Accumulation of isoflavonoids in Lotus corniculatus after UV-B irradiation

Kaducová, Mária; Eliašová, Adriana; Trush, Kristina; Bačovčinová, Michaela; Sklenková, Katarína; Paľove-Balang, Peter

doi:10.1007/s40626-021-00228-8

Cited by 8 publications

(4 citation statements)

References 36 publications

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“…The vestitol derivative ([M+H] + m/z 303) is identical to be the compound previously described in L. corniculatus (Kaducová et al 2022).…”

Section: Compoundsupporting

confidence: 56%

“…After new Lotus genome updates, 12 isogenes were found in Lotus database (Lotus BASE; Mun et al 2016). Previously designed oligonucleotides specific for 3 genes for isoflavone synthase (IFS), the key enzyme of isoflavonoids synthesis (Kaducová et al 2019) and 4 genes for pterocarpane reductase (PTR), the enzyme that produces vestitol (Kaducová et al 2022), were also employed. A list of all the oligonucleotides used is provided in Table 1S.…”

Section: Rna Extraction and Real-time Pcrmentioning

confidence: 99%

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Chitosan is involved in elicitation of vestitol production in Lotus japonicus

Trush¹,

Eliašová²,

Monje-Rueda³

et al. 2023

Biol. plant.

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Leaves of Lotus japonicus infected by powdery mildew accumulate isoflavonoids, especially vestitol and sativan as protective compounds, whereas their flavonol-glycosides or phenylpropanoic acids content were rather decreased. For a better understanding of the induction of phytoalexin production in L. japonicus, the influence of important signalling molecules, namely methyl jasmonate and salicylic acid, was tested by leaf application, up to 15 d. No effects after spraying the leaves with 0.5 mM salicylic acid were observed regarding the plant isoflavonoid content, whereas methyl jasmonate showed moderate effect on vestitol accumulation. Chitosan application led to a strong increase in vestitol content, sativan and vestitol derivative also increased. In a similar way to the effect of powdery mildew infection, the content of ferulic acid and kaempferol glycosides decreased, except for one compound, identified as kaempferol-6-deoxyhexose, that is the result of acetylation of kaempferol glycosides. The application of chitosan also led to an approximately 2.5-to 3.5-fold increase in hydrogen peroxide content, indicating the involvement of H2O2 in the chitosan signalling pathway. The activity of key enzyme of the phenolic biosynthesis, phenylalanine amonia lyase (PAL), was stimulated as well as the expression of 3 PAL-isogenes (LjPAL4, LjPAL6, and LjPAL9), whereas LjPAL8 decreased. Moreover, the expression of two key enzymes of vestitol and sativan biosythesis: pterocarpan reductase and isoflavone synthase were also strongly induced. The data suggest that chitosan acts as an elicitor of the fungal attack in Lotus japonicus that do not lead to a general stimulation of the metabolism of phenols, but rather to a specific induction of isoflavonoid-phytoalexine production, especially for production of vestitol.

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“…The vestitol derivative ([M+H] + m/z 303) is identical to be the compound previously described in L. corniculatus (Kaducová et al 2022).…”

Section: Compoundsupporting

confidence: 56%

Section: Rna Extraction and Real-time Pcrmentioning

confidence: 99%

Chitosan is involved in elicitation of vestitol production in Lotus japonicus

Trush¹,

Eliašová²,

Monje-Rueda³

et al. 2023

Biol. plant.

