Oleg S Yuzikhin1,2, Natalia E Gogoleva3,4, Alexander I Shaposhnikov1, Tatyana A Konnova5, Elena V Osipova3, Darya S Syrova1, Elena A Ermakova3, Valerii P Shevchenko6, Igor Yu Nagaev6, Konstantin V Shevchenko6, Nikolay F Myasoedov6, Vera I Safronova1, Alexey L Shavarda7, Anton A Nizhnikov1,7, Andrey A Belimov1, Yuri V Gogolev3,4. 1. All-Russia Research Institute for Agricultural Microbiology, Podbelskogo sh. 3, Pushkin, 196608 Saint-Petersburg, Russia. 2. All-Russian Research Institute of Plant Protection, Podbelskogo sh. 3, Pushkin, 196608 Saint-Petersburg, Russia. 3. Kazan Institute of Biochemistry and Biophysics, Federal Research Center "Kazan Scientific Center of the RAS", Lobachevsky Street, 2/31, 420111 Kazan, Tatarstan Republic, Russia. 4. Kazan Federal University Institute of Fundamental Medicine and Biology, K.Marx, 76, 420012 Kazan, Russia. 5. Laboratory of Plant Infectious Diseases, FRC Kazan Scientific Center of RAS, 420111 Kazan, Tatarstan Republic, Russia. 6. Institute of Molecular Genetics, Russian Academy of Sciences, Akademika Kurchatova Square, 2, 123182 Moscow, Russia. 7. Department of Genetics and Biotechnology, Saint-Petersburg State University, University Embankment, 199034 Saint-Petersburg, Russia.
Abstract
The phytohormone abscisic acid (ABA) plays an important role in plant growth and in response to abiotic stress factors. At the same time, its accumulation in soil can negatively affect seed germination, inhibit root growth and increase plant sensitivity to pathogens. ABA is an inert compound resistant to spontaneous hydrolysis and its biological transformation is scarcely understood. Recently, the strain Rhodococcus sp. P1Y was described as a rhizosphere bacterium assimilating ABA as a sole carbon source in batch culture and affecting ABA concentrations in plant roots. In this work, the intermediate product of ABA decomposition by this bacterium was isolated and purified by preparative HPLC techniques. Proof that this compound belongs to ABA derivatives was carried out by measuring the molar radioactivity of the conversion products of this phytohormone labeled with tritium. The chemical structure of this compound was determined by instrumental techniques including high-resolution mass spectrometry, NMR spectrometry, FTIR and UV spectroscopies. As a result, the metabolite was identified as (4RS)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one (dehydrovomifoliol). Based on the data obtained, it was concluded that the pathway of bacterial degradation and assimilation of ABA begins with a gradual shortening of the acyl part of the molecule.
The phytohormone abscisic acid (pan class="Chemical">ABA) plays an important role in plant growth and in response to abiotic stress factors. At the same time, its accumulation in soil can negatively affect seed germination, inhibit root growth and increase plant sensitivity to pathogens. ABA is an inert compound resistant to spontaneous hydrolysis and its biological transformation is scarcely understood. Recently, the strain Rhodococcus sp. P1Y was described as a rhizosphere bacterium assimilating ABA as a sole carbon source in batch culture and affecting ABA concentrations in plant roots. In this work, the intermediate product of ABA decomposition by this bacterium was isolated and purified by preparative HPLC techniques. Proof that this compound belongs to ABA derivatives was carried out by measuring the molar radioactivity of the conversion products of this phytohormone labeled with tritium. The chemical structure of this compound was determined by instrumental techniques including high-resolution mass spectrometry, NMR spectrometry, FTIR and UV spectroscopies. As a result, the metabolite was identified as (4RS)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one (dehydrovomifoliol). Based on the data obtained, it was concluded that the pathway of bacterial degradation and assimilation of ABA begins with a gradual shortening of the acyl part of the molecule.
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