MetaboLights
A member of the class of furans that is furan in which the hydrogen atom at position 2 has been replaced by an ethyl group.
Identification
2-ethylfuran
2-ethyl furane
2-ethyloxole
alpha-ethylfuran
FEMA 3673
furan, 2-ethyl-
Species
mycobacterium avium subsp. paratuberculosis
NCBI:txid1770 24116177
diplotaxis tenuifolia
NCBI:txid264416 28490114
vicia faba
NCBI:txid3906 23775565
Europe PubMed Central results
The use of headspace solid phase microextraction for the characterization of volatile compounds in olive oil matrices.
Author: Ribeiro LH, Costa Freitas AM, Gomes da Silva MD.
Abstract: Two different fibre coatings, for solid phase microextraction (SPME) sampling, poly(dimethylsiloxane) (PDMS) and poly(acrylate) (PA), were studied in order to test, for olive oil matrixes, two mathematical models that relate the directly proportional relationship between the amount of analyte absorbed by a SPME fibre and its initial concentration in the sample matrices. Although the PA fibre was able to absorb higher amounts of compounds from the olive oil sample, the equilibrium was reached later then with the PDMS fibre. In both cases, the amount of analyte present affected the time profile or the equilibrium time in two of the concentrations studied, 0.256 microL/kg, 2.56 microL/kg and for 2-ethylfuran, pentan-3-one, pent-1-en-3-one, hexanal, trans,trans-non-2,4-dienal and in the four concentrations studied, 0.256 microL/kg, 2.56 microL/kg, 6.25 microL/kg and 400 microL/kg, for 4-methyl-pent-3-en-2-one, 2-methylbutan-1-ol, methoxybenzene, hexan-1-ol, cis-hex-3-en-1-ol, trans-hex-2-en-1-ol, 2-ethyl-hexan-1-ol and trans,trans-dec-2,4-dienal. Comparing the mathematical models of both fibres, the PA-coated fibre showed direct proportionality between the initial concentration and amount extracted, that allows the possibility of relative quantification in a non-equilibrium state in non-aqueous media. The same was not observed for the PDMS fibre.
Headspace volatile components of Canadian grown low-tannin faba bean (Vicia faba L.) genotypes.
Author: Oomah BD, Razafindrainibe M, Drover JC.
Abstract: <h4>Background</h4>As flavor is a prerequisite for palatability of new crop varieties, 13 Canadian-grown, low-tannin faba bean genotypes were evaluated for volatile components isolated with headspace solid-phase microextraction, and analyzed with gas chromatography-mass spectrometry.<h4>Results</h4>A total of 45 volatiles consisting of aldehydes, aromatic hydrocarbons, alcohols, ketones and alkanes represented on average 57, 15, 14, 5 and 4.5% of the total peak area, respectively. Total extractable volatiles were highly location dependent, whereas 10 headspace volatiles (1-pentanol, 1-hexanol, pentanal, (E)-2-heptenal, 2-ethylfuran, 2-pentylfuran, acetone, 2-butanone, 2-heptanone and 3-octen-2-one) were genotype specific and/or regulated by environmental conditions. Multivariate data analysis performed on the functional group of the volatiles using principal component analysis and cluster analysis demonstrates that the total extractable volatiles were the major factor segregating faba bean genotypes.<h4>Conclusion</h4>The solid-phase microextraction technique proved to be a rapid and effective method for routine evaluation of faba bean volatile profile that may be applicable in a screening/plant breeding program.
DOI: 10.1002/jsfa.6272
Volatile emissions from Mycobacterium avium subsp. paratuberculosis mirror bacterial growth and enable distinction of different strains.
Author: Trefz P, Koehler H, Klepik K, Moebius P, Reinhold P, Schubert JK, Miekisch W.
