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Andersson, Fredrik
Publications (10 of 20) Show all publications
Rahmani, R., Andersson, F., Andersson, M. N., Yuvaraj, J. K., Anderbrant, O. & Hedenström, E. (2019). Identification of sesquisabinene B in carrot (Daucus carota L.) leaves as a compound electrophysiologically active to the carrot psyllid (Trioza apicalis Forster). Chemoecology, 29(3), 103-110
Open this publication in new window or tab >>Identification of sesquisabinene B in carrot (Daucus carota L.) leaves as a compound electrophysiologically active to the carrot psyllid (Trioza apicalis Forster)
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2019 (English)In: Chemoecology, ISSN 0937-7409, E-ISSN 1423-0445, Vol. 29, no 3, p. 103-110Article in journal (Refereed) Published
Abstract [en]

The Carrot psyllid, Trioza apicalis Forster (Homoptera: Psylloidea: Triozidae) is one of the major insect pests of carrots (Daucus carota L.) in parts of northern and central Europe. Gas chromatography-single-sensillum recording (GC-SSR) previously confirmed several active compounds in a carrot leaf extract, but the most active compound remained unidentified. Mass fragmentation patterns observed from the unidentified active compound when analyzed by gas chromatography and mass spectrometry (GC-MS) was used to propose -sesquiphellandrene and -cis-bergamotene to be candidates as the unidentified compound. The compounds were synthesized and their mass spectra were nearly identical with the unknown active compound. But, the retention times differed from the compound in the carrot leaf extract. Thus, to obtain the unidentified compound pure enough and in adequate amounts for nuclear magnetic resonance (NMR) analysis, preparative gas chromatography was applied to separate and concentrate this biologically active compound. Analysis by liquid chromatography quadrupole time of flight mass spectrometry (LC-QTOF) confirmed the unidentified compound to be a compound with theformula of C15H24 and together with GC-MS, H-1 and C-13 NMR analysis sesquisabinene B was identified as the unidentified compound in the extract. GC-SSR was then used to finally confirm the biological activity of sesquisabinene B isolated from the carrot leaf extract via preparative GC.

Keywords
Synthesis, beta-Sesquiphellandrene, alpha-cis-Bergamotene, Preparative gas chromatography, Single-sensillum recording, Analysis
National Category
Chemical Engineering
Identifiers
urn:nbn:se:miun:diva-36651 (URN)10.1007/s00049-019-00280-6 (DOI)000469799200002 ()2-s2.0-85063037685 (Scopus ID)
Available from: 2019-07-08 Created: 2019-07-08 Last updated: 2019-10-16Bibliographically approved
Hedenström, E., Andersson, F., Sjöberg, N. & Eltz, T. (2018). 6-(4-Methylpent-3-en-1-yl)naphthalene-1,4-dione, a behaviorally active semivolatile in tibial perfumes of orchid bees. Chemoecology, 28(4-5), 131-135
Open this publication in new window or tab >>6-(4-Methylpent-3-en-1-yl)naphthalene-1,4-dione, a behaviorally active semivolatile in tibial perfumes of orchid bees
2018 (English)In: Chemoecology, ISSN 0937-7409, E-ISSN 1423-0445, Vol. 28, no 4-5, p. 131-135Article in journal (Refereed) Published
Abstract [en]

Male neotropical orchid bees (Euglossini) collect volatiles from varied sources in their environment to compile complex, species-specific tibial perfumes, which are later released at mating sites. A major compound prominent in tibial extracts of Euglossa allosticta was purified, as well as isolated and its structure was elucidated by analytical methods including GC–MS, GC–FTIR, HRMS and 1H and 13C NMR. After synthesis, the compound with the proposed structure was finally identified as 6-(4-methylpent-3-en-1-yl)naphthalene-1,4-dione. At field sites in Panama and Costa Rica, the synthetic compound attracted males of E. allosticta, but no other euglossines. This strengthens the view that semivolatiles play an important role in conveying specificity to perfume signals of orchid bees. 

