11 results on '"Benedikt Athmer"'
Search Results
2. Piper nigrum CYP719A37 Catalyzes the Decisive Methylenedioxy Bridge Formation in Piperine Biosynthesis
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Arianne Schnabel, Fernando Cotinguiba, Benedikt Athmer, and Thomas Vogt
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black pepper ,cytochrome P450 ,enzyme activity ,methylenedioxy bridge ,piperine ,Piper nigrum ,Botany ,QK1-989 - Abstract
Black pepper (Piper nigrum) is among the world’s most popular spices. Its pungent principle, piperine, has already been identified 200 years ago, yet the biosynthesis of piperine in black pepper remains largely enigmatic. In this report we analyzed the characteristic methylenedioxy bridge formation of the aromatic part of piperine by a combination of RNA-sequencing, functional expression in yeast, and LC-MS based analysis of substrate and product profiles. We identified a single cytochrome P450 transcript, specifically expressed in black pepper immature fruits. The corresponding gene was functionally expressed in yeast (Saccharomyces cerevisiae) and characterized for substrate specificity with a series of putative aromatic precursors with an aromatic vanilloid structure. Methylenedioxy bridge formation was only detected when feruperic acid (5-(4-hydroxy-3-methoxyphenyl)-2,4-pentadienoic acid) was used as a substrate, and the corresponding product was identified as piperic acid. Two alternative precursors, ferulic acid and feruperine, were not accepted. Our data provide experimental evidence that formation of the piperine methylenedioxy bridge takes place in young black pepper fruits after a currently hypothetical chain elongation of ferulic acid and before the formation of the amide bond. The partially characterized enzyme was classified as CYP719A37 and is discussed in terms of specificity, storage, and phylogenetic origin of CYP719 catalyzed reactions in magnoliids and eudicots.
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- 2021
- Full Text
- View/download PDF
3. Identification and characterization of piperine synthase from black pepper, Piper nigrum L
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Thomas Vogt, Arianne Schnabel, Benedikt Athmer, Fernando Cotinguiba, Kerstin Manke, and Frank Schumacher
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0106 biological sciences ,0301 basic medicine ,Plant molecular biology ,Polyunsaturated Alkamides ,QH301-705.5 ,Coenzyme A ,Medicine (miscellaneous) ,01 natural sciences ,General Biochemistry, Genetics and Molecular Biology ,Article ,03 medical and health sciences ,chemistry.chemical_compound ,Alkaloids ,Piperidines ,Pepper ,Transferase ,Benzodioxoles ,Biology (General) ,Plant Proteins ,chemistry.chemical_classification ,ATP synthase ,biology ,fungi ,food and beverages ,030104 developmental biology ,Enzyme ,Biochemistry ,chemistry ,Acyltransferases ,Piperine ,biology.protein ,Piperidine ,Secondary metabolism ,General Agricultural and Biological Sciences ,Piper nigrum ,010606 plant biology & botany - Abstract
Black pepper (Piper nigrum L.) is the world’s most popular spice and is also used as an ingredient in traditional medicine. Its pungent perception is due to the interaction of its major compound, piperine (1-piperoyl-piperidine) with the human TRPV-1 or vanilloid receptor. We now identify the hitherto concealed enzymatic formation of piperine from piperoyl coenzyme A and piperidine based on a differential RNA-Seq approach from developing black pepper fruits. This enzyme is described as piperine synthase (piperoyl-CoA:piperidine piperoyl transferase) and is a member of the BAHD-type of acyltransferases encoded by a gene that is preferentially expressed in immature fruits. A second BAHD-type enzyme, also highly expressed in immature black pepper fruits, has a rather promiscuous substrate specificity, combining diverse CoA-esters with aliphatic and aromatic amines with similar efficiencies, and was termed piperamide synthase. Recombinant piperine and piperamide synthases are members of a small gene family in black pepper. They can be used to facilitate the microbial production of a broad range of medicinally relevant aliphatic and aromatic piperamides based on a wide array of CoA-donors and amine-derived acceptors, offering widespread applications., Schnabel et al. identify and characterize piperine synthase in developing black pepper fruits which catalyses the formation of piperine from piperoyl coenzyme A and piperidine. A member of BAHD-type acyltransferases, this enzyme can be useful for bio-production of a broad range of medicinally relevant piperamides.
