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Biomedical subjects

Mats Hamberg

Publications and source records attributed to Mats Hamberg.

25 records · Page 2Linked to original sources

Separation of conjugated trienoic fatty acid isomers by capillary electrophoresis.

A method for direct resolution of conjugated trienoic fatty acid isomers by capillary electrophoresis has been developed. To obtain complete separation a dual cyclodextrin system was used. This contained heptakis-(6-sulfo)-beta-cyclodextrin (charged). Beta-cyclodextrin (uncharged) and sodium dodecylsulfate. Under optimized conditions, all seven isomers were well separated. On average, separation efficiency was 2.9 x 10(5) plates/m.

Electrophoresis, Capillary↗

Screening of oxylipins for control of oilseed rape (Brassica napus) fungal pathogens.

Oxylipins are products of oxygenase-catalyzed reactions of fatty acids. Oxylipins have been found or implied to participate in a variety of different functions in or between organisms. In this report we investigated the potential of various naturally occurring oxylipins found in plants for their effects as fungicides on a number of fungal pathogens interfering with Brassica cultivation. The fungi investigated were Alternaria brassicae, Leptosphaeria maculans, Sclerotinia sclerotiorum and Verticillium longisporum. An in vitro growth inhibition assay was used, where the relative growth rate of the fungi were determined in the presence of various concentrations of oxylipins. While no universal fungicidic effect was found for the 10 compounds investigated there were examples of oxylipins having inhibitory effects. In certain cases the inhibitory effects was overcome by time, however. Since several of the oxylipins tested were found to be stable in the absence of the fungus this effect could be explained by induction of the degrading capacity of the fungus or increased tolerance. Several of the oxylipins also inhibited germination of L. maculans spores but the relative potency differed compared to the effects on hyphae. The study suggests that selected oxylipins may be used for disease control on Brassica plants.

Brassica napus↗

Oxylipin profiling in pathogen-infected potato leaves.

Plants respond to pathogen attack with a multicomponent defense response. Synthesis of oxylipins via the lipoxygenase (LOX) pathway appears to be an important factor for establishment of resistance in a number of pathosystems. In potato cells, pathogen-derived elicitors preferentially stimulate the 9-LOX-dependent metabolism of polyunsaturated fatty acids (PUFAs). Here we show by oxylipin profiling that potato plants react to pathogen infection with increases in the amounts of the 9-LOX-derived 9,10,11- and 9,12,13-trihydroxy derivatives of linolenic acid (LnA), the divinyl ethers colnelenic acid (CnA) and colneleic acid (CA) as well as 9-hydroxy linolenic acid. Accumulation of these compounds is faster and more pronounced during the interaction of potato with the phytopathogenic bacterium Pseudomonas syringae pv. maculicola, which does not lead to disease, compared to the infection of potato with Phytophthora infestans, the causal agent of late blight disease. Jasmonic acid (JA), a 13-LOX-derived oxylipin, accumulates in potato leaves after infiltration with P. syringae pv. maculicola, but not after infection with P. infestans.

Cyclopentanes↗

Biosynthesis of new divinyl ether oxylipins in Ranunculus plants.

[1-14C]Linolenic acid was incubated with homogenates of leaves from the aquatic plants Ranunculus lingua (greater spearwort) or R. peltatus (pond water-crowfoot). Analysis by reversed-phase high-performance liquid radiochromatography demonstrated the formation of a new divinyl ether FA, i.e., 12-[1'(E),3'(Z)-hexadienyloxyl-9(Z), 11 (Z)-dodecadienoic acid [11 (Z)-etherolenic acid] as well as a smaller proportion of omega5(Z)-etherolenic acid previously identified in terrestrial Ranunculus plants. The same divinyl ethers were formed upon incubation of 13(S)-hydroperoxy-9(Z),11 (E),15(Z)-octadecatrienoic acid, a lipoxygenase metabolite of linolenic acid, whereas the isomeric hydroperoxide, 9(S)-hydroperoxy-10(E),12(Z),15(Z)-octadecatrienoic acid, was not converted into divinyl ethers in R. lingua or R. peltatus. Incubation of [1-14C]linoleic acid or 13(S)-hydroperoxy-9(Z), 11 (E)-octadecadienoic acid produced the divinyl ether 12-[1'(E)-hexenyloxyl-9(Z),11(Z)-dodecadienoic acid [11(Z)-etheroleic acid] and a smaller amount of omega5(Z)-etheroleic acid. The experiments demonstrated the existence in R. lingua and R. peltatus of a divinyl ether synthase distinct from those previously encountered in higher plants and algae.

Ethers↗

Role of structure and pH in cyclization of allene oxide fatty acids: implications for the reaction mechanism.

Incubations of allene oxide synthases of flax or maize with the E,E-isomers of the 13- and 9-hydroperoxides of linoleic acid (E,E-13- and E,E-9-HPOD, respectively) at pH 7.5 afforded substantial yields of trans-disubstituted cyclopentenones. Under the conditions used, (Z,E)-HPODs were converted mainly into alpha-ketols and afforded only trace amount of cyclopentenones. These findings indicated that changing the double bond geometry from Z to E dramatically increased the rate of formation of the pericyclic pentadienyl cation intermediate necessary for electrocyclization of 18:2-allene oxides and thus the yield of cyclopentenones. The well-known cyclization of the homoallylic allene oxide (12,13-EOT) derived from alpha-linolenic acid 13-hydroperoxide (E,Z-13-HPOT) into cis-12-oxo-10,15-phytodienoic acid was suppressed at pH below neutral and was not observable at pH 4.5. In contrast, cyclization of the allene oxide ((9E)-12,13-EOD) derived from (E,E)-13-HPOD was slightly favoured at low pH. The finding that the cyclizations of 12,13-EOT and (9E)-12,13-EOD were differently affected by changes in pH suggested that the mechanisms of cyclization of these allene oxides are distinct.

Cyclization↗

Fatty acid alpha-dioxygenases.

This paper will briefly review the biochemistry, molecular biology and functionality of alpha-dioxygenases from tobacco, Arabidopsis, cucumber, pea, rice and algae. Alpha-dioxygenase treated in this review has emerged as a third group of fatty acid dioxygenases along with lipoxygenases and endoperoxide synthases.

Algal Proteins↗

Involvement of the Arabidopsis alpha-DOX1 fatty acid dioxygenase in protection against oxidative stress and cell death.

alpha-dioxygenases (alpha-DOXs) catalyze the primary oxygenation of fatty acids into a newly identified group of oxylipins. Here we show that expression of the Arabidopsis alpha-DOX1 gene is induced in response to both incompatible and compatible bacterial infections. However, the level of alpha-DOX1 mRNA and dioxygenase activity appears earlier and reaches higher values when infection promotes a hypersensitive reaction. Furthermore, whereas gene expression is confined to necrotic lesions during the hypersensitive response, it occurs throughout the chlorotic area during a compatible interaction. Accumulation of alpha-DOX1 transcripts is impaired in SA-compromised plants and induced by SA and by chemicals generating nitric oxide (NO), intracellular superoxide or singlet oxygen, three signals mediating host cell death. Transgenic plants with altered levels of alpha-dioxygenase react like wild-type plants to a compatible pathogen. In contrast, plants with reduced activity develop a more rapid and severe necrotic response than wild-type plants to incompatible bacteria and paraquat treatment, respectively, and a milder response when alpha-DOX1 is overproduced. Our results suggest that plant alpha-dioxygenases are used to generate lipid-derived molecules for a process that protects plant tissues from oxidative stress and cell death.

Abscisic Acid↗