National Category
Chemical Engineering
Identifiers
urn:nbn:se:miun:diva-34598 (URN)10.1007/s00049-018-0264-6 (DOI)000446684800003 ()2-s2.0-85052937823 (Scopus ID)
Available from: 2018-10-03 Created: 2018-10-03 Last updated: 2019-03-15Bibliographically approved
Svanedal, I., Andersson, F., Hedenström, E., Norgren, M., Edlund, H., Satija, S. K., . . . Rennie, A. R. (2016). Molecular Organization of an Adsorbed Layer: A Zwitterionic, pH-Sensitive Surfactant at the Air/Water Interface. Langmuir, 32(42), 10936-10945
Open this publication in new window or tab >>Molecular Organization of an Adsorbed Layer: A Zwitterionic, pH-Sensitive Surfactant at the Air/Water Interface
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2016 (English)In: Langmuir, ISSN 0743-7463, E-ISSN 1520-5827, Vol. 32, no 42, p. 10936-10945Article in journal (Refereed) Published
Abstract [en]

Neutron and X-ray reflection measurements have been used to study the structure of the adsorbed layer of a chelating surfactant at the air/liquid interface. The chelating surfactant 2-dodecyldiethylenetriaminepentaacetic acid (C-12-DTPA) has a large headgroup containing eight donor atoms that can participate in the coordination of metal ions. The donor atoms are also titrating, resulting in an amphoteric surfactant that can adopt a number of differently charged species depending on the pH. Very strong coordination complexes are formed with metal ions, where the metal ion can be considered as part of the surfactant structure, in contrast to monovalent cations that act as regular counterions to the negative net charge. Adsorption was investigated over a large concentration interval, from well below the critical micelle concentration (cmc) to five times the cmc. The most striking result is the maximum in the surface excess found around the cmc, winch is consistent with previous indications from surface tension measurements. Adding divalent metal ions has a limited effect on the adsorption at the air/liquid interface. The reason is the coordination of the metal ion, resulting in compensating deprotonation of the complex. Small variations in the headgroup area of different metal complexes are found, correlating to the conditional stability constants. Adding sodium chloride has a significant effect on the adsorption behavior, and the results indicate that the protonation equilibrium is more important than the ionic strength effects. From combined fits of the neutron and X-ray data, a model that consists of a thick headgroup region and a relatively thin dehydrated tail region is found, and it indicates that the tails are not fully extended and that the limiting area per molecule is determined by the bulky headgroup.

National Category
Chemical Sciences
Identifiers
urn:nbn:se:miun:diva-29306 (URN)10.1021/acs.langmuir.6b02598 (DOI)000386422300017 ()2-s2.0-84994012272 (Scopus ID)FSCN (Local ID)FSCN (Archive number)FSCN (OAI)
Available from: 2016-11-17 Created: 2016-11-17 Last updated: 2017-11-29Bibliographically approved
Kadej, M., Zając, K., Ruta, R., Gutowski, J. M., Tarnawski, D., Smolis, A., . . . Hedenström, E. (2015). Sex pheromones as a tool to overcome the Wallacean shortfall in conservation biology: a case of Elater ferrugineus Linnaeus, 1758 (Coleoptera: Elateridae). Journal of Insect Conservation, 19(1), 25-32
Open this publication in new window or tab >>Sex pheromones as a tool to overcome the Wallacean shortfall in conservation biology: a case of Elater ferrugineus Linnaeus, 1758 (Coleoptera: Elateridae)
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2015 (English)In: Journal of Insect Conservation, ISSN 1366-638X, E-ISSN 1572-9753, Vol. 19, no 1, p. 25-32Article in journal (Refereed) Published
Abstract [en]

The “Wallacean shortfall”—lack of distributional information—is one of the main problems when trying to assess the threats to and planning conservation strategies for many invertebrate species. Based on published and unpublished records since 1840, as well as on our own field survey, we attempted to estimate if and to what extent the use of pheromone traps increased the detectability of a rare, saproxylic click beetle Elater ferrugineus. The significant increase in the number of records in 2011–2013 shows that the pheromone method made it much easier to detect the occurrence of the species. Advantages of the pheromone method are that it does not disturb the habitat, can be used by non-specialists, is less costly and less time-consuming, and thus providing a useful tool for conservation research (studying biology, ecology and genetics of local populations).

