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Literature summary extracted from

  • Wang, Y.; Jones, M.K.; Xu, H.; Ray, W.K.; White, R.H.
    Mechanism of the enzymatic synthesis of 4-(hydroxymethyl)-2-furancarboxaldehyde-phosphate (4-HFC-P) from glyceraldehyde-3-phosphate catalyzed by 4-HFC-P synthase (2015), Biochemistry, 54, 2997-3008.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.2.3.153 expression in Escherichia coli Methanocaldococcus jannaschii

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.2.3.153 molecular docking of glycerinaldehyde 3-phosphate into the active site Methanocaldococcus jannaschii

Protein Variants

EC Number Protein Variants Comment Organism
4.2.3.153 D151N mutation of strictly conserved residue around the active site, complete inactivation Methanocaldococcus jannaschii
4.2.3.153 D25N mutation of strictly conserved residue around the active site, complete inactivation Methanocaldococcus jannaschii
4.2.3.153 K155R kcat/KM value comparable to the wild-type Methanocaldococcus jannaschii
4.2.3.153 K27R mutation of strictly conserved residue around the active site, complete inactivation Methanocaldococcus jannaschii
4.2.3.153 K85R mutation of strictly conserved residue around the active site, complete inactivation Methanocaldococcus jannaschii

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.153 0.035
-
 D-glyceraldehyde 3-phosphate wild-type, pH 7.0, 70°C Methanocaldococcus jannaschii
4.2.3.153 0.048
-
 D-glyceraldehyde 3-phosphate mutant K155R, pH 7.0, 70°C Methanocaldococcus jannaschii

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.2.3.153 25000
-
 x * 25000, SDS-PAGE Methanocaldococcus jannaschii

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.153 Methanocaldococcus jannaschii Q58499
-
-
4.2.3.153 Methanocaldococcus jannaschii DSM 2661 Q58499
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.3.153 2 D-glyceraldehyde 3-phosphate = (5-formylfuran-3-yl)methyl phosphate + phosphate + 2 H2O a phosphate elimination reaction and a triose phosphate isomerase-like reaction occur at the glyceraldehyde 3-phosphate binding site I and II, respectively, prior to the aldol condensation between the enzyme-bound enol form of methylglyoxal and dihydroxyacetone phosphate, after which the catalytic cycle is completed by a cyclization and two dehydration reactions assisted by several general acids/bases at the same active site Methanocaldococcus jannaschii
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.153 2 D-glyceraldehyde 3-phosphate
-
 Methanocaldococcus jannaschii (5-formylfuran-3-yl)methyl phosphate + phosphate + 2 H2O
-
 ?
4.2.3.153 2 D-glyceraldehyde 3-phosphate
-
 Methanocaldococcus jannaschii DSM 2661 (5-formylfuran-3-yl)methyl phosphate + phosphate + 2 H2O
-
 ?
4.2.3.153 D-glyceraldehyde 3-phosphate
-
 Methanocaldococcus jannaschii (5-formylfuran-3-yl)methyl phosphate + phosphate + H2O
-
 ?
4.2.3.153 D-glyceraldehyde 3-phosphate
-
 Methanocaldococcus jannaschii DSM 2661 (5-formylfuran-3-yl)methyl phosphate + phosphate + H2O
-
 ?
4.2.3.153 additional information no substrates: pyruvate, methylglyoxal, phosphoenolpyruvate, oxaloacetic acid, dihydroxyacetone, and dihydroxyacetone phosphate Methanocaldococcus jannaschii ?
-
 ?
4.2.3.153 additional information no substrates: pyruvate, methylglyoxal, phosphoenolpyruvate, oxaloacetic acid, dihydroxyacetone, and dihydroxyacetone phosphate Methanocaldococcus jannaschii DSM 2661 ?
-
 ?

Subunits

EC Number Subunits Comment Organism
4.2.3.153 ? x * 25000, SDS-PAGE Methanocaldococcus jannaschii

Synonyms

EC Number Synonyms Comment Organism
4.2.3.153 4-(hydroxymethyl)-2-furancarboxaldehyde-phosphate synthase
-
 Methanocaldococcus jannaschii
4.2.3.153 4-HFC-P synthase
-
 Methanocaldococcus jannaschii
4.2.3.153 mfnB
-
 Methanocaldococcus jannaschii

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.2.3.153 0.022
-
 D-glyceraldehyde 3-phosphate mutant K155R, pH 7.0, 70°C Methanocaldococcus jannaschii
4.2.3.153 0.026
-
 D-glyceraldehyde 3-phosphate wild-type, pH 7.0, 70°C Methanocaldococcus jannaschii

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.2.3.153 0.46
-
 D-glyceraldehyde mutant K155R, pH 7.0, 70°C Methanocaldococcus jannaschii
4.2.3.153 0.74
-
 D-glyceraldehyde wild-type, pH 7.0, 70°C Methanocaldococcus jannaschii