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Literature summary extracted from

  • Palmer, L.D.; Downs, D.M.
    The thiamine biosynthetic enzyme ThiC catalyzes multiple turnovers and is inhibited by S-adenosylmethionine (AdoMet) metabolites (2013), J. Biol. Chem., 288, 30693-30699.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.99.17 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

EC Number Inhibitors Comment Organism Structure
4.1.99.17 5'-deoxyadenosine cooperative inhibition by with Met Salmonella enterica
4.1.99.17 adenosine uncompetitive versus L-adenosyl-L-methionine Salmonella enterica
4.1.99.17 L-homocysteine
-
 Salmonella enterica
4.1.99.17 L-methionine cooperative inhibition by with 5'-deoxyadenosine Salmonella enterica
4.1.99.17 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
4.1.99.17 S-adenosyl-L-homocysteine competitive versus L-adenosyl-L-methionine Salmonella enterica
4.1.99.17 S-methyl-5'-thioadenosine
-
 Salmonella enterica

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.99.17 0.017
-
 5-amino-1-(5-phospho-D-ribosyl)imidazole pH 8.0, 37°C, recombinant His-tagged enzyme Salmonella enterica

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.99.17 Fe2+ the enzyme contains a [4Fe-4S] cluster Salmonella enterica

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.99.17 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

EC Number Organism UniProt Comment Textmining
4.1.99.17 Salmonella enterica
-
 gene thiC
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.99.17 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

EC Number Reaction Comment Organism Reaction ID
4.1.99.17 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
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.99.17 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 ?
4.1.99.17 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

EC Number Synonyms Comment Organism
4.1.99.17 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate synthase
-
 Salmonella enterica
4.1.99.17 HMP-P synthase
-
 Salmonella enterica
4.1.99.17 thiC
-
 Salmonella enterica

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.1.99.17 37
-
 assay at Salmonella enterica

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
4.1.99.17 65
-
 purified recombinant His6-tagged enzyme, 3 min, inactivation Salmonella enterica

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.99.17 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

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.99.17 8
-
 assay at Salmonella enterica

Cofactor

EC Number Cofactor Comment Organism Structure
4.1.99.17 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]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.1.99.17 additional information
-
 additional information inhibition kinetics, overview Salmonella enterica
4.1.99.17 0.012
-
 5'-deoxyadenosine pH 8.0, 37°C, recombinant His-tagged enzyme Salmonella enterica
4.1.99.17 0.083
-
 L-methionine pH 8.0, 37°C, recombinant His-tagged enzyme Salmonella enterica

General Information

EC Number General Information Comment Organism
4.1.99.17 metabolism the enzyme is important in thiamine diphosphate, i.e. coenzyme B1, biosynthesis Salmonella enterica