Keywords
Central Europe, Kairomone, New records, Pheromone, Poland, Saproxylic insects
National Category
Natural Sciences
Identifiers
urn:nbn:se:miun:diva-23830 (URN)10.1007/s10841-014-9735-4 (DOI)000350887700003 ()2-s2.0-84925507738 (Scopus ID)
Available from: 2014-12-16 Created: 2014-12-16 Last updated: 2017-12-05Bibliographically approved
Andersson, K., Bergman, K.-O. -., Andersson, F., Hedenström, E., Jansson, N., Burman, J., . . . Milberg, P. (2014). High-accuracy sampling of saproxylic diversity indicators at regional scales with pheromones: The case of Elater ferrugineus (Coleoptera, Elateridae). Biological Conservation, 171, 156-166
Open this publication in new window or tab >>High-accuracy sampling of saproxylic diversity indicators at regional scales with pheromones: The case of Elater ferrugineus (Coleoptera, Elateridae)
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2014 (English)In: Biological Conservation, ISSN 0006-3207, E-ISSN 1873-2917, Vol. 171, p. 156-166Article in journal (Refereed) Published
Abstract [en]

The rare beetle Elater ferrugineus was sampled at 47 sites in the county of Östergötland, Sweden by means of pheromone-baited traps to assess its value as an indicator species for hollow oak stands rich in rare saproxylic beetle species. In addition, Osmoderma eremita was also sampled with pheromone baits. These data were then compared against species survey data collected at the same sites by pitfall and window traps. Both species co-occur with many Red Listed saproxylic beetles, with E. ferrugineus being a somewhat better indicator for the rarest species. The conservation value of a site (measured as Red List points or number of Red Listed species) increased with the number of specimens of E. ferrugineus and O. eremita caught. Accuracy of sampling by means of pheromone trapping turned out to be radically different for the two model species. E. ferrugineus traps put out during July obtained full accuracy after only 6. days, whereas O. eremita traps needed to be out from early July to mid-August in order to obtain full accuracy with one trap per site. By using E. ferrugineus, or preferably both species, as indicator species, accuracy would increase and costs decrease for saproxylic biodiversity sampling, monitoring and identification of hotspots. © 2014 Elsevier Ltd.

Keywords
Beetles, Conservation, Indicators, Monitoring, Pheromone, Saproxylic
National Category
Chemical Sciences
Identifiers
urn:nbn:se:miun:diva-22034 (URN)10.1016/j.biocon.2014.01.007 (DOI)000335486400018 ()2-s2.0-84893769545 (Scopus ID)
Note

Language of Original Document: English

Available from: 2014-06-02 Created: 2014-05-30 Last updated: 2017-12-05Bibliographically approved
Svanedal, I., Boija, S., Almesåker, A., Persson, G., Andersson, F., Hedenström, E., . . . Edlund, H. (2014). Metal Ion Coordination, Conditional Stability Constants and Solution Behavior of Chelating Surfactant Metal Complexes. Langmuir, 30(16), 4605-4612
Open this publication in new window or tab >>Metal Ion Coordination, Conditional Stability Constants and Solution Behavior of Chelating Surfactant Metal Complexes
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2014 (English)In: Langmuir, ISSN 0743-7463, E-ISSN 1520-5827, Vol. 30, no 16, p. 4605-4612Article in journal (Refereed) Published
Abstract [en]

