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Plutonium in fish, algae, and sediments in the Barents, Petshora and Kara Seas.

This work contributed to a joint research programme between the Finnish Centre for Radiation and Nuclear Safety and the Murmansk Marine Biological Institute in the Arctic. Radioanalyses for plutonium isotopes were performed on more than 50 sediment samples, 12 algae samples and 19 fish samples. Plutonium concentrations in algae and fish samples, including fish meat, bone and liver, were low or in many cases below detection limits. Some differences in plutonium concentrations of sediments were found between different sampling areas. However, the concentrations were low. The Pu isotopic ratios were similar to those found in environmental samples generally when Pu is derived from global fallout or discharges from reprocessing plants. No local enhancement of plutonium contamination was found in the marine areas studied. However, the sampling locations represent only areas of free access; prohibited military areas of North-west Russia with potential pollution sources were not included.

Animals↗

A higher tier flow-through toxicity test with the green alga Selenastrum capricornutum.

A flow-through test system for the assessment of the toxicity of substances to the green alga Selenastrum capricornutum was developed. The dosing of a test substance commenced, once the growth of the algae was in a steady state, i.e. when the dilution rate was equal to the growth rate. The growth rate and hence the effect of the test substance was determined indirectly by the estimation of cell number under consideration of inflow volume over time. The ease of manipulation of the exposure regime via digitally controlled pumps makes this flow-through system also suitable for testing substances under realistic exposure conditions or in combination with their metabolites. In this study the degradation of a herbicide and its metabolites was simulated. The substance with an ErC50 (72 h) of 1.3 microg/l under static conditions (OECD, 1984) was tested in the developed flow-through system. The simulated degradation at an initial dose of 3 microg/l of the herbicide had no effect on algal growth, whereas under static test conditions, an NOErC of 0.28 microg/l was determined. The lowest concentration at which effects were observed was a continuous dose of 6 microg/l.

Biodegradation, Environmental↗

The effect of water hardness on the toxicity of uranium to a tropical freshwater alga Chlorella sp.

Uranium (U) derived from mining activities is of potential ecotoxicological concern to freshwater biota in tropical northern Australia. Few data are available on the effects of water hardness (Ca and/or Mg), which is elevated in U mine wastewaters, on the toxicity and bioavailability of U to freshwater biota, particularly algae. This study determined the effect of water hardness (8, 40, 100 and 400 mg CaCO(3) x l(-1), added as calcium (Ca) and magnesium (Mg) sulphate) on the toxicity (72 h growth rate inhibition) of U to the unicellular green alga, Chlorella sp., in synthetic freshwater, at constant pH (7.0) and alkalinity (8 mg CaCO(3) x l(-1)), similar in chemical composition to sandy coastal streams in tropical northern Australia. A 50-fold increase in water hardness resulted in a 5-fold decrease (P 0.05) differences in the predicted speciation (% distribution) of U amongst the four water hardness levels. The reduction in U toxicity with increasing water hardness was most likely due to competition between U and Ca and/or Mg for binding sites on the algal cell surface. The minimum detectable effect concentrations of U were approximately 3 and 24 times higher (at 8 and 400 mg CaCO(3)x l(-1) hardness, respectively) than the national interim U guideline value (0.5 micro g x l(-1)) for protecting aquatic ecosystems. Overall, the results reinforce the need for a more flexible U guideline based on a hardness-dependent algorithm, which may allow environmental managers to relax the national guideline for U on a site-specific basis.

Biological Availability↗

When adapted to high zinc concentrations the periphytic green alga Stigeoclonium tenue produces high amounts of novel phytochelatin-related peptides.