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- 2021
4. A single cytochrome P450 oxidase from Solanum habrochaites sequentially oxidizes 7-epi-zingiberene to derivatives toxic to whiteflies and various microorganisms
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Petra M. Bleeker, Ruy Kortbeek, Wolfgang Brandt, Andrea Porzel, Benedikt Athmer, Alain Tissier, Stefan Bennewitz, Sebastian Zabel, Petra Schäfer, and SILS Other Research (FNWI)
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0106 biological sciences ,0301 basic medicine ,Oxygenase ,Phytophthora infestans ,Nicotiana benthamiana ,Plant Science ,Solanum ,01 natural sciences ,Zingiberene ,Hemiptera ,03 medical and health sciences ,chemistry.chemical_compound ,Botany ,Genetics ,Animals ,Wild tomato ,Botrytis cinerea ,NADPH-Ferrihemoprotein Reductase ,biology ,fungi ,food and beverages ,Cell Biology ,biology.organism_classification ,Trichome ,Monocyclic Sesquiterpenes ,030104 developmental biology ,chemistry ,Botrytis ,010606 plant biology & botany - Abstract
Secretions from glandular trichomes potentially protect plants against a variety of aggressors. In the tomato clade of the Solanum genus, glandular trichomes of wild species produce a rich source of chemical diversity at the leaf surface. Previously, 7-epi-zingiberene produced in several accessions of Solanum habrochaites was found to confer resistance to whiteflies (Bemisia tabaci) and other insect pests. Here, we report the identification and characterisation of 9-hydroxy-zingiberene (9HZ) and 9-hydroxy-10,11-epoxyzingiberene (9H10epoZ), two derivatives of 7-epi-zingiberene produced in glandular trichomes of S. habrochaites LA2167. Using a combination of transcriptomics and genetics, we identified a gene coding for a cytochrome P450 oxygenase, ShCYP71D184, that is highly expressed in trichomes and co-segregates with the presence of the zingiberene derivatives. Transient expression assays in Nicotiana benthamiana showed that ShCYP71D184 carries out two successive oxidations to generate 9HZ and 9H10epoZ. Bioactivity assays showed that 9-hydroxy-10,11-epoxyzingiberene in particular exhibits substantial toxicity against B. tabaci and various microorganisms including Phytophthora infestans and Botrytis cinerea. Our work shows that trichome secretions from wild tomato species can provide protection against a wide variety of organisms. In addition, the availability of the genes encoding the enzymes for the pathway of 7-epi-zingiberene derivatives makes it possible to introduce this trait in cultivated tomato by precision breeding.
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- 2021
5. A single promoter-TALE system for tissue-specific and tuneable expression of multiple genes in rice
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Florence Danila, Tom Schreiber, Maria Ermakova, Lei Hua, Daniela Vlad, Shuen‐Fang Lo, Yi‐Shih Chen, Julia Lambret‐Frotte, Anna S. Hermanns, Benedikt Athmer, Susanne von Caemmerer, Su‐May Yu, Julian M. Hibberd, Alain Tissier, Robert T. Furbank, Steven Kelly, and Jane A. Langdale
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Genes, Reporter ,Oryza ,Plant Science ,Transgenes ,Plants ,Plants, Genetically Modified ,Promoter Regions, Genetic ,Agronomy and Crop Science ,Biotechnology - Abstract
In biological discovery and engineering research, there is a need to spatially and/or temporally regulate transgene expression. However, the limited availability of promoter sequences that are uniquely active in specific tissue-types and/or at specific times often precludes co-expression of multiple transgenes in precisely controlled developmental contexts. Here, we developed a system for use in rice that comprises synthetic designer transcription activator-like effectors (dTALEs) and cognate synthetic TALE-activated promoters (STAPs). The system allows multiple transgenes to be expressed from different STAPs, with the spatial and temporal context determined by a single promoter that drives expression of the dTALE. We show that two different systems—dTALE1-STAP1 and dTALE2-STAP2—can activate STAP-driven reporter gene expression in stable transgenic rice lines, with transgene transcript levels dependent on both dTALE and STAP sequence identities. The relative strength of individual STAP sequences is consistent between dTALE1 and dTALE2 systems but differs between cell-types, requiring empirical evaluation in each case. dTALE expression leads to off-target activation of endogenous genes but the number of genes affected is substantially less than the number impacted by the somaclonal variation that occurs during the regeneration of transformed plants. With the potential to design fully orthogonal dTALEs for any genome of interest, the dTALE-STAP system thus provides a powerful approach to fine-tune the expression of multiple transgenes, and to simultaneously introduce different synthetic circuits into distinct developmental contexts.