Coordination complexes of some divalent metal ions with the DTPA (diethylenetriaminepentaacetic acid)-based chelating surfactant 2-dodecyldiethylenetriaminepentaacetic acid (4-C12-DTPA) have been examined in terms of chelation and solution behavior. The headgroup of 4-C 12-DTPA contains eight donor atoms that can participate in the coordination of a metal ion. Conditional stability constants for five transition metal complexes with 4-C12-DTPA were determined by competition measurements between 4-C12-DTPA and DTPA, using electrospray ionization mass spectrometry (ESI-MS). Small differences in the relative strength between the coordination complexes of DTPA and 4-C12-DTPA indicated that the hydrocarbon tail only affected the chelating ability of the headgroup to a limited extent. The coordination of Cu2+ ions was investigated in particular, using UV-visible spectroscopy. By constructing Job's plots, it was found that 4-C12-DTPA could coordinate up to two Cu2+ ions. Surface tension measurements and NMR diffusometry showed that the coordination of metal ions affected the solution behavior of 4-C 12-DTPA, but there were no specific trends between the studied divalent metal complexes. Generally, the effects of the metal ion coordination could be linked to the neutralization of the headgroup charge of 4-C 12-DTPA, and the resulting reduced electrostatic repulsions between adjacent surfactants in micelles and monolayers. The pH vs concentration plots, on the other hand, showed a distinct difference between 4-C12-DTPA complexes of the alkaline earth metals and the transition metals. This was explained by the difference in coordination between the two groups of metal ions, as predicted by the hard and soft acid and base (HSAB) theory.

National Category
Physical Chemistry
Identifiers
urn:nbn:se:miun:diva-21401 (URN)10.1021/la5002336 (DOI)000335297300011 ()2-s2.0-84899622360 (Scopus ID)
Available from: 2014-02-20 Created: 2014-02-20 Last updated: 2017-12-06Bibliographically approved
Musa, N., Andersson, K., Burman, J., Andersson, F., Hedenström, E., Jansson, N., . . . Milberg, P. (2013). Using Sex Pheromone and a Multi-Scale Approach to Predict the Distribution of a Rare Saproxylic Beetle. PLoS ONE, 8(6), e66149
Open this publication in new window or tab >>Using Sex Pheromone and a Multi-Scale Approach to Predict the Distribution of a Rare Saproxylic Beetle
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2013 (English)In: PLoS ONE, ISSN 1932-6203, E-ISSN 1932-6203, Vol. 8, no 6, p. e66149-Article in journal (Refereed) Published
Abstract [en]

The European red click beetle, Elater ferrugineus L., is associated with wood mould in old hollow deciduous trees. As a result of severe habitat fragmentation caused by human disturbance, it is threatened throughout its distribution range. A new pheromone-based survey method, which is very efficient in detecting the species, was used in the present study to relate the occurrence of E. ferrugineus to the density of deciduous trees. The latter data were from a recently completed regional survey in SE Sweden recording >120,000 deciduous trees. The occurrence of E. ferrugineus increased with increasing amount of large hollow and large non-hollow trees in the surrounding landscape. Quercus robur (oak) was found to be the most important substrate for E. ferrugineus, whereas two groups of tree species (Carpinus betulus, Fagus sylvatica, Ulmus glabra, vs. Acer platanoides, Aesculus hippocastanum, Fraxinus excelsior, Tilia cordata) were less important but may be a complement to oak in sustaining populations of the beetle. The occurrence of E. ferrugineus was explained by the density of oaks at two different spatial scales, within the circle radii 327 m and 4658 m. In conclusion, priority should be given to oaks in conservation management of E. ferrugineus, and then to the deciduous trees in the genera listed above. Conservation planning at large spatial and temporal scales appears to be essential for long-term persistence of E. ferrugineus. We also show that occurrence models based on strategic sampling might result in pessimistic predictions. This study demonstrates how pheromone-based monitoring make insects excellent tools for sustained feedback to models for landscape conservation management.