Two ecotypes of the green alga Stigeoclonium tenue Kütz. coming from polluted or unpolluted freshwaters and showing various Zn-tolerance were compared for their production of non-proteinaceous thiols in response to Zn. In short-term (17 h) exposures to 15 microM Zn they did not reveal any significant difference in levels of glutathione, phytochelatins and some unknown thiols. However, after prolonged metal exposure (48 h) the Zn-tolerant S. tenue (T) isolated from Zn-polluted mining water, produced at the expense of GSH besides phytochelatins (PC(2)-PC(4)) much higher amounts of novel, phytochelatin-related peptides. After a 6-week exposure to 30 microM Zn, phytochelatins (approximately 6 micromol SH per g D.W.) and the novel thiol peptides (approximately 31 micromol SH per g D.W.), only in the surviving Zn-tolerant alga, were produced. HPLC analysis suggested that the novel peptides (P1-P3) differ from each other by one gammaGlu-Cys unit. ESI/MS analysis of the purified, most abundant peptides P2 and P3, of m/z values 643 and 875, respectively, suggested that they contain one cysteine residue more than PC(2) and PC(3). A 22-fold higher concentration of these peptides in Zn-tolerant S. tenue (T) than in Zn-sensitive S. tenue (S) was also observed in response to Pb exposure. Biosynthesis of the large amounts of the novel thiol peptides, which contain more SH-groups than phytochelatins, detected in the Zn-tolerant organism after long Zn exposure, and lack of such a response in the Zn-sensitive ecotype S. tenue (S), isolated from unpolluted water, suggest that they are essential in the adaptation of S. tenue (T) to increased heavy metal concentrations.

Adaptation, Physiological↗

pH-dependent toxicity of copper and uranium to a tropical freshwater alga (Chlorella sp.).

Copper (Cu) and uranium (U) are of potential ecotoxicological concern to tropical freshwater organisms in northern Australia as a result of mining activity. No local data on the toxicity of these metals to tropical freshwater algae are currently available. The aim of this study was to investigate the effect of pH (5.7 and 6.5) on the toxicity of Cu and U to the green alga Chlorella sp. in a synthetic softwater representative of fresh surface waters in sandy-streams of tropical northern Australia. The effects of Cu and U on algal growth (cell division) rate after a 72-h exposure were determined. Intracellular and extracellular (membrane-bound) metal concentrations at the two selected pH values were also compared. Based on the 72-h minimum detectable effect concentrations (MDEC), Chlorella sp. was approximately 20-fold more sensitive to Cu (0.7 and 1.4 µg l(-1) at pH 6.5 and 5.7, respectively) than U (13 and 34 µg l(-1) at pH 6.5 and 5.7, respectively), and more sensitive than other Australian tropical freshwater organisms. The toxicity of Cu and U was highly pH-dependent. Copper concentrations required to inhibit growth (cell division) rate by 50% (72-h EC(50)) increased from 1.5 to 35 µg l(-1) as the pH decreased from 6.5 to 5.7. Similarly, the 72-h EC(50) values for U increased from 44 to 78 µg l(-1) over the same pH range. Calculation of Cu and U speciation using the geochemical model HARPHRQ, showed that differences in the concentrations of the free metal ions (Cu(2+) and UO(2)(2+)) were only minimal (<10%) between pH 5.7 and 6.5. The decreased toxicity at pH 5.7 was due to lower concentrations of cell-bound and intracellular Cu and U compared to those at pH 6.5. These results are explained in terms of the possible mechanism of competition between H(+) and the metal ion at the cell surface.

Journal Article↗

Relationships between acid-soluble thiol peptides and accumulated Pb in the green alga Stichococcus bacillaris.

Stichococcus bacillaris, an ubiquitous green microalga accumulated inorganic lead (Pb) from aqueous solutions extra- and intracellularly. In response to Pb uptake acid-soluble thiol peptides (glutathione - GSH and phytochelatins - PC) were synthesized. The proportion of the intracellular Pb uptake by algal cells was low and comprised only 3-6% of the total metal sorption. The intracellular uptake was dependent on external Pb concentration, time of metal exposure and cell metabolism. Pb accumulation in alga was determined by means of 210Pb radiometry. Reduced GSH and PC were determined in algal cells using HPLC with the post-column derivatization with Ellman's reagent. Within the studied concentration range 0.1-20 µM, inorganic lead caused a significant production of induced thiol peptides: PC (n=2-4) and some other unidentified oligopeptides, probably (GluCys)n. The time of appearance and the concentration of individual oligomers of phytochelatins were dependent on the external Pb concentration and time of metal exposure. In algal cells exposed to Pb, significant changes in the GSH level accompanying the formation of the induced thiol peptides were also observed. The GSH level decreased in the cells exposed to the lower (up to 10 µM) studied Pb concentrations or increased in the cells treated with higher (20 µM) Pb concentrations. The thiol groups originated from induced peptides (mainly phytochelatins) followed a stoichiometric relationship 2:1 to the intracellular Pb amounts, however, only at the lowest studied external concentration (0.1 µM). At higher concentrations (up to 2.5 µM), intracellular Pb concentration was equal or even exceeded (at Pb>2.5 µM) two to three times the level of induced thiols. S. bacillaris accumulated intracellularly by 46% more Pb in light than in dark and the level of induced thiol peptides was significantly higher in the cells exposed to Pb under illumination. The rapid formation of these peptides in S. bacillaris in response to Pb, and their elimination (by about 90%) when algae were placed into the Pb-free solution reveal a tight regulation of GSH and phytochelatin pools in the algal cells exposed to toxic metals. The obtained results suggest that both PCs and GSH are the primary line of defence against the Pb toxicity. Additionally, the induced thiol peptides in S. bacillaris could be a good indicator of intracellular Pb availability and stress at the metal concentrations found in polluted fresh waters.