Abstract: Control of paratuberculosis in livestock is hampered by the low sensitivity of established direct and indirect diagnostic methods. Like other bacteria, Mycobacterium avium subsp. paratuberculosis (MAP) emits volatile organic compounds (VOCs). Differences of VOC patterns in breath and feces of infected and not infected animals were described in first pilot experiments but detailed information on potential marker substances is missing. This study was intended to look for characteristic volatile substances in the headspace of cultures of different MAP strains and to find out how the emission of VOCs was affected by density of bacterial growth. One laboratory adapted and four field strains, three of MAP C-type and one MAP S-type were cultivated on Herrold's egg yolk medium in dilutions of 10(-0), 10(-2), 10(-4) and 10(-6). Volatile substances were pre-concentrated from the headspace over the MAP cultures by means of Solid Phase Micro Extraction (SPME), thermally desorbed from the SPME fibers and separated and identified by means of GC-MS. Out of the large number of compounds found in the headspace over MAP cultures, 34 volatile marker substances could be identified as potential biomarkers for growth and metabolic activity. All five MAP strains could clearly be distinguished from blank culture media by means of emission patterns based on these 34 substances. In addition, patterns of volatiles emitted by the reference strain were significantly different from the field strains. Headspace concentrations of 2-ethylfuran, 2-methylfuran, 3-methylfuran, 2-pentylfuran, ethyl acetate, 1-methyl-1-H-pyrrole and dimethyldisulfide varied with density of bacterial growth. Analysis of VOCs emitted from mycobacterial cultures can be used to identify bacterial growth and, in addition, to differentiate between different bacterial strains. VOC emission patterns may be used to approximate bacterial growth density. In a perspective volatile marker substances could be used to diagnose MAP infections in animals and to identify different bacterial strains and origins.
Nematicidal Activity of the Volatilome of Eruca sativa on Meloidogyne incognita.
Author: Aissani N, Urgeghe PP, Oplos C, Saba M, Tocco G, Petretto GL, Eloh K, Menkissoglu-Spiroudi U, Ntalli N, Caboni P.
Abstract: Research on new pesticides based on plant extracts, aimed at the development of nontoxic formulates, has recently gained increased interest. This study investigated the use of the volatilome of rucola (Eruca sativa) as a powerful natural nematicidal agent against the root-knot nematode, Meloidogyne incognita. Analysis of the composition of the volatilome, using GC-MS-SPME, showed that the compound (Z)-3-hexenyl acetate was the most abundant, followed by (Z)-3-hexen-1-ol and erucin, with relative percentages of 22.7 ± 1.6, 15.9 ± 2.3, and 8.6 ± 1.3, respectively. Testing of the nematicidal activity of rucola volatile compounds revealed that erucin, pentyl isothiocyanate, hexyl isothiocyanate, (E)-2-hexenal, 2-ethylfuran, and methyl thiocyanate were the most active with EC50 values of 3.2 ± 1.7, 11.1 ± 5.0, 11.3 ± 2.6, 15.0 ± 3.3, 16.0 ± 5.0, and 18.1 ± 0.6 mg/L, respectively, after 24 h of incubation. Moreover, the nematicidal activity of fresh rucola used as soil amendant in a containerized culture of tomato decreased the nematode infection in a dose-response manner (EC50 = 20.03 mg/g) and plant growth was improved. On the basis of these results, E. sativa can be considered as a promising companion plant in intercropping strategies for tomato growers to control root-knot nematodes.
Absolute photoionization cross sections of furanic fuels: 2-ethylfuran, 2-acetylfuran and furfural.
Author: Smith AR, Meloni G.
Abstract: Absolute photoionization cross sections of the molecules 2-ethylfuran, 2-acetylfuran and furfural, including partial ionization cross sections for the dissociative ionized fragments, are measured for the first time. These measurements are important because they allow fuel quantification via photoionization mass spectrometry and the development of quantitative kinetic modeling for the complex combustion of potential fuels. The experiments are carried out using synchrotron photoionization mass spectrometry with an orthogonal time-of-flight spectrometer used for mass analysis at the Advanced Light Source of Lawrence Berkeley National Laboratory. The CBS-QB3 calculations of adiabatic ionization energies and appearance energies agree well with the experimental results. Several bond dissociation energies are also derived and presented.