National Category
Chemical Sciences
Identifiers
urn:nbn:se:miun:diva-19931 (URN)10.1371/journal.pone.0066149 (DOI)000322361200057 ()2-s2.0-84879221624 (Scopus ID)
Available from: 2013-10-09 Created: 2013-09-25 Last updated: 2017-12-06Bibliographically approved
Högberg, I., Zasadowski, D., Karlsson, A., Wikman, B., Andersson, F., Hedenström, E., . . . Norgren, M. (2012). Brightness development of a hydrogen peroxide bleached spruce TMP. Comparisons of pre-treatments with DTPA and a separable chelating surfactant. Nordic Pulp & Paper Research Journal, 27(1), 50-55
Open this publication in new window or tab >>Brightness development of a hydrogen peroxide bleached spruce TMP. Comparisons of pre-treatments with DTPA and a separable chelating surfactant
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2012 (English)In: Nordic Pulp & Paper Research Journal, ISSN 0283-2631, E-ISSN 2000-0669, Vol. 27, no 1, p. 50-55Article in journal (Refereed) Published
Abstract [en]

In this investigation a new type of recoverable complexing agent (chelating surfactant) has been compared with a conventional complexing agent; diethylenetriamine pentaacetic acid (DTPA), in the metal ion sequestering of thermomechanical pulps (TMP) to be hydrogen peroxide bleached. After different degrees of washing of the pulps, bleaching experiments at different total alkali charges were performed with and without sodium silicate additions, and the ISO brightness of hand-made sheets was measured. The residual hydrogen peroxide in the bleaching liquor was also determined. No significant difference in either the brightness development or the residual hydrogen peroxide content could be detected between the pulps treated with equivalent molar ratios of the different complexing agents. Furthermore, the recovery of the chelating surfactant-manganese complexes from laboratory made white water by froth flotation was also studied. Two different foaming agents; sodium dodecyl sulphonate (SDS) and dimethyldodecylamine oxide (DDAO), were tested in the froth generation. After an addition of 160 ppm of DDAO, more than 80% of the manganese chelates could be recovered in the foam, containing 3% of the initial water mass.

Keywords
Chelating surfactant; DTPA; Flotation; Hydrogen peroxide bleaching; Manganese; Thermomechanical pulp
National Category
Chemical Engineering
Identifiers
urn:nbn:se:miun:diva-16093 (URN)10.3183/NPPRJ-2012-27-01-p050-055 (DOI)000311019900006 ()2-s2.0-84860145718 (Scopus ID)
Available from: 2012-04-17 Created: 2012-04-17 Last updated: 2017-12-07Bibliographically approved
Zasadowski, D., Andersson, F., Edlund, H., Almesåker, A., Hedenström, E. & Norgren, M. (2011). Removal of dissolved and colloidal substances from mechanical pulping white waters by flotation. In: Wang, L. et al. (Ed.), 16th International Symposium on Wood, Fiber and Pulping Chemistry - Proceedings, ISWFPC: . Paper presented at 16th International Symposium on Wood, Fiber and Pulping Chemistry, ISWFPC;Tianjin;8 June 2011through10 June 2011;Code88003 (pp. 1238-1242). Tianjin: China Light Industry Press
Open this publication in new window or tab >>Removal of dissolved and colloidal substances from mechanical pulping white waters by flotation
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2011 (English)In: 16th International Symposium on Wood, Fiber and Pulping Chemistry - Proceedings, ISWFPC / [ed] Wang, L. et al., Tianjin: China Light Industry Press , 2011, p. 1238-1242Conference paper, Published paper (Other academic)
Abstract [en]

Various sorts of process water, foaming agents and a new chelating surfactant have been investigated in the chemical optimization of flotation ofwaters generated at laboratory and white water from mechanical pulping. Turbidity measurements, the Orcinol method for quantitative carbohydrate analysis and total organic carbon (TOC) as well as gas chromatography (GC) of extractives, have been carried out to determine theremoval and characteristics of Dissolved and Colloidal substances (DisCo). The tests have been realized under different conditions, such as using different flotation cells, foaming agents and complexing agents at different temperatures and pH values. It was found that a reduction of thewhite water turbidity of 70% and a 50% removal of the lipophilic substances from the white water can be obtained in a single-stage flotationunit, and that the selection of suitable flotation equipment, foaming agents and solution conditions plays a very important role in the removalcapacity of the unwished substances.

