ArticlePlant physiology2014
Determination of the Structure and Catalytic Mechanism of Sorghum bicolor Caffeic Acid O-Methyltransferase and the Structural Impact of Three brown midrib12 Mutations.
Article in Plant physiology, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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Who cites it
22 citing papers in PubMed, 39 citations in OpenAlex.
- Structural dynamics of the π-stacking network governing cofactor-substrate cooperativity of SbSOMT methyltransferase.Communications chemistry · 2026Article
- Grass lignin: biosynthesis, biological roles, and industrial applications.Frontiers in plant science · 2024Review
- Structure of methyltransferase RedM that forms the dimethylpyrrolinium of the bisindole reductasporine.The Journal of biological chemistry · 2024Article
- Exogenous Methyl Jasmonate Mediated MiRNA-mRNA Network Improves Heat Tolerance of Perennial Ryegrass.International journal of molecular sciences · 2023Article
- Regioselective stilbene O-methylations in Saccharinae grasses.Nature communications · 2023Article
- Functional Diversification and Structural Origins of Plant Natural Product Methyltransferases.Molecules (Basel, Switzerland) · 2022Review
- Maize nicotinate N-methyltransferase interacts with the NLR protein Rp1-D21 and modulates the hypersensitive response.Molecular plant pathology · 2021Article
- Phenylpropanoid Biosynthesis Gene Expression Precedes Lignin Accumulation During Shoot Development in Lowland and Upland Switchgrass Genotypes.Frontiers in plant science · 2021Article
- Structure and Function of the Cytochrome P450 Monooxygenase Cinnamate 4-hydroxylase fromPlant physiology · 2020Article
- The Biosynthetic Pathway of Major Avenanthramides in Oat.Metabolites · 2019Article
- Common metabolic networks contribute to carbon sink strength of sorghum internodes: implications for bioenergy improvement.Biotechnology for biofuels · 2019Article
- Molecular Cloning and Characterization of aInternational journal of molecular sciences · 2018Article
- Biochemical and Structural Analysis of Substrate Specificity of a Phenylalanine Ammonia-Lyase.Plant physiology · 2018Article
- Overexpression of the Sorghum bicolor SbCCoAOMT alters cell wall associated hydroxycinnamoyl groups.PloS one · 2018Article
- The Enzyme Activity and Substrate Specificity of Two Major Cinnamyl Alcohol Dehydrogenases in Sorghum (Plant physiology · 2017Article
- Crystal structure of Rv1220c, a SAM-dependent O-methyltransferase from Mycobacterium tuberculosis.Acta crystallographica. Section F, Structural biology communications · 2017Article
- Structural and Biochemical Characterization of Cinnamoyl-CoA Reductases.Plant physiology · 2017Article
- Article
- The Structure and Catalytic Mechanism of Sorghum bicolor Caffeoyl-CoA O-Methyltransferase.Plant physiology · 2016Article
- Cloning, Functional Characterization, and Catalytic Mechanism of a Bergaptol O-Methyltransferase from Peucedanum praeruptorum Dunn.Frontiers in plant science · 2016Article
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Authors and funding
9 authors at 4 institutions in 1 country.
Funding
Abstract
Using S-adenosyl-methionine as the methyl donor, caffeic acid O-methyltransferase from sorghum (Sorghum bicolor; SbCOMT) methylates the 5-hydroxyl group of its preferred substrate, 5-hydroxyconiferaldehyde. In order to determine the mechanism of SbCOMT and understand the observed reduction in the lignin syringyl-to-guaiacyl ratio of three brown midrib12 mutants that carry COMT gene missense mutations, we determined the apo-form and S-adenosyl-methionine binary complex SbCOMT crystal structures and established the ternary complex structure with 5-hydroxyconiferaldehyde by molecular modeling. These structures revealed many features shared with monocot ryegrass (Lolium perenne) and dicot alfalfa (Medicago sativa) COMTs. SbCOMT steady-state kinetic and calorimetric data suggest a random bi-bi mechanism. Based on our structural, kinetic, and thermodynamic results, we propose that the observed reactivity hierarchy among 4,5-dihydroxy-3-methoxycinnamyl (and 3,4-dihydroxycinnamyl) aldehyde, alcohol, and acid substrates arises from the ability of the aldehyde to stabilize the anionic intermediate that results from deprotonation of the 5-hydroxyl group by histidine-267. Additionally, despite the presence of other phenylpropanoid substrates in vivo, sinapaldehyde is the preferential product, as demonstrated by its low K
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Registered trials
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