- Published
- 2022
6. Medicago TERPENE SYNTHASE 10 is involved in defense against an oomycete root pathogen
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Alain Tissier, Andrea Porzel, Susanne Baldermann, Heena Yadav, Aleksandr Gavrin, Bettina Hause, Dorothée Dreher, and Benedikt Athmer
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Physiology ,Zoospore ,Nicotiana tabacum ,Plant Science ,Aphanomyces ,Plant Roots ,Gene Expression Regulation, Enzymologic ,Microbiology ,Gene Expression Regulation, Plant ,ddc:570 ,Medicago truncatula ,Genetics ,Root rot ,ddc:610 ,Disease Resistance ,Plant Diseases ,Plant Proteins ,Oomycete ,Alkyl and Aryl Transferases ,Medicago ,biology ,Gene Expression Profiling ,fungi ,food and beverages ,biology.organism_classification ,Host-Pathogen Interactions ,Institut für Ernährungswissenschaft ,Aphanomyces euteiches ,Heterologous expression ,Sesquiterpenes ,Research Article - Abstract
In nature, plants interact with numerous beneficial or pathogenic soil-borne microorganisms. Plants have developed various defense strategies to expel pathogenic microbes, some of which function soon after pathogen infection. We used Medicago truncatula and its oomycete pathogen Aphanomyces euteiches to elucidate early responses of the infected root. A. euteiches causes root rot disease in legumes and is a limiting factor in legume production. Transcript profiling of seedlings and adult plant roots inoculated with A. euteiches zoospores for 2 h revealed specific upregulation of a gene encoding a putative sesquiterpene synthase (M. truncatula TERPENE SYNTHASE 10 [MtTPS10]) in both developmental stages. MtTPS10 was specifically expressed in roots upon oomycete infection. Heterologous expression of MtTPS10 in yeast led to production of a blend of sesquiterpenes and sesquiterpene alcohols, with NMR identifying a major peak corresponding to himalachol. Moreover, plants carrying a tobacco (Nicotiana tabacum) retrotransposon Tnt1 insertion in MtTPS10 lacked the emission of sesquiterpenes upon A. euteiches infection, supporting the assumption that the identified gene encodes a multiproduct sesquiterpene synthase. Mttps10 plants and plants with reduced MtTPS10 transcript levels created by expression of an MtTPS10-artificial microRNA in roots were more susceptible to A. euteiches infection than were the corresponding wild-type plants and roots transformed with the empty vector, respectively. Sesquiterpenes produced by expression of MtTPS10 in yeast also inhibited mycelial growth and A. euteiches zoospore germination. These data suggest that sesquiterpene production in roots by MtTPS10 plays a previously unrecognized role in the defense response of M. truncatula against A. euteiches.