Place, publisher, year, edition, pages
Tianjin: China Light Industry Press, 2011
Keywords
Complexing agents; Extractives; Flotation; Foaming agents; Separation; White water
National Category
Chemical Engineering
Identifiers
urn:nbn:se:miun:diva-14654 (URN)2-s2.0-84855712244 (Scopus ID)
Conference
16th International Symposium on Wood, Fiber and Pulping Chemistry, ISWFPC;Tianjin;8 June 2011through10 June 2011;Code88003
Projects
CLEAN
Available from: 2011-10-28 Created: 2011-10-28 Last updated: 2016-12-15Bibliographically approved
Högberg, I., Zasadowski, D., Karlsson, A., Wikman, B., Andersson, F., Hedenström, E., . . . Norgren, M. (2011). Use of chelating surfactants as complexing agents for removal of manganese from mechanical pulp fibres prior to hydrogen peroxide bleaching.. In: Wang, L.; Kuang, S.; Hou, Q.; Cao, C.;Si, C.; Zhang, H. (Ed.), 16th International Symposium on Wood, Fiber and Pulping Chemistry - Proceedings, ISWFPC. Paper presented at 16th International Symposium on Wood, Fiber and Pulping Chemistry, ISWFPC;Tianjin;8 June 2011through10 June 2011;Code88003 (pp. 682-686). Tianjin: China Light Industry Press
Open this publication in new window or tab >>Use of chelating surfactants as complexing agents for removal of manganese from mechanical pulp fibres prior to hydrogen peroxide bleaching.
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2011 (English)In: 16th International Symposium on Wood, Fiber and Pulping Chemistry - Proceedings, ISWFPC / [ed] Wang, L.; Kuang, S.; Hou, Q.; Cao, C.;Si, C.; Zhang, H., Tianjin: China Light Industry Press , 2011, p. 682-686Conference paper, Published paper (Refereed)
Abstract [en]

In this investigation a new type of recoverable complexing agent (chelating surfactant) has been compared with a conventional complexing agent (DTPA) in the metal ion management of thermomechanical pulps (TMP) to be hydrogen peroxide bleached. After different degrees of washing of the pulps, bleaching experiments at different total alkali charges were performed with and without sodium silicate additions, and the ISO brightness of hand-made sheets was measured. The residual hydrogen peroxide in the bleaching liquor was also determined. No significant difference in either the brightness development or the residual hydrogen peroxide content could be detected between the pulps treated with equivalent molar ratios of the different complexing agents. Furthermore, the recovery of the surfactant-manganese complexes from laboratory made white water by foam flotation was also studied. Two different foaming agents, SDS and DDAO, were tested. After an addition of 160 ppm of the latter surfactant, about 80% of the manganese chelates could be recovered in the foam, containing 3% of the initial water mass.

Place, publisher, year, edition, pages
Tianjin: China Light Industry Press, 2011
Keywords
chelating surfactants; complexing agents; manganese; mechanical pulp fibres; hydrogen peroxide bleaching
National Category
Chemical Engineering
Identifiers
urn:nbn:se:miun:diva-14653 (URN)2-s2.0-84855669771 (Scopus ID)
Conference
16th International Symposium on Wood, Fiber and Pulping Chemistry, ISWFPC;Tianjin;8 June 2011through10 June 2011;Code88003
Projects
New separable complexing agentsCLEAN
Available from: 2011-10-28 Created: 2011-10-28 Last updated: 2016-09-29Bibliographically approved
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