Metabolic profiling of oxylipins in germinating cucumber seedlings--lipoxygenase-dependent degradation of triacylglycerols and biosynthesis of volatile aldehydes.
A particular isoform of lipoxygenase (LOX) localized on lipid bodies was shown by earlier investigations to play a role in initiating the mobilization of triacylglycerols during seed germination. Here, further physiological functions of LOXs within whole cotyledons of cucumber (Cucumis sativus L.) were analyzed by measuring the endogenous amounts of LOX-derived products. The lipid-body LOX-derived esterified (13 S)-hydroperoxy linoleic acid was the dominant metabolite of the LOX pathway in this tissue. It accumulated to about 14 micromol/g fresh weight, which represented about 6% of the total amount of linoleic acid in cotyledons. This LOX product was not only reduced to its hydroxy derivative, leading to degradation by beta-oxidation, but alternatively it was metabolized by fatty acid hydroperoxide lyase leading to formation of hexanal as well. Furthermore, the activities of LOX forms metabolizing linolenic acid were detected by measuring the accumulation of volatile aldehydes and the allene oxide synthase-derived metabolite jasmonic acid. The first evidence is presented for an involvement of a lipid-body LOX form in the production of volatile aldehydes.
Weichert
Heiko
H
Institute oof Plant Genetics and Crop Plant Research (IPK), Gatersleben, Germany.
Kolbe
Adelheid
A
Kraus
Angelika
A
Wasternack
Claus
C
Feussner
Ivo
I
D000447:Aldehydes / Q000378:metabolism*; D018548:Cotyledon / Q000201:enzymology / Q000254:growth & development; D018553:Cucumis sativus / Q000201:enzymology* / Q000254:growth & development; D003517:Cyclopentanes / Q000737:chemistry / Q000378:metabolism; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000378:metabolism*; D018525:Germination / Q000502:physiology*; D019746:Intramolecular Oxidoreductases / Q000378:metabolism; D007527:Isoenzymes / Q000302:isolation & purification / Q000378:metabolism; D008041:Linoleic Acids / Q000737:chemistry / Q000378:metabolism*; D044243:Linoleic Acids, Conjugated; D008054:Lipid Peroxides / Q000096:biosynthesis / Q000737:chemistry; D008084:Lipoxygenase / Q000302:isolation & purification / Q000378:metabolism*; D054883:Oxylipins; D012639:Seeds / Q000201:enzymology / Q000254:growth & development; D013997:Time Factors; D014280:Triglycerides / Q000378:metabolism*; D014835:Volatilization
D000447:Aldehydes; D003517:Cyclopentanes; D005231:Fatty Acids, Unsaturated; D007527:Isoenzymes; D008041:Linoleic Acids; D044243:Linoleic Acids, Conjugated; D008054:Lipid Peroxides; D054883:Oxylipins; D014280:Triglycerides; C024347:9-hydroxy-10,12-octadecadienoic acid; C024348:13-hydroxy-9,11-octadecadienoic acid; C049606:9-hydroperoxy-11,12-octadecadienoic acid; C011006:jasmonic acid; C063303:13-hydroxy-6,9,11-octadecatrienoic acid; D008084:Lipoxygenase; D019746:Intramolecular Oxidoreductases; C021377:hydroperoxide isomerase