Journal Article↗

Biological variation in sensitivity to N-heterocyclic PAHs; effects of acridine on seven species of micro-algae.

The toxicity of the nitrogen (N) heterocyclic polyaromatic hydrocarbon (PAH) acridine was tested for seven species of microalgae: Scenedesmus acuminatus, Selenastrum capricornutum, Chlamydomonas eugametos, Staurastrum chaetoceras, Staurastrum manfeldtii, Navicula salinarum and Nitzschia sigma. The effect of acridine on the algae was studied in a 96-h growth test, in which growth rates were determined using cell numbers and biovolume. The obtained EC50 values (for growth rates based on cell numbers) ranged from 0.08 mg litre(-1) for N. sigma to 0.78 mg litre(-1) for C. eugametos and N. salinarum. Effect concentrations based on biovolume were slightly higher for most species. Metabolism of acridine was observed for one species (S. capricornutum), but this capacity did not result in a very different tolerance. Acridine toxicity was neither related to taxonomical background (green algae versus diatoms) nor to original habitat of the species (planktonic or benthic, eutrophic or oligo-mesotrophic). The presence of near-UV radiation during the incubation might explain the higher toxicity of acridine than is expected on basis of QSAR derived narcotic toxicity.

Journal Article↗

Regression of experimental hamster cancer by beta carotene and algae extracts.

The effect of algae extract on tumor regression was studied. Phycotene (extract of Spirulina and Dunaliella algae) 250 micrograms in 0.1 ml MEM (minimum essential medium) was injected locally into DMBA (7, 12 dimethylbenz(a)anthracene)-induced squamous cell carcinomas of hamster buccal pouch in 20 animals. DMBA-induced carcinomas in 20 hamsters were injected locally with beta carotene 250 micrograms in 0.1 ml MEM; DMBA-induced carcinomas in 20 animals were injected locally with canthaxanthin, 250 micrograms in 0.1 ml MEM, and DMBA-induced carcinomas in 20 animals were injected locally with 13-cis-retinoic acid, 250 micrograms in 0.1 ml MEM. Twenty animals with DMBA-induced carcinomas were sham-injected controls using 0.1 ml MEM. The various agents were injected into the tumor bearing right buccal pouches twice-weekly for four weeks. Total tumor regression was found in 30% of phycotene animals, 20% of beta carotene animals and 15% of canthaxanthin animals after four weeks. Partial tumor regression was found in the remaining 70% of phycotene animals, 80% of beta carotene animals and 85% of canthaxanthin animals. None of the 13-cis-retinoic acid animals had total tumor regression, but 70% showed partial regression. No tumor regression was found in the DMBA control group and the sham-injected group.

Animals↗

Hydrogen metabolism in blue-green algae.

This manuscript reviews the literature on hydrogen metabolism in blue-green algae and reports some new data from this laboratory. H2-formation by intact cells is found to be catalyzed exclusively by nitrogenase. Its rate appears to be variable from strain to strain used byt is--in our hands--very small. Therefore, blue-green algae are presumably of limited value in projects of solar energy conversion to form molecular hydrogen. These organisms are also able to consume the gas in a reaction catalysed by hydrogenase. Hydrogen is mainly consumed in an oxygen dependent reaction, as in aerobic nitrogen fixing bacteria. It can also serve as an electron donor for nitrogen fixation under certain physiological conditions. In experiments with a cell-free preparation, hydrogenase is found to be membrane-bound. The enzyme is characterized with respect to its specifity towards electron donors and acceptors.

Aerobiosis↗

Removal and recovery of lead using nonliving biomass of marine algae.