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- 2019
7. Tomato MYB21 Acts in Ovules to Mediate Jasmonate-Regulated Fertility
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Hiroshi Ezura, Benedikt Athmer, Ivan F. Acosta, Sylvestre Marillonnet, Gerd Hause, Yoshihiro Okabe, Ramona Schubert, Bettina Hause, Danuše Tarkowská, Cornelia Gruber, Susanne Dobritzsch, and Tom Schreiber
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0106 biological sciences ,0301 basic medicine ,TILLING ,Plant Infertility ,Mutant ,Down-Regulation ,Plant Science ,Cyclopentanes ,Flowers ,Biology ,01 natural sciences ,03 medical and health sciences ,chemistry.chemical_compound ,Solanum lycopersicum ,Plant Growth Regulators ,Gene Expression Regulation, Plant ,Arabidopsis ,Arabidopsis thaliana ,MYB ,Jasmonate ,Oxylipins ,Research Articles ,Plant Proteins ,Ovule ,Indoleacetic Acids ,Arabidopsis Proteins ,Jasmonic acid ,fungi ,Wild type ,food and beverages ,Cell Biology ,biology.organism_classification ,Gibberellins ,Cell biology ,030104 developmental biology ,Fertility ,Phenotype ,chemistry ,Fruit ,Mutation ,010606 plant biology & botany ,Transcription Factors - Abstract
The function of the plant hormone jasmonic acid (JA) in the development of tomato (Solanum lycopersicum) flowers was analyzed with a mutant defective in JA perception (jasmonate-insensitive1-1, jai1-1). In contrast with Arabidopsis (Arabidopsis thaliana) JA-insensitive plants, which are male sterile, the tomato jai1-1 mutant is female sterile, with major defects in female development. To identify putative JA-dependent regulatory components, we performed transcriptomics on ovules from flowers at three developmental stages from wild type and jai1-1 mutants. One of the strongly downregulated genes in jai1-1 encodes the MYB transcription factor SlMYB21. Its Arabidopsis ortholog plays a crucial role in JA-regulated stamen development. SlMYB21 was shown here to exhibit transcription factor activity in yeast, to interact with SlJAZ9 in yeast and in planta, and to complement Arabidopsis myb21-5. To analyze SlMYB21 function, we generated clustered regularly interspaced short palindromic repeats(CRISPR)/CRISPR associated protein 9 (Cas9) mutants and identified a mutant by Targeting Induced Local Lesions in Genomes (TILLING). These mutants showed female sterility, corroborating a function of MYB21 in tomato ovule development. Transcriptomics analysis of wild type, jai1-1, and myb21-2 carpels revealed processes that might be controlled by SlMYB21. The data suggest positive regulation of JA biosynthesis by SlMYB21, but negative regulation of auxin and gibberellins. The results demonstrate that SlMYB21 mediates at least partially the action of JA and might control the flower-to-fruit transition.
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- 2019
8. A piperic acid CoA ligase produces a putative precursor of piperine, the pungent principle from black pepper fruits
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Thomas Vogt, Wolfgang Brandt, Benedikt Athmer, Frank Schumacher, Arianne Schnabel, Angela Schaks, Fernando Cotinguiba, Changqing Yang, Bernhard Westermann, and Andrea Porzel
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0106 biological sciences ,0301 basic medicine ,Polyunsaturated Alkamides ,Plant Science ,Biology ,01 natural sciences ,Ferulic acid ,Ligase Gene ,03 medical and health sciences ,chemistry.chemical_compound ,Alkaloids ,Piperidines ,Pepper ,Coenzyme A Ligases ,Genetics ,Caffeic acid ,Benzodioxoles ,Gene Silencing ,Plant Proteins ,chemistry.chemical_classification ,DNA ligase ,Phenylpropanoid ,food and beverages ,Cell Biology ,030104 developmental biology ,chemistry ,Biochemistry ,Piperine ,Fruit ,Piper nigrum ,Piperic acid ,010606 plant biology & botany - Abstract
Black pepper (Piper nigrum L.) is known for its high content of piperine, a cinnamoyl amide derivative regarded as largely responsible for the pungent taste of this widely used spice. Despite its long history and worldwide use, the biosynthesis of piperine and related amides has been enigmatic up to now. In this report we describe a specific piperic acid CoA ligase from immature green fruits of P. nigrum. The corresponding enzyme was cloned and functionally expressed in E. coli. The recombinant enzyme displays a high specificity for piperic acid and does not accept the structurally related feruperic acid characterized by a similar C-2 extension of the general C6-C3 phenylpropanoid structure. The enzyme is also inactive with the standard set of hydroxycinnamic acids tested including caffeic acid, 4-coumaric acid, ferulic acid, and sinapic acid. Substrate specificity is corroborated by in silico modelling that suggests a perfect fit for the substrate piperic acid to the active site of the piperic acid CoA ligase. The CoA ligase gene shows its highest expression levels in immature green fruits, is also expressed in leaves and flowers, but not in roots. Virus-induced gene silencing provided some preliminary indications that the production of piperoyl-CoA is required for the biosynthesis of piperine in black pepper fruits.
