Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
[4Fe-4S] center | the enzyme is a radical S-adenosyl-L-methionine enzyme that contains a [4Fe-4S] center and a methylcob(III)alamin cofactor. According to the proposed mechanism, the reduced iron-sulfur center donates an electron to S-adenosyl-L-methionine, resulting in homolytic cleavage of the carbon-sulfur bond to form a 5'-deoxyadenosyl radical that abstracts the hydrogen atom from the P-H bond of the substrate, forming a phosphinate-centered radical. This radical reacts with methylcob(III)alamin to produce the methylated product and cob(II)alamin, which is reduced by an unknown donor to cob(I)alamin. A potential route for restoring the latter back to methylcob(III)alamin is a nucleophilic attack on a second S-adenosyl-L-methionine molecule | Kitasatospora phosalacinea |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 S-adenosyl-L-methionine + N-acetyldemethylphosphinothricin + reduced acceptor | Kitasatospora phosalacinea | N-acetyldemethylphosphinothricin i.e. (2S)-2-acetamido-4-phosphinatobutanoate. In vivo the enzyme acts on N-acetyldemethylphosphinothricin-L-alanyl-L-alanine or N-acetyl-demethylphosphinothricin-L-alanyl-L-leucine, the intermediates in the biosynthesis of the tripeptides bialaphos and phosalacine (which inhibit plant and bacterial glutamine synthetases) | S-adenosyl-L-homocysteine + 5'-deoxyadenosine + L-methionine + N-acetylphosphinothricin + oxidized acceptor | - |
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Organism | UniProt | Comment | Textmining |
---|---|---|---|
Kitasatospora phosalacinea | A0A059U454 | - |
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Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 S-adenosyl-L-methionine + N-acetyldemethylphosphinothricin + reduced acceptor | N-acetyldemethylphosphinothricin i.e. (2S)-2-acetamido-4-phosphinatobutanoate. In vivo the enzyme acts on N-acetyldemethylphosphinothricin-L-alanyl-L-alanine or N-acetyl-demethylphosphinothricin-L-alanyl-L-leucine, the intermediates in the biosynthesis of the tripeptides bialaphos and phosalacine (which inhibit plant and bacterial glutamine synthetases) | Kitasatospora phosalacinea | S-adenosyl-L-homocysteine + 5'-deoxyadenosine + L-methionine + N-acetylphosphinothricin + oxidized acceptor | - |
? | |
2 S-adenosyl-L-methionine + N-acetyldemethylphosphinothricin + reduced acceptor | N-acetyldemethylphosphinothricin i.e. (2S)-2-acetamido-4-phosphinatobutanoate | Kitasatospora phosalacinea | S-adenosyl-L-homocysteine + 5'-deoxyadenosine + L-methionine + N-acetylphosphinothricin + oxidized acceptor | - |
? |
Synonyms | Comment | Organism |
---|---|---|
PhpK | - |
Kitasatospora phosalacinea |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
methylcob(III)alamin | the enzyme is a radical S-adenosyl-L-methionine enzyme that contains a [4Fe-4S] center and a methylcob(III)alamin cofactor. According to the proposed mechanism, the reduced iron-sulfur center donates an electron to S-adenosyl-L-methionine, resulting in homolytic cleavage of the carbon-sulfur bond to form a 5'-deoxyadenosyl radical that abstracts the hydrogen atom from the P-H bond of the substrate, forming a phosphinate-centered radical. This radical reacts with methylcob(III)alamin to produce the methylated product and cob(II)alamin, which is reduced by an unknown donor to cob(I)alamin. A potential route for restoring the latter back to methylcob(III)alamin is a nucleophilic attack on a second S-adenosyl-L-methionine molecule | Kitasatospora phosalacinea |