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Literature summary for 2.3.1.91 extracted from
- Sinapate esters in brassicaceous plants: biochemistry, molecular biology, evolution and metabolic engineering (2010), Planta, 232, 19-35.
Application
| Application | Comment | Organism |
|---|---|---|
| agriculture | targeted metabolic engineering, designed to generate low-sinapate ester lines of Brassica napus, because sinaoate esters hamper to use of Brassica napus as animal feeding crop | Brassica napus |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| DNA and amino acid sequence determination and analysis, phylogenetic analysis | Arabidopsis thaliana |
| homology-based cloning strategy, DNA and amino acid sequence determination and analysis, phylogenetic analysis | Brassica napus |
Protein Variants
| Protein Variants | Comment | Organism |
|---|---|---|
| additional information | metabolic engineering by dsRNAi technique allowing effient gene silencing in a polyploid genetic background, silencing SCT. Suppression of SCT in Arabidopsis thaliana results in a reduction of seed sinapine content by 52% compared to the wild-type. Construction of a T-DNA insertion mutant lacking SCT activity | Arabidopsis thaliana |
| additional information | metabolic engineering by dsRNAi technique allowing effient gene silencing in a polyploid genetic background, silencing SCT. Suppression of SCT in Brassica napus results in a reduction of seed sinapine compared to the wild-type | Brassica napus |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 1-O-sinapoyl-beta-D-glucose + choline | Brassica napus | - |
D-glucose + sinapoylcholine | - |
? |  |
| 1-O-sinapoyl-beta-D-glucose + choline | Arabidopsis thaliana | - |
D-glucose + sinapoylcholine | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Arabidopsis thaliana | Q8VZU3 | - |
- |
| Brassica napus | - |
- |
- |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| 1-O-sinapoyl-beta-D-glucose + choline = D-glucose + sinapoylcholine | catalytic mechanism, a double displacement ping-pong mechanism would require water exclusion from the active center to prevent hydrolysis. Since this assumption is not supported by the SCT structure model | Brassica napus | |
| 1-O-sinapoyl-beta-D-glucose + choline = D-glucose + sinapoylcholine | Ser-His-Asp catalytic triad, catalytic mechanism, a double displacement ping-pong mechanism would require water exclusion from the active center to prevent hydrolysis, overview. Since this assumption is not supported by the SCT structure model | Arabidopsis thaliana |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| seed | - |
Brassica napus | - |
| seed | - |
Arabidopsis thaliana | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 1-O-sinapoyl-beta-D-glucose + choline | - |
Brassica napus | D-glucose + sinapoylcholine | - |
? | |
| 1-O-sinapoyl-beta-D-glucose + choline | - |
Arabidopsis thaliana | D-glucose + sinapoylcholine | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| SCT | - |
Brassica napus |
| SCT | - |
Arabidopsis thaliana |
| sinapoylglucose: choline sinapoyltransferase | - |
Brassica napus |
| sinapoylglucose:choline sinapoyltransferase | - |
Arabidopsis thaliana |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | evolutionary ancestry of the sinapoyltransferases sinapoylglucose:L-malate sinapoyltransferase and sinapoylglucose:choline sinapoyltransferase with serine carboxypeptidases, molecular mechanisms, overview | Arabidopsis thaliana |
| evolution | evolutionary ancestry of the sinapoyltransferases sinapoylglucose:L-malate sinapoyltransferase and sinapoylglucose:choline sinapoyltransferase with serine carboxypeptidases, molecular mechanisms, overview. Phylogenetic clustering of the sinapoyltransferases SMT and SCT and of sinapine esterase BnSCE3 | Brassica napus |
| malfunction | a T-DNA insertion mutant lacking SCT activity reveals increased betaine levels in seeds due to increased endogenous choline supply as a consequence of blocked sinapine synthesis | Arabidopsis thaliana |
| malfunction | down-regulation of BnSCT is accompanied by an increase in the level of free choline that is not channelled into sinapine | Brassica napus |
| metabolism | 1-O-sinapoylglucose, produced by UDP-glucose:sinapate glucosyltransferase, SGT EC 2.4.1.120, during seed development, is converted to sinapine by sinapoylglucose:choline sinapoyltransferase, SCT, and hydrolyzed by sinapoylcholine (sinapine) esterase, SCE, in germinating seeds. The released sinapate feeds via sinapoylglucose into the biosynthesis of sinapoylmalate in the seedlings catalyzed by sinapoylglucose:L-malate sinapoyltransferase, SMT, pathway of sinapate ester biosynthesis, overview. The metabolic pool size of sinapoylglucose in brassicaceous plants is dependent on its turnover rate, developmentally regulated via differential expression of enzymes involved | Arabidopsis thaliana |
| metabolism | 1-O-sinapoylglucose, produced by UDP-glucose:sinapate glucosyltransferase, SGT, during seed development, is converted to sinapine by sinapoylglucose:choline sinapoyltransferase , SCT, and hydrolyzed by sinapoylcholine (sinapine) esterase, SCE, in germinating seeds. The released sinapate feeds via sinapoylglucose into the biosynthesis of sinapoylmalate in the seedlings catalyzed by sinapoylglucose:L-malate sinapoyltransferase, SMT, pathway of sinapate ester biosynthesis, overview. The metabolic pool size of sinapoylglucose in brassicaceous plants is dependent on its turnover rate, developmentally regulated via differential expression of enzymes involved | Brassica napus |
| physiological function | in brassicaceous plants like Arabidpsis thaliana and Brassica napus sinapate is channelled via 1-O-sinapoyl-beta-glucose to various sinapate esters of which 2-O-sinapoyl-L-malate, a proven UV-shielding component, partially accumulates in vacuoles of the leaf epidermis | Brassica napus |
| physiological function | in brassicaceous plants like Arabidpsis thaliana and Brassica napus sinapate is channelled via 1-O-sinapoyl-beta-glucose to various sinapate esters of which 2-O-sinapoyl-L-malate, a proven UV-shielding component, partially accumulates in vacuoles of the leaf epidermis | Arabidopsis thaliana |
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