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Literature summary for 4.2.3.153 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)

Cloned (Comment) Organism
expression in Escherichia coli Methanocaldococcus jannaschii

Crystallization (Commentary)

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

Protein Variants

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

KM Value [mM]

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

Molecular Weight [Da]

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

Organism

Organism UniProt Comment Textmining
Methanocaldococcus jannaschii Q58499
-
-
Methanocaldococcus jannaschii DSM 2661 Q58499
-
-

Reaction

Reaction Comment Organism Reaction ID
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

Substrates and Products (Substrate)

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

Subunits

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

Synonyms

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

Turnover Number [1/s]

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

kcat/KM [mM/s]

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