Cloned (Comment) | Organism |
---|---|
overexpressed as N-His tagged protein in Escherichia coli | Fischerella ambigua |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
L-tryptophan + D-ribulose 5-phosphate | Fischerella ambigua | key enzyme in ambiguine biosynthesis | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? | |
L-tryptophan + D-ribulose 5-phosphate | Fischerella ambigua UTEX1903 | key enzyme in ambiguine biosynthesis | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Fischerella ambigua | V5TF65 | - |
- |
Fischerella ambigua UTEX1903 | V5TF65 | - |
- |
Purification (Comment) | Organism |
---|---|
- |
Fischerella ambigua |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
L-tryptophan + D-ribulose 5-phosphate | key enzyme in ambiguine biosynthesis | Fischerella ambigua | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? | |
L-tryptophan + D-ribulose 5-phosphate | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate i.e. L-tryptophan isonitrile, hydroxyacetone i.e. 1-hydroxypropan-2-one. According to the proposed mechanism, the enzyme forms an imine intermediate composed of linked L-tryptophan and D-ribulose 5-phosphate, followed by loss of the phosphate group and formation of a beta-keto imine and keto-enol tautomerization. This is followed by a C-C bond cleavage, the release of hydroxyacetone, and a retro aldol type reaction that releases formaldehyde and forms the final product | Fischerella ambigua | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? | |
L-tryptophan + D-ribulose 5-phosphate | key enzyme in ambiguine biosynthesis | Fischerella ambigua UTEX1903 | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? | |
L-tryptophan + D-ribulose 5-phosphate | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate i.e. L-tryptophan isonitrile, hydroxyacetone i.e. 1-hydroxypropan-2-one. According to the proposed mechanism, the enzyme forms an imine intermediate composed of linked L-tryptophan and D-ribulose 5-phosphate, followed by loss of the phosphate group and formation of a beta-keto imine and keto-enol tautomerization. This is followed by a C-C bond cleavage, the release of hydroxyacetone, and a retro aldol type reaction that releases formaldehyde and forms the final product | Fischerella ambigua UTEX1903 | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O | - |
? |
General Information | Comment | Organism |
---|---|---|
metabolism | key enzyme in ambiguine biosynthesis | Fischerella ambigua |