Batch equilibrium sorption experiments were used for screening for cost-effective marine algal biomass harvested from the Gulf of Persian. Biosorption of lead by eight brown, green and red marine algae was investigated. Biosorption of lead was rapidly occurred onto algal biosorbents and most of the sorbed metal was bound in <30 min of contact. Three species of brown algae, namely Sargassum hystrix, S. natans and Padina pavonia, removed lead most efficiently from aqueous solution, respectively. The applicability of the Langmuir and Freundlich models for the different biosorbents was tested. An increasing uptake of the metal by biosorbents with increasing pH was demonstrated. Desorption of the adsorbed lead on biosorbent was conducted by decreasing the pH values to lower than 1.0. Removal of lead from Sargassum biomass was successfully achieved by eluting with 0.1M HNO3 for 15 min and a high degree of metal recovery was observed (95%). For optimum operation in the subsequent metal uptake cycle, regeneration of the Sargassum biomass was efficiently performed by 0.1M CaCl2 for 15 min that was total and reversible. In repeated use of biomass experiment, the lead uptake capacity of Sargassum biomass was constantly retained (98%) and no significant biomass damage took place after 10 sorption-desorption cycles.

Adsorption↗

Intron-exon structure and gene copy number of a gene encoding for a membrane-intrinsic light-harvesting polypeptide of the red alga Galdieria sulphuraria.

Genes for light-harvesting proteins (lhc genes) of higher plants are well examined. However, little is known about the corresponding genes of algae, although this knowledge might give valuable information about the evolution of photosynthetic antennae. In the case of rhodophytes only two cDNA sequences from a single organism, Porphyridium cruentum, have been published. Here we describe an additional sequence from another species, the thermo-acidophilic red alga Galdieria sulphuraria. For the first time also a genomic sequence for a red algal lhc gene is presented. From a cDNA library of G. sulphuraria we isolated a clone containing an open reading frame for a protein of 302 amino acids with a deduced molecular mass of 33.86kDa. It shares major structural features with eukaryotic light-harvesting polypeptides. A proposed cleavage site between transit peptide and mature protein gives rise to a transit peptide of 119 amino acids and a mature protein of 183 residues. Hydropathy analysis suggests that the mature protein consists of three transmembrane helices. Several amino acid residues supposed to bind chlorophyll a and chlorophyll b in higher plants are conserved. The protein shows up to 69% identity and 81% similarity to the Porphyridium polypeptides in the transmembrane helices 1 and 3. Using oligonucleotides annealing in the regions of the start and stop codons of the gene as primers, a DNA sequence was amplified from nuclear G. sulphuraria DNA by PCR. Compared with the cDNA clone, this sequence contains five additional intervening DNA strings of 50-74bp length. Four of them show typical features of spliceosomal introns with GT-AG borders, and the fifth differs by starting with GC. Three of the supposed introns are located in similar positions as introns of higher plant light-harvesting proteins. Southern blotting and hybridization experiments indicate that G. sulphuraria contains at least three copies of this gene.

Algal Proteins↗

A senescence-associated S-like RNase in the multicellular green alga Volvox carteri.

Asexual individuals of the green alga Volvox carteri consist of only two cell types: somatic and reproductive cells. The somatic cells are terminally differentiated, post-mitotic cells which undergo gradual senescence leading to cell death in every generation. To elucidate the self-degrading process of macromolecules associated with senescence, we attempted to clone an RNase whose mRNA accumulation is increased during senescence. The corresponding cDNA clone VRN1, encoding an S-like RNase of V. carteri, is the first T(2)/S-like RNase to be cloned from green algae. Semi-quantitative RT-PCR analysis revealed that a relative amount of VRN1 mRNA is more than three-fold higher in the senescent somatic cells than in young somatic cells when the mRNA of ribosomal protein S18 is used as an internal standard. VRN1 mRNA is not induced by phosphate starvation, indicating that its accumulation during senescence is not due to a self-induced defect in utilizing phosphates. Similar regulation has been reported for RNS3, which encodes the S-like RNase that is induced in senescent leaves of Arabidopsis thaliana. These observations imply that VRN1 may promote RNA degradation during senescence of somatic cells in V. carteri, and that its regulation has similarity with that of certain senescence-associated RNases in higher plants.

Amino Acid Sequence↗

Distinctive origins of group I introns found in the COXI genes of three gree algae.

