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Literature summary for 2.4.1.81 extracted from
- Identification and characterization of two new 1-O-acyl-glucose-ester forming glucosyltransferases from Erigeron breviscapus (2019), J. Agric. Food Chem., 67, 2848-2855 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| UGT75L25, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis and tree, recombinant expression in Escherichia coli | Erigeron breviscapus |
| UGT75X1, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis and tree, recombinant expression in Escherichia coli | Erigeron breviscapus |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| Co2+ | - |
Erigeron breviscapus |  |
| Cu2+ | - |
Erigeron breviscapus | |
| additional information | no inhibition by EDTA; no inhibition by EDTA | Erigeron breviscapus | |
| Zn2+ | - |
Erigeron breviscapus | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0699 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.088 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.1288 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.2208 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.254 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.329 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| UDP-glucose + 5,7,3',4'-tetrahydroxyflavone | Erigeron breviscapus | - |
UDP + 7-O-beta-D-glucosyl-5,7,3',4'-tetrahydroxyflavone | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Erigeron breviscapus | A0A4D6J6N6 | - |
- |
| Erigeron breviscapus | A0A4D6J6W7 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant UGT75L25 from Escherichia coli by affinity chromatography on chitin | Erigeron breviscapus |
| recombinant UGT75X1 from Escherichia coli by affinity chromatography on chitin | Erigeron breviscapus |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| UDP-glucose + 5,7,3',4'-tetrahydroxyflavone = UDP + 7-O-beta-D-glucosyl-5,7,3',4'-tetrahydroxyflavone | GTs are generally regarded as unidirectional catalysts that drive the formation of glycosidic bonds from NDP-sugar donors and aglycon acceptors according to a nucleophilic substitution mechanism (SN2). An SN2 attack by the aromatic hydroxyl or carboxylate oxygen to the anomeric carbon of UDP-glucose is performed in the aromatic O-glucoside or acyl-glucose ester forming reactions | Erigeron breviscapus | |
| UDP-glucose + 5,7,3',4'-tetrahydroxyflavone = UDP + 7-O-beta-D-glucosyl-5,7,3',4'-tetrahydroxyflavone | GTs are generally regarded as unidirectional catalysts that drive the formation of glycosidic bonds from NDP-sugar donors and aglycon acceptors according to a nucleophilic substitution mechanism (SN2). An SN2 attack by the aromatic hydroxyl or carboxylate oxygen to the anomeric carbon of UDP-glucose is performed in the aromatic O-glucoside or acyl-glucoseester forming reactions | Erigeron breviscapus |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| leaf | transcriptome sequencing in leaves | Erigeron breviscapus | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 2-nitrophenyl-beta-D-glucopyranoside + chrysin | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
r | |
| 2-nitrophenyl-beta-D-glucopyranoside + chrysin | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
? | |
| 2-nitrophenyl-beta-D-glucopyranoside + oroxylin A | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
r | |
| 2-nitrophenyl-beta-D-glucopyranoside + oroxylin A | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
? | |
| 2-nitrophenyl-beta-D-glucopyranoside + wogonin | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
r | |
| 2-nitrophenyl-beta-D-glucopyranoside + wogonin | - |
Erigeron breviscapus | 2-nitrophenol + 5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside | - |
? | |
| additional information | the enzyme exhibits broad substrate specificity toward 21 structurally diverse types of phenolic acids, including (hydroxy)cinnamates, vanillic acid, 3-hydroxycoumarin, and 7-hydroxyflavonoids, overview. The optimized model reactions are performed with 2-nitrophenyl-beta-D-glucopyranoside as a sugar donor and diverse substrates as acceptors under the catalysis of UGT75L25. With a relatively broad substrate promiscuity, diverse 1-O-acyl-glucose-esters and glucosides are produced by the EbUGTs. Reversible glucosylation in the one-pot reaction coupled by UGT75L25 with oroxylin A, wogonin, and chrysin as acceptors and 2-nitrophenyl-beta-D-glucopyranoside as donor. Conversions of 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside, 5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside, and 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranoside are 58%, 20%, and 27%, respectively | Erigeron breviscapus | ? | - |
- |
|
