n-Hexanal and (Z)-3-hexenal are generated from arachidonic acid and linolenic acid by a lipoxygenase in Marchantia polymorpha L.

Tawfik, Moataz M.; Yamato, Katsuyuki T.; Kohchi, Takayuki; Koeduka, Takao; Matsui, Kenji

doi:10.1080/09168451.2017.1285688

Cited by 21 publications

(16 citation statements)

References 34 publications

(57 reference statements)

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“…MeSa and hexenal have been previously depicted as stress sensing and stress signaling molecules (Tawfik et al 2017 ; Wu et al 2018 ). Acetaldehyde emissions, however, were found to be closely related to stomatal conductance in Aleppo pine (Filella et al 2009 ; Seco et al 2008 ).…”

Section: Discussionmentioning

confidence: 99%

Heatwave frequency and seedling death alter stress-specific emissions of volatile organic compounds in Aleppo pine

et al. 2021

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Biogenic volatile organic compounds (BVOC) play important roles in plant stress responses and can serve as stress indicators. While the impacts of gradual environmental changes on BVOCs have been studied extensively, insights in emission responses to repeated stress and recovery are widely absent. Therefore, we studied the dynamics of shoot gas exchange and BVOC emissions in Pinus halepensis seedlings during an induced moderate drought, two four-day-long heatwaves, and the combination of drought and heatwaves. We found clear stress-specific responses of BVOC emissions. Reductions in acetone emissions with declining soil water content and transpiration stood out as a clear drought indicator. All other measured BVOC emissions responded exponentially to rising temperatures during heat stress (maximum of 43 °C), but monoterpenes and methyl salicylate showed a reduced temperature sensitivity during the second heatwave. We found that these decreases in monoterpene emissions between heatwaves were not reflected by similar declines in their internal storage pools. Because stress intensity was extremely severe, most of the seedlings in the heat-drought treatment died at the end of the second heatwave (dark respiration ceased). Interestingly, BVOC emissions (methanol, monoterpenes, methyl salicylate, and acetaldehyde) differed between dying and surviving seedlings, already well before indications of a reduced vitality became visible in gas exchange dynamics. In summary, we could clearly show that the dynamics of BVOC emissions are sensitive to stress type, stress frequency, and stress severity. Moreover, we found indications that stress-induced seedling mortality was preceded by altered methanol, monoterpene, and acetaldehyde emission dynamics.

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Section: Discussionmentioning

confidence: 99%

Heatwave frequency and seedling death alter stress-specific emissions of volatile organic compounds in Aleppo pine

et al. 2021

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“…Linoleic acid likely influenced the higher levels of 3-octen-2-one in TMR WMP, but because both hexanal and pentanal were higher in pasture-derived WMP, other sources or factors must be influencing their formation, such as the presence of natural pro-and antioxidants. α-Linolenic acid (C18:3 n3) has been shown to produce hexanal by Tawfik et al (2017) and was significantly higher (P < 0.05) in pasture-derived WMP (CLV > GRS). Eicosanoic acid (C20:0) and heneicosanoic acid (C21:0), α-linolenic acid (CLA; c10t12), and CLA (c9t11) were also significantly (P < 0.05) different based on diet and likely also affected aldehyde formation.…”

Section: Correlations Between Volatile Components and Sensory Attributesmentioning

confidence: 99%

Effect of bovine feeding system (pasture or concentrate) on the oxidative and sensory shelf life of whole milk powder

Clarke

Griffin

Hennessy

et al. 2021

Journal of Dairy Science

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Correlating volatile compounds with the sensory attributes of whole milk powder (WMP) is fundamental for appreciating the effect of lipid oxidation (LO) on sensory perception. LO compounds can adversely affect the sensory perception of WMP by imparting rancid, metallic, and painty notes. Whole milk powders derived from milk produced by cows maintained on a pasture diet (grass and grass-clover mix) versus a nonpasture diet [total mixed ration (TMR); concentrates and silage] were stored at room temperature 21°C (ambient storage) and 37°C (accelerated storage) and analyzed for volatile compounds and sensory attributes every 2 mo for a total of 6 mo. Thirteen volatile compounds originating from LO were chosen to track the volatile profile of the WMP during storage. Color, composition, total fatty acid, and free fatty acid profiling were also carried out. Significant variations in the concentrations of 14 fatty acids were observed in WMP based on diet. Concentrations of free fatty acids increased in all sample types during storage. Similar trends in sensory attributes were observed with an increase in painty attributes, corresponding to an increase in hexanal. Buttery/toffee attributes were found to be more closely correlated with TMR WMP. Those WMP derived from pasture diets were found to be more susceptible to LO from a volatile perspective, particularly in relation to aldehyde development, which is likely due to increased concentrations of conjugated linoleic acid and α-linolenic acid found in these samples.

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“…The fourth primary constituent identified in the volatile concentrate on N. undulata was n -hexanal (10.0%), which must have been generated from arachidonic acid or linolenic acid by the action of a lipoxygenase, as previously reported for the liverwort Marchantia polymorpha L, producing n -hexanal and ( Z )-3-hexenal after wounded plant tissues [ 32 ]. The volatile fractions of two samples of the moss Rhodobryum giganteum (Schwaegr.)…”

Section: Resultsmentioning

confidence: 82%

Volatile concentrate from the neotropical moss Neckeropsis undulata (Hedw.) Reichardt, existing in the brazilian Amazon

et al. 2021

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Background Many natural compounds have been identified and synthesized by the advancement of bryophytes phytochemistry studies. This work aimed to report the composition of Neckeropsis undulata (Hedw.) Reichardt moss volatiles, sampled in the Combú Island, Belém city, Pará state, Brazil. The volatile concentrate of N. undulata was obtained by a simultaneous distillation-extraction micro-system, analyzed by GC and GC-MS, and reported for the first time. Results Ten compounds were identified in the volatile concentrate, corresponding to 91.6% of the total, being 1-octen-3-ol (35.7%), α-muurolol (21.4%), naphthalene (11.3%), and n-hexanal (10.0 %) the main constituents. Most of the constituents of the N. undulata volatile concentrate have been previously identified in other mosses, and liverworts spread wide in the world. Conclusions 1-Octen-3-ol, n-hexanal, 2-ethylhexanol, isoamyl propionate, and octan-3-one are already known metabolic products obtained from enzymatic oxidation of polyunsaturated fatty acids, belonging to the large family of minor oxygenated compounds known as oxylipins. The knowledge of the composition of volatiles from moss N. undulata could contribute to the Neckeraceae species’ chemotaxonomy.

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n-Hexanal and (Z)-3-hexenal are generated from arachidonic acid and linolenic acid by a lipoxygenase in Marchantia polymorpha L.

Cited by 21 publications

References 34 publications

Heatwave frequency and seedling death alter stress-specific emissions of volatile organic compounds in Aleppo pine

Heatwave frequency and seedling death alter stress-specific emissions of volatile organic compounds in Aleppo pine

Effect of bovine feeding system (pasture or concentrate) on the oxidative and sensory shelf life of whole milk powder

Volatile concentrate from the neotropical moss Neckeropsis undulata (Hedw.) Reichardt, existing in the brazilian Amazon

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