DOI: 10.1002/jms.3638
Volatile organic compounds as markers of quality changes during the storage of wild rocket.
Author: Luca A, Kjær A, Edelenbos M.
Abstract: The quality of leafy green vegetables changes during storage. Leaves become yellow or disintegrate, and an off-odor may develop. In addition, small amounts of volatile organic compounds (VOCs) are released. In this study, the release of acetone, carbon disulfide, dimethyl sulfide, nitromethane, pentane, 3-methylfuran, 2-ethylfuran, and dimethyl disulfide from wild rocket with different initial qualities was monitored during 8d storage at 10°C and correlated to aerobic bacteria counts, yeast and mold counts, and degree of tissue disintegration. The release of VOCs, except for 3-methylfuran, was influenced by the initial quality of the leaves. The release of pentane and 2-ethylfuran was related to the degree of tissue disintegration, and the release of dimethyl sulfide and dimethyl disulfide was related to the total aerobic bacteria count. The results demonstrated that VOCs can be used as markers for monitoring the complex quality changes taking place in packaged fresh produce during storage.
Downy mildew symptoms on grapevines can be reduced by volatile organic compounds of resistant genotypes.
Author: Lazazzara V, Bueschl C, Parich A, Pertot I, Schuhmacher R, Perazzolli M.
Abstract: Volatile organic compounds (VOCs) play a crucial role in the communication of plants with other organisms and are possible mediators of plant defence against phytopathogens. Although the role of non-volatile secondary metabolites has been largely characterised in resistant genotypes, the contribution of VOCs to grapevine defence mechanisms against downy mildew (caused by Plasmopara viticola) has not yet been investigated. In this study, more than 50 VOCs from grapevine leaves were annotated/identified by headspace-solid-phase microextraction gas chromatography-mass spectrometry analysis. Following P. viticola inoculation, the abundance of most of these VOCs was higher in resistant (BC4, Kober 5BB, SO4 and Solaris) than in susceptible (Pinot noir) genotypes. The post-inoculation mechanism included the accumulation of 2-ethylfuran, 2-phenylethanol, β-caryophyllene, β-cyclocitral, β-selinene and trans-2-pentenal, which all demonstrated inhibitory activities against downy mildew infections in water suspensions. Moreover, the development of downy mildew symptoms was reduced on leaf disks of susceptible grapevines exposed to air treated with 2-ethylfuran, 2-phenylethanol, β-cyclocitral or trans-2-pentenal, indicating the efficacy of these VOCs against P. viticola in receiver plant tissues. Our data suggest that VOCs contribute to the defence mechanisms of resistant grapevines and that they may inhibit the development of downy mildew symptoms on both emitting and receiving tissues.
Determination of furan and furan derivatives in baby food.
Author: Condurso C, Cincotta F, Verzera A.
Abstract: A Headspace-Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry (HS-SPME-GC-MS) method was developed and validated for the simultaneous determination of furan, 2-methylfuran, 2-ethylfuran, 2-butylfuran, 2-pentylfuran, 2-acetylfuran, furfural and furfuryl alcohol in jarred baby food. The method was specific for the analytes. Good precision was obtained both in terms of intra-day repeatability (RSD ≤ 5.02) and inter-day precision (RSD ≤ 5.55%). The recovery values were between 98.42% and 99.8%. Linearity was established over two order of magnitude, and the achieved LODs and LOQs ranged between 0.018 and 0.035 ng/g and 0.060-0.117 ng/g, respectively, depending on the analyte. Finally, the method was successfully applied to investigate the content of furan and furan derivatives in several commercial baby food samples containing fruit or meat. The results showed that this simple, rapid and solvent free procedure could be used routinely for the analysis of baby food providing competent quantitative data functional to risk assessment.