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“…All four IFS models have shown the lowest binding energy for LQN compared with NGN ( Table 2 ). The difference in binding energy for LQN clearly explains the preference of IFS toward LQN in natural and heterologous hosts, as stated in the literature [ 38 , 39 ]. Protein docking analysis of IFS models developed on the SWISS-MODEL server has shown slightly lower binding energies compared with models developed using Alphafold ( Table 2 ).…”

Section: Resultsmentioning

confidence: 60%

Phylogenetic Analysis and Protein Modelling of Isoflavonoid Synthase Highlights Key Catalytic Sites towards Realising New Bioengineering Endeavours

2022

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Isoflavonoid synthase (IFS) is a critical enzyme for the biosynthesis of over 2400 isoflavonoids. Isoflavonoids are an important class of plant secondary metabolites that have a range of pharmaceutical and nutraceutical properties. With growing interest in isoflavonoids from both research and industrial perspectives, efforts are being forwarded to enhance isoflavonoid production in-planta and ex-planta; therefore, in-silico analysis and characterisation of available IFS protein sequences are needed. The present study is the first-ever attempt toward phylogenetic analysis and protein modelling of available IFS protein sequences. Phylogenetic analysis has shown that IFS amino acid sequences have 86.4% pairwise identity and 26.5% identical sites, and the sequences were grouped into six different clades. The presence of a β-hairpin and extra loop at catalytic sites of Trifolium pratense, Beta vulgaris and Medicago truncatula, respectively, compared with Glycyrrhiza echinata are critical structural differences that may affect catalytic function. Protein docking highlighted the preference of selected IFS for liquiritigenin compared with naringenin and has listed T. pratense as the most efficient candidate for heterologous biosynthesis of isoflavonoids. The in-silico characterisation of IFS represented in this study is vital in realising the new bioengineering endeavours and will help in the characterisation and selection of IFS candidate enzymes for heterologous biosynthesis of isoflavonoids.

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“…is notably induced by ultraviolet (UV) radiation and the attachment of the root parasitic plant Striga hermonthica . Pterocarpan reductase (PTR) catalyzes this process, utilizing medicarpin as a substrate ( Akashi et al., 2006 ; Ueda and Sugimoto, 2010 ; Kaducova et al., 2019 ; Kaducová et al., 2022 ). Subsequently, vestitol undergoes methylation by O-methyltransferase to produce sativan, another phytoalexin that accumulates significantly upon fungal pathogen infection in alfalfa and Lotus sp ( Ingham and Harborne, 1976 ; Dewick and Martin, 1979 ; Saunders and O’neill, 2004 ; Trush et al., 2023 ).…”

Section: The Chemical Structures and Functions Of Various Isoflavonoidsmentioning

confidence: 99%

Biosynthesis and metabolic engineering of isoflavonoids in model plants and crops: a review

Wang,

Li,

Luo

2024

Front. Plant Sci.

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Isoflavonoids, the major secondary metabolites within the flavonoid biosynthetic pathway, play important roles in plant defense and exhibit free radical scavenging properties in mammals. Recent advancements in understanding the synthesis, transport, and regulation of isoflavonoids have identified their biosynthetic pathways as promising targets for metabolic engineering, offering potential benefits such as enhanced plant resistance, improved biomass, and restoration of soil fertility. This review provides an overview of recent breakthroughs in isoflavonoid biosynthesis, encompassing key enzymes in the biosynthetic pathway, transporters influencing their subcellular localization, molecular mechanisms regulating the metabolic pathway (including transcriptional and post-transcriptional regulation, as well as epigenetic modifications). Metabolic engineering strategies aimed at boosting isoflavonoid content in both leguminous and non-leguminous plants. Additionally, we discuss emerging technologies and resources for precise isoflavonoid regulation. This comprehensive review primarily focuses on model plants and crops, offering insights for more effective and sustainable metabolic engineering approaches to enhance nutritional quality and stress tolerance.

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Accumulation of isoflavonoids in Lotus corniculatus after UV-B irradiation

Cited by 8 publications

References 36 publications

Chitosan is involved in elicitation of vestitol production in Lotus japonicus

Chitosan is involved in elicitation of vestitol production in Lotus japonicus

Phylogenetic Analysis and Protein Modelling of Isoflavonoid Synthase Highlights Key Catalytic Sites towards Realising New Bioengineering Endeavours

Biosynthesis and metabolic engineering of isoflavonoids in model plants and crops: a review

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