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- 2019
9. Phosphorylation-dependent control of an RNA granule-localized protein that fine-tunes defence gene expression at a post-transcriptional level
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Lennart Eschen-Lippold, Martina Brode, Justin Lee, Benedikt Athmer, Wolfgang Hoehenwarter, Manaswita Baruah, Dierk Scheel, Naheed Tabassum, Gerd Hause, and Luis David Maldonado-Bonilla
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0106 biological sciences ,0301 basic medicine ,Arabidopsis ,Gene Expression ,Plant Science ,Biology ,01 natural sciences ,Transcriptome ,03 medical and health sciences ,Stress granule ,Gene Expression Regulation, Plant ,Gene expression ,Genetics ,Plant Immunity ,RNA, Messenger ,Phosphorylation ,Protein kinase A ,Post-transcriptional regulation ,Plant Diseases ,Messenger RNA ,Protein turnover ,RNA-Binding Proteins ,Translation (biology) ,Cell Biology ,Cell biology ,Protein Transport ,030104 developmental biology ,010606 plant biology & botany ,Signal Transduction ,Transcription Factors - Abstract
Mitogen-activated protein kinase (MAPK) cascades are key signalling modules of plant defence responses to pathogen-associated molecular patterns [PAMPs; e.g. the bacterial peptide flagellin (flg22)]. Tandem zinc finger protein 9 (TZF9) is a RNA-binding protein that is phosphorylated by two PAMP-responsive MAPKs, MPK3 and MPK6. We mapped the major phosphosites in TZF9 and showed their importance for controlling in vitro RNA-binding activity, in vivo flg22-induced rapid disappearance of TZF9-labelled processing body-like structures and TZF9 protein turnover. Microarray analysis showed a strong discordance between transcriptome (total mRNA) and translatome (polysome-associated mRNA) in the tzf9 mutant, with more mRNAs associated with ribosomes in the absence of TZF9. This suggests that TZF9 may sequester and inhibit the translation of subsets of mRNAs. Fittingly, TZF9 physically interacts with poly(A)-binding protein 2 (PAB2), a hallmark constituent of stress granules - sites for stress-induced translational stalling/arrest. TZF9 even promotes the assembly of stress granules in the absence of stress. Hence, MAPKs may control defence gene expression post-transcriptionally through release from translation arrest within TZF9-PAB2-containing RNA granules or by perturbing the function of PAB2 in translation control (e.g. in the mRNA closed-loop model of translation).
