Cloned (Comment) | Organism |
---|---|
expression of wild-type and mutant YwhBs in Escherichia coli strain BL21(DE3)pLysS | Bacillus subtilis |
Protein Variants | Comment | Organism |
---|---|---|
P1A | site-directed mutagenesis, inactive mutant | Bacillus subtilis |
R11A | site-directed mutagenesis, inactive mutant | Bacillus subtilis |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
2-hydroxy-2,4-pentadienoate | Bacillus subtilis | - |
2-oxopent-3-enoic acid | - |
? | |
2-oxo-4-hexenedioate | Pseudomonas putida | via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate | 2-oxo-3-hexenedioate | - |
? | |
2-oxo-4-hexenedioate | Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182 | via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate | 2-oxo-3-hexenedioate | - |
? | |
phenylenolpyruvate | Bacillus subtilis | - |
phenylpyruvate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Bacillus subtilis | - |
- |
- |
Pseudomonas putida | - |
- |
- |
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182 | - |
- |
- |
Purification (Comment) | Organism |
---|---|
recombinant wild-type and mutant YwhBs from Escherichia coli strain BL21(DE3)pLysS | Bacillus subtilis |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate | 1,3- and 1,5-keto-enol tautomerization reactions are observed for 2-hydroxy-2,4-hexadienedioate. YwhB converts it to the 3S isomer of 2-oxo-4-hexenedioate in a highly stereoselective manner | Bacillus subtilis | (2E)-5-oxohex-2-enedioate | main product | ? | |
2-hydroxy-2,4-hexadienedioate | 4-OT with 2-hydroxy-2,4-hexadienedioate in D2O results in a racemic mixture of 2-oxo-[3-2H]-4-hexenedioate, suggesting that 4-OT may not catalyze a 1,3-keto-enol tautomerization reaction using this dienol | Pseudomonas putida | 2-oxo-3,4-hexenedioate | - |
? | |
2-hydroxy-2,4-hexadienedioate | 4-OT with 2-hydroxy-2,4-hexadienedioate in D2O results in a racemic mixture of 2-oxo-[3-2H]-4-hexenedioate, suggesting that 4-OT may not catalyze a 1,3-keto-enol tautomerization reaction using this dienol | Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182 | 2-oxo-3,4-hexenedioate | - |
? | |
2-hydroxy-2,4-pentadienoate | - |
Bacillus subtilis | 2-oxopent-3-enoic acid | - |
? | |
2-oxo-4-hexenedioate | via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate | Pseudomonas putida | 2-oxo-3-hexenedioate | - |
? | |
2-oxo-4-hexenedioate | via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate | Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182 | 2-oxo-3-hexenedioate | - |
? | |
additional information | ketonization of two monoacid substrates, 2-hydroxy-2,4-pentadienoate and phenylenolpyruvate, produces a mixture of stereoisomers, 2-keto-3-[2H]-4-pentenoate and 3-[2H]-phenylpyruvate, where the (3R)-isomers predominate | Pseudomonas putida | ? | - |
? | |
additional information | YwhB has a relatively non-specific 1,3- and 1,5-keto-enol tautomerase activity, converting 2-hydroxy-2,4-pentadienoate to 2-oxo-4-pentenoate, and phenylenolpyruvate to phenylpyruvate. But YwhB is a more efficient 1,3-keto-enol tautomerase than it is a 1,5-keto-enol tautomerase, and residues Pro-1 and Arg-11 are critical residues for these two activities | Bacillus subtilis | ? | - |
? | |
additional information | ketonization of two monoacid substrates, 2-hydroxy-2,4-pentadienoate and phenylenolpyruvate, produces a mixture of stereoisomers, 2-keto-3-[2H]-4-pentenoate and 3-[2H]-phenylpyruvate, where the (3R)-isomers predominate | Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182 | ? | - |
? | |
phenylenolpyruvate | - |
Bacillus subtilis | phenylpyruvate | - |
? |
Subunits | Comment | Organism |
---|---|---|
hexamer | - |
Bacillus subtilis |
hexamer | - |
Pseudomonas putida |
Synonyms | Comment | Organism |
---|---|---|
4-OT | - |
Pseudomonas putida |
4-oxalocrotonate tautomerase | - |
Bacillus subtilis |
4-oxalocrotonate tautomerase | - |
Pseudomonas putida |
YwhB | - |
Bacillus subtilis |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
23 | - |
assay at | Bacillus subtilis |
23 | - |
assay at | Pseudomonas putida |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.3 | - |
assay at | Bacillus subtilis |
7.3 | - |
assay at | Pseudomonas putida |
General Information | Comment | Organism |
---|---|---|
malfunction | covalent modification of Pro-1 by 3-bromopropiolate inactivates YwhB, implicating Pro-1 as a critical catalytic residue in the conversion of phenylenolpyruvate to phenylpyruvate | Bacillus subtilis |