Upon surveying the cytochrome c oxidase subunit I (COXI) gene of green algae, we found group I introns in three species of algae, Chlorella vulgaris (Cv), Scenedesmus quadricauda (Sq) and Protosiphon botryoides (Pb). The comparative analysis of these nucleotide sequences and their secondary structures revealed that the introns of Cv, Sq, and Pb belong to groups IB1, ID, and IB2, respectively. Each of the three introns contained an open reading frame (ORF) that showed a similarity to the sequence of the LAGLIDADG endonuclease family. However, each of the intronic ORFs in Sq and Pb had a discontinuity in the middle of' the sequences coding for the LAGLIDADG endonuclease. Either of the two ORFs could be restored to a sequence homologous to the LAGLIDADG endonuclease by the insertion of a nucleotide in the appropriate position. In Sq, a putative pseudo-knot structure was detected in the intronic ORF This suggests the occurrence of a ribosomal frameshift in the translation of the ORF. because such pseudo-knot structures are common in viral ORFs employing a (-1) ribosomal frameshift. In the phylogenetic tree that was inferred from the amino acid sequences of algal and non-algal intronic ORFs, the three algal ORFs did not make a cluster, but were scattered throughout the tree. In addition. each of the three algal ORFs showed a close relationship to the ORFs of non-algal introns that were inserted at the corresponding site of the COX] gene, suggesting distinctive origins of the three algal introns via independent horizontal transfers.

Amino Acid Sequence↗

Characterization, cloning, and evolutionary history of the chloroplast and cytosolic class I aldolases of the red alga Galdieria sulphuraria.

Two fructose-1,6-bisphosphate aldolases from the acido- and thermophilic red alga Galdieria sulphuraria were purified to apparent homogeneity and N-terminally microsequenced. Both aldolases had similar biochemical properties such as Km (FBP) (5.6-5.8 microM) and molecular masses of the native enzymes (165kDa) as determined by size exclusion chromatography. The subunit size of the purified aldolases, as determined by SDS-PAGE, was 42kDa for both aldolases. The isoenzymes were not inhibited by EDTA or affected by cysteine or potassium ions, implying that they belong to the class I group of aldolases, while other red algae are known to have one class I and one class II aldolase inhibited by EDTA. cDNA clones of the cytosolic and plastidic aldolases were isolated and sequenced. The gene for the cytosolic isoenzyme contained a 303bp untranslated leader sequence, while the gene for the plastidic isoenzyme exhibited a transit sequence of 56 amino-acid residues. Both isoenzymes showed about 48% homology in the deduced amino-acid sequences. A gene tree relates both aldolases to the basis of early eukaryotic class I aldolases. The phylogenetic relationship to other aldolases, particularly to cyanobacterial class II aldolases, is discussed.

Algal Proteins↗

Are the Mediterranean ascoglossan molluscs Oxynoe olivacea and Lobiger serradifalci suitable agents for a biological control against the invading tropical alga Caulerpa taxifolia?

The Mediterranean ascoglossan Oxynoe olivacea and Lobiger serradifalci, which are scarce in meadows of their usual food the alga Caulerpa prolifera, have become adapted to feeding on the invading tropical alga Caulerpa taxifolia. Grazing rates are low (O. olivacea destroys only a 5-cm C. taxifolia frond in 3-7 d). The grazing rates are a function of temperature. Despite a high spawning frequency (0.25 egg-mass.day-1) and a large number of eggs released per spawning event (O. olivacea: from 2,545 to 29,128 eggs.spawning-1; L. serradifalci: from 12,112 to 48,448 eggs.spawning-1), the recruitment on Caulerpa meadows is usually low due to the hazardous pelagic development of the larvae. The possible use of these molluscs as agents of biological control against C. taxifolia appears to be possible only through an artificial enhancement of their populations after cultivation of the veligers and release of juveniles during the winter season. This means of control is discussed and compared with the possible use of tropical ascoglossan species.

Animals↗

Pattern of changes in the activity of enzymes of GDP-D-mannuronic acid synthesis and in the level of transcription of algA, algC and algD genes accompanying the loss and emergence of mucoidy in Pseudomonas aeruginosa.

