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Literature summary for 4.1.99.17 extracted from
- The thiamine biosynthetic enzyme ThiC catalyzes multiple turnovers and is inhibited by S-adenosylmethionine (AdoMet) metabolites (2013), J. Biol. Chem., 288, 30693-30699.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene thiC, overexpression of His6-tagged enzyme from vector pET-28b(+) in a Azotobacter vinelandii strain overexpressing [Fe-S] cluster-loading genes from plasmid pDB1282 | Salmonella enterica |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 5'-deoxyadenosine | cooperative inhibition by with Met | Salmonella enterica |  |
| adenosine | uncompetitive versus L-adenosyl-L-methionine | Salmonella enterica | |
| L-homocysteine | - |
Salmonella enterica | |
| L-methionine | cooperative inhibition by with 5'-deoxyadenosine | Salmonella enterica | |
| additional information | inhibitory potencies, overview. No inhibition by product 4-amino-2-methyl-5-phosphomethylpyrimidine, and by cAMP, ADP, ATP, imidazole, aminoimidazole carboxamide ribotides, 5-amino-4-imidazolecarboxylic acid ribotide, CoA, acetyl-CoA, adenine, and 2'-deoxyadenosine | Salmonella enterica | |
| S-adenosyl-L-homocysteine | competitive versus L-adenosyl-L-methionine | Salmonella enterica | |
| S-methyl-5'-thioadenosine | - |
Salmonella enterica | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.017 | - |
5-amino-1-(5-phospho-D-ribosyl)imidazole | pH 8.0, 37°C, recombinant His-tagged enzyme | Salmonella enterica | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Fe2+ | the enzyme contains a [4Fe-4S] cluster | Salmonella enterica | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5-amino-1-(5-phospho-D-ribosyl)imidazole + S-adenosyl-L-methionine | Salmonella enterica | - |
4-amino-2-methyl-5-phosphomethylpyrimidine + 5'-deoxyadenosine + L-methionine + formate + CO | the product 4-amino-2-methyl-5-phosphomethylpyrimidine is an intermediate of thiamine pdiphosphate (coenzyme B1) biosynthesis | ? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Salmonella enterica | - |
gene thiC | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His6-tagged enzyme from Azotobacter vinelandii, the [4Fe-4S] cluster is reconstituted in vitro prior to freezing of the enzyme at -80°C | Salmonella enterica |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| 5-amino-1-(5-phospho-D-ribosyl)imidazole + S-adenosyl-L-methionine = 4-amino-2-methyl-5-(phosphooxymethyl)pyrimidine + 5'-deoxyadenosine + L-methionine + formate + CO | the enzyme uses a [4Fe-4S] cluster to reductively cleave AdoMet to methionine and a 5'-deoxyadenosyl radical that initiates catalysis | Salmonella enterica |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5-amino-1-(5-phospho-D-ribosyl)imidazole + S-adenosyl-L-methionine | - |
Salmonella enterica | 4-amino-2-methyl-5-phosphomethylpyrimidine + 5'-deoxyadenosine + L-methionine + formate + CO | the product 4-amino-2-methyl-5-phosphomethylpyrimidine is an intermediate of thiamine pdiphosphate (coenzyme B1) biosynthesis | ? | |
| 5-amino-1-(5-phospho-D-ribosyl)imidazole + S-adenosyl-L-methionine | ThiC undergoes multiple turnovers with a 5fold molar excess of 5-amino-1-(5-phospho-D-ribosyl)imidazole | Salmonella enterica | 4-amino-2-methyl-5-phosphomethylpyrimidine + 5'-deoxyadenosine + L-methionine + formate + CO | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate synthase | - |
Salmonella enterica |
| HMP-P synthase | - |
Salmonella enterica |
| thiC | - |
Salmonella enterica |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
assay at | Salmonella enterica |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 65 | - |
purified recombinant His6-tagged enzyme, 3 min, inactivation | Salmonella enterica |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | ThiC undergoes ThiC undergoes steady-state turnover, and multiple turnovers with a 5fold molar excess of 5-amino-1-(5-phospho-D-ribosyl)imidazole | Salmonella enterica |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8 | - |
assay at | Salmonella enterica |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| S-adenosyl-L-methionine | a S-adenosyl-L-methionine radical enzyme. ThiC uses AdoMet as an oxidizing cosubstrate in 1:1 stoichiometry | Salmonella enterica | |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | inhibition kinetics, overview | Salmonella enterica | |
| 0.012 | - |
5'-deoxyadenosine | pH 8.0, 37°C, recombinant His-tagged enzyme | Salmonella enterica | |
| 0.083 | - |
L-methionine | pH 8.0, 37°C, recombinant His-tagged enzyme | Salmonella enterica | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| metabolism | the enzyme is important in thiamine diphosphate, i.e. coenzyme B1, biosynthesis | Salmonella enterica |
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