期:1989-04-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1021089013754
更新日期:2002-11-01 00:00:00
abstract::Defensive mutualism is widely accepted as providing the best framework for understanding how seed-transmitted, alkaloid producing fungal endophytes of grasses are maintained in many host populations. Here, we first briefly review current knowledge of bioactive alkaloids produced by systemic grass-endophytes. New findi...
journal_title:Journal of chemical ecology
pub_type: 杂志文章,评审
doi:10.1007/s10886-013-0310-3
更新日期:2013-07-01 00:00:00
abstract::The pear barkminer moth, Spulerina astaurota Meyrick (Gracillariidae: Gracillariinae), is a harmful pest of the Asian-pear tree. Pheromone components of the female were analyzed by gas chromatography (GC) with an electroantennographic (EAG) detector and GC coupled with mass spectrometry. The analyses of a crude pherom...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-011-0032-3
更新日期:2011-11-01 00:00:00
abstract::Three amino acid-derived compounds were identified in extracts from the pheromone glands of the scarab beetle Phyllophaga elenans, i.e., L-isoleucine methyl ester (LIME), N-formyl L-isoleucine methyl ester (For-LIME), and N-acetyl L-isoleucine methyl ester (Ac-LIME). The compounds were characterized from their spectra...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1021916327715
更新日期:2003-01-01 00:00:00
abstract::Polydimethylsiloxane (PDMS) materials were used to quantify levels of the photosynthesis inhibitor sorgoleone in the undisturbed rhizosphere of sorghum plants. The materials used included stir bars coated with PDMS (stir bar sorptive extraction), technical grade optical fiber coated with a thin film of PDMS (matrix-so...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-005-1337-x
更新日期:2005-02-01 00:00:00
abstract::Plant phenolics are crucial defense phytochemicals against herbivores and glutathione S-transferase (GST) and carboxylesterase (CarE) in herbivorous insects are well-known detoxification enzymes for such xenobiotics. To understand relationship between a plant phenolic and herbivore GST or CarE genes, we evaluated the ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-017-0859-3
更新日期:2017-07-01 00:00:00
abstract::Seasonal changes in the production of primary nutrients (soluble carbohydrates) and secondary metabolites (terpenes, monomeric phenolics, and tannins) in the current needle tissue of Douglas fir were investigated. All four classes of compounds showed significant seasonal changes in concentration during foliage develop...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF02036736
更新日期:1995-04-01 00:00:00
abstract::Stingless bees (Apidae: Meliponini) are the most diverse group of Apid bees and represent common pollinators in tropical ecosystems. Like honeybees they live in large eusocial colonies and rely on complex chemical recognition and communication systems. In contrast to honeybees, their ecology and especially their chemi...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-010-9900-5
更新日期:2011-01-01 00:00:00
abstract::Male-specific compounds, previously identified from Phyllotreta cruciferae and synthesized or isolated from natural sources, attracted both sexes of the beetle in field trials and therefore function as components of a male-produced aggregation pheromone. Six field experiments of 7 to 10 d duration each were conducted ...
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pub_type: 杂志文章
doi:10.1007/s10886-005-5929-2
更新日期:2005-08-01 00:00:00
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pub_type: 杂志文章
doi:10.1007/BF02059606
更新日期:1994-03-01 00:00:00
abstract::In studies of feeding by the bark beetle, Ips paraconfusus, two pine stilbenes (pinosylvin and pinosylvin methyl ether), ferulic acid glucoside, and enantiomers of the four most common sugars present in ponderosa pine phloem (sucrose, glucose, fructose, and raffinose) did not stimulate or reduce male feeding when assa...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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更新日期:2003-05-01 00:00:00
abstract::The attractiveness of different synthetic host odors and a synthetic aggregation pheromone (grandisoic acid [GA]) to overwintered adult plum curculios (PCs), Conotrachelus nenuphar (Herbst) (Coleoptera: Curculionidae), was examined using two types of traps (sticky panels and black pyramids) placed in border areas surr...
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pub_type: 杂志文章
doi:10.1023/b:joec.0000008017.16911.aa
更新日期:2003-12-01 00:00:00
abstract::Roots of the carrot cultivars Vertou L.D. (resistant) and Long Chantenay (susceptible) were subjected to detailed chemical analysis to identify extracts and compounds influencing larval host-finding (preference/non-preference) behavior and to compare concentrations of these compounds in resistant and susceptible culti...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01012274
更新日期:1989-06-01 00:00:00
abstract::Volatiles from lesser grain borers,Rhyzopertha dominica (F.) (Coleoptera: Bostrichidae), were collected on Porapak Q, and those from the male beetles were shown to contain two compounds, that were attractive individually and in combination to both sexes. These compounds were identified as (S)-(+)-1-methylbutyl (E)-2-m...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00990308
更新日期:1981-07-01 00:00:00
abstract::Electroantennogram techniques were used to elucidate antennal olfactory response of male and female boll weevils to a dilution series of grandlure, its components, and some vicinal dimethyl analogs. At higher concentrations, response to the mixture of the two aldehyde components of grandlure was significantly higher t...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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abstract::The chemical compositions of anal sac secretions of seven mustelid species were examined by thin-layer chromatography, gas chromatography, and mass spectrometry. The analyses showed great similarities between species belonging to the genusMustela, i.e.,M. erminea,M. nivalis,M. vison, andM. putorius, whereasMaries mart...
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pub_type: 杂志文章
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更新日期:1983-06-01 00:00:00
abstract::Experiments were conducted in commercial apple orchards to determine if improved efficiencies in pheromone delivery may be realized by using aerosol pheromone dispensers for codling moth (CM), Cydia pomonella L., mating disruption. Specifically, we tested how reducing: pheromone concentration, period of dispenser oper...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-016-0724-9
更新日期:2016-07-01 00:00:00
abstract::Cuticular aphrodisiacs fromD. melanogaster females were further characterized and the male response specificity towards such natural and synthetic unsaturated hydrocarbons was investigated. The behavioral activity seems to be correlated with some chain-length requirement and double-bond position; at least one double b...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01012116
更新日期:1985-12-01 00:00:00
abstract::A recent greenhouse study revealed a significant reduction of germination and growth of redroot pigweed (Amaranthus retroflexus) and common purslane (Portulaca oleracea) by rye mulch, whereas velvetleaf (Abutilon theophrasti) and common lambsquarters (Chenopodium album) were not suppressed. Since BOA detoxification by...
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pub_type: 杂志文章
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更新日期:2012-07-01 00:00:00