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- 2018
10. Multi-omics of tomato glandular trichomes reveals distinct features of central carbon metabolism supporting high productivity of specialized metabolites
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Wolfgang Hoehenwarter, Nick Bergau, Gerd Ulrich Balcke, Petra Majovsky, Benedikt Athmer, Alain Tissier, Anja Henning, José M. Jiménez-Gómez, Stefan Bennewitz, Department of Cell and Metabolic Biology, Leibniz Institute of Plant Biochemistry (IPB), Proteome Analytics, Institut Jean-Pierre Bourgin (IJPB), Institut National de la Recherche Agronomique (INRA)-AgroParisTech, Université Paris-Saclay, Max Planck Institute for Plant Breeding Research (MPIPZ), and Deutsche Forschungsgemeinschaft (Grant TI 800/1)
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0106 biological sciences ,0301 basic medicine ,[SDV]Life Sciences [q-bio] ,Malic enzyme ,Plant Science ,tomato ,Photosynthesis ,01 natural sciences ,trichome ,03 medical and health sciences ,tomate ,Metabolomics ,Gene Expression Regulation, Plant ,Botany ,Large-Scale Biology Article ,2. Zero hunger ,secondary metabolism ,biology ,fungi ,Plant physiology ,food and beverages ,Cell Biology ,Metabolism ,Trichomes ,métabolisme secondaire ,biology.organism_classification ,Terpenoid ,Trichome ,Carbon ,Plant Leaves ,030104 developmental biology ,Biochemistry ,solanum lycopersicum ,métabolisme du carbone ,Solanum ,010606 plant biology & botany - Abstract
Glandular trichomes are metabolic cell factories with the capacity to produce large quantities of secondary metabolites. Little is known about the connection between central carbon metabolism and metabolic productivity for secondary metabolites in glandular trichomes. To address this gap in our knowledge, we performed comparative metabolomics, transcriptomics, proteomics, and (13)C-labeling of type VI glandular trichomes and leaves from a cultivated (Solanum lycopersicum LA4024) and a wild (Solanum habrochaites LA1777) tomato accession. Specific features of glandular trichomes that drive the formation of secondary metabolites could be identified. Tomato type VI trichomes are photosynthetic but acquire their carbon essentially from leaf sucrose. The energy and reducing power from photosynthesis are used to support the biosynthesis of secondary metabolites, while the comparatively reduced Calvin-Benson-Bassham cycle activity may be involved in recycling metabolic CO2 Glandular trichomes cope with oxidative stress by producing high levels of polyunsaturated fatty acids, oxylipins, and glutathione. Finally, distinct mechanisms are present in glandular trichomes to increase the supply of precursors for the isoprenoid pathways. Particularly, the citrate-malate shuttle supplies cytosolic acetyl-CoA and plastidic glycolysis and malic enzyme support the formation of plastidic pyruvate. A model is proposed on how glandular trichomes achieve high metabolic productivity.
- Published
- 2017
- Full Text
- View/download PDF
11. Regulation of gene expression by chromosome 5A during cold hardening in wheat
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Patrick Schweizer, Dragan Perovic, Nils Stein, Gábor Galiba, Attila Szűcs, Ildikó Vashegyi, Axel Himmelbach, Gábor Kocsy, and Benedikt Athmer
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0106 biological sciences ,Transcription, Genetic ,Regulator ,Biology ,01 natural sciences ,Chromosomes, Plant ,03 medical and health sciences ,Transcription (biology) ,Gene Expression Regulation, Plant ,Hardness ,Gene expression ,Genetics ,Cold acclimation ,Transcriptional regulation ,Molecular Biology ,Gene ,Triticum ,030304 developmental biology ,2. Zero hunger ,Regulation of gene expression ,0303 health sciences ,Gene Expression Profiling ,General Medicine ,Cold Temperature ,Multigene Family ,Cold hardening ,010606 plant biology & botany - Abstract
Cold hardening is necessary to achieve the genetically determined maximum freezing tolerance and to reduce yield losses in winter cereals. The aim of the present study was to determine a set of genes with an important role in this process, by comparing of chromosome 5A substitution lines with different levels of freezing tolerance, since chromosome 5A is a major regulator of this trait. During 21 days of treatment at 2 degrees C, 303 genes were up-regulated, while 222 were down-regulated at most sampling points, and 156 at around half of them (out of the 10,297 unigenes studied). The freezing-tolerant substitution line exhibited 1.5 times as many differentially expressed genes than the sensitive one. The transcription of 78 genes (39 up-regulated) proved to be chromosome 5A-dependent. These genes encoded proteins involved in transcriptional regulation, defence processes and carbohydrate metabolism. Three of the chromosome 5A-related genes, coding for a cold-responsive, a Ca-binding and an embryo and meristem-related protein, were genetically mapped and characterized in further detail. The present experimental system was appropriate for the selection of chromosome 5A-related genes involved in short- and long-term cold acclimation in wheat. By modifying the expression of these genes it may be possible to improve freezing tolerance.
- Published
- 2009
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