| additional information | the enzyme exhibits broad substrate specificity toward 21 structurally diverse types of phenolic acids, including (hydroxy)cinnamates, vanillic acid, 3-hydroxycoumarin, and 7-hydroxyflavonoids, overview. The optimized model reactions are performed with 2-nitrophenyl-beta-D-glucopyranoside as a sugar donor and diverse substrates as acceptors under the catalysis of UGT75X1. With a relatively broad substrate promiscuity, diverse 1-O-acyl-glucose-esters and glucosides are produced by the EbUGTs. No activity with chrysin, luteolin, quercetin, genistein, and vanillic acid with UDP-glucose as donor | Erigeron breviscapus | ? | - |
- |
|
| UDP-glucose + 2-chlorocinnamic acid | low activity | Erigeron breviscapus | UDP + 1-O-[2-chlorocinnamoyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 2-coumaric acid | high activity | Erigeron breviscapus | UDP + 1-O-[2-coumaroyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 2-methylcinnamic acid | - |
Erigeron breviscapus | UDP + 1-O-[2-methylcinnamoyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 3-chlorocinnamic acid | low activity | Erigeron breviscapus | UDP + 1-O-[3-chlorocinnamoyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 3-hydroxycoumarin | high activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + 3-hydroxycoumarin | higher activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + 4-coumaric acid | - |
Erigeron breviscapus | UDP + 1-O-[4-coumaroyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 4-coumaric acid | high activity | Erigeron breviscapus | UDP + 1-O-[4-coumaroyl]-beta-D-glucopyranose | - |
? | |
| UDP-glucose + 5,7,3',4'-tetrahydroxyflavone | - |
Erigeron breviscapus | UDP + 7-O-beta-D-glucosyl-5,7,3',4'-tetrahydroxyflavone | - |
? | |
| UDP-glucose + apigenin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + apigenin | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + baicalein | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + baicalein | high activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + biochanin A | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + biochanin A | very low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + caffeic acid | - |
Erigeron breviscapus | UDP + 1-O-caffeoyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + caffeic acid | low activity | Erigeron breviscapus | UDP + 1-O-caffeoyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + chrysin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + chrysin | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + ferulic acid | - |
Erigeron breviscapus | UDP + 1-O-feruolyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + ferulic acid | higher activity | Erigeron breviscapus | UDP + 1-O-feruolyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + genistein | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + luteolin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + naringenin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + oroxylin A | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + oroxylin A | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + quercetin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + scutellarein | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + scutellarein | high activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + sinapic acid | - |
Erigeron breviscapus | UDP + 1-O-sinapoyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + sinapic acid | low activity | Erigeron breviscapus | UDP + 1-O-sinapoyl-beta-D-glucopyranose | - |
? | |
| UDP-glucose + vanillic acid | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + wogonin | - |
Erigeron breviscapus | UDP + ? | - |
? | |
| UDP-glucose + wogonin | low activity | Erigeron breviscapus | UDP + ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| EbUGT | - |
Erigeron breviscapus |
| flavonoid 7-O-UGT | - |
Erigeron breviscapus |
| UGT75L25 | - |
Erigeron breviscapus |
| UGT75X1 | - |
Erigeron breviscapus |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | 40 | recombinant enzyme | Erigeron breviscapus |
| 40 | 50 | recombinant enzyme | Erigeron breviscapus |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0097 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.0125 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.0147 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.0332 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.0338 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.0505 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 6 | - |
assay at | Erigeron breviscapus |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.067 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.097 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.103 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.139 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.199 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
| 0.377 | - |
4-coumaric acid | pH 6.0, 40°C, recombinant enzyme | Erigeron breviscapus | |
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