The low activity levels of the four GDP-D-mannuronic acid-forming enzymes, even in highly alginate-producing strains of Pseudomonas aeruginosa, have made it difficult to compare enzyme activities accompanying the loss/acquisition of mucoidy. Using optimized conditions, we compared the specific activity of these enzymes in three different mucoid P. aeruginosa cystic fibrosis isolates, in their nonmucoid spontaneous variants, and in mucoid variants that emerged during extended incubation of these nonmucoid forms in acetamide broth. A correlation was established between the promptness of emergence of the mucoid forms and the differing sensitivity to nutrient-limitation-induced death of the nonmucoid compared with the isogenic mucoid population. Consistent with the undetectable levels of algD mRNA in nonmucoid forms and with the concept that the step catalyzed by the algD-encoded GDP-mannose dehydrogenase (GMD) is a key step in control of the alginate pathway, GMD activity was undetectable or showed negligible values in nonmucoid variants and correlated with alginate production. However, phosphomannose isomerase (PMI), phosphomannomutase (PMM), and GDP-mannose pyrophosphorylase (GMP) activities in the nonmucoid forms were only slightly (40-70%) below the values in the mucoid forms. Nevertheless, no transcripts homologous to algA (encoding a bifunctional enzyme that possesses both PMI and GMP activities) were detected in the nonmucoid form, and the levels of algC (encoding PMM) transcripts, although detectable in the nonmucoid variants, were, in general, much higher in the mucoid forms. These apparently intriguing observations were cleared up by the identification of two algA functional homologues in P. aeruginosa, recently reported by others, and by the identification of one algC homologue, in contig225 of the PAO1 genome sequence, defining a polypeptide with a deduced amino acid sequence that showed significant homology with that of enzymes of the phosphohexomutase family found in databases. Results are also consistent with the requirement of PMI, GMP and PMM activities for the supply of GDP-D-mannose to (at least) A-band lipopolysaccharide synthesis, while GMD channels this precursor into the alginate pathway.

Acetamides↗

Bioavailability of the isomer mixture of phytoene and phytofluene-rich alga Dunaliella bardawil in rat plasma and tissues.

Dunaliella bardawil, a beta-carotene-accumulating alga was treated by the bleaching herbicide norflurazon to select sub-species rich with a mixture of 9-cis and all-trans stereoisomers of phytoene and phytofluene. The present study determines the bioavailability of phytoene and phytofluene with their stereoisomers in rats fed on a diet supplemented with Dunaliella phytoene-rich spray dried powder. Three groups of female weanling rats, eight animals each, were fed AIN diets for two weeks. The control consumed the diet as is. The experimental group was supplemented with 50 g Dunaliella powder to give phytoene/phytofluene at a level of 1 g/kg diet, and the placebo was provided with the oxidized algae free of carotenoids at the same amount. Weight gain and tissues weight of rats fed on the control diet, or on the experimental diets were statistically same. Tissue analyses were carried out by liquid chromatography at the end of two weeks feeding for vitamin A, carotenoids, phytoene and phytofluene and theirs stereoisomers. Liver analyses revealed high hepatic storage of phytoene in the experimental group. Analysis of the other tissues, adrenal, brain, heart, kidney, lung, and spleen detected small amounts of phytoene in the adrenal, kidney and spleen and in the plasma. High-pressure liquid chromatography for stereoisomeric composition was performed to all phytoene-containing tissues. The original algal diet content of 9-cis-to-all-trans ratio of 1:1 was maintained in the plasma and adrenal while in the liver, spleen and kidney the ratio was reduced to 1:3. The preferential accumulation of all-trans phytoene over 9-cis phytoene in the liver, spleen and kidney may be interpreted as indicating stronger antioxidative effect of 9-cis phytoene over the all-trans isomer or alternatively, in vivo streoisomerization of 9-cis phytoene to the all-trans structure.

Journal Article↗

2,4-Decadienals are produced via (R)-11-HPITE from arachidonic acid in marine green alga Ulva conglobata.

Marine green alga Ulva conglobata was investigated for the biogeneration of oxygenated products from exogenously added arachidonic acid (ARA). A crude enzyme from the alga afforded the detectable amount of a hydroperoxyicosatetraenoic acid (HPITE), which was identified as (R)-11-HPITE by HPLC and GC-MS. Headspace-SPME method indicated that ARA was selectively used to form 2,4-decadienals. These results showed that 2,4-decadienals are produced via (R)-11-HPITE from ARA exclusively.

Aldehydes↗