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Literature summary for 4.1.3.39 extracted from

  • Wang, W.; Baker, P.; Seah, S.Y.
    Comparison of two metal-dependent pyruvate aldolases related by convergent evolution: substrate specificity, kinetic mechanism, and substrate channeling (2010), Biochemistry, 49, 3774-3782.
    View publication on PubMed
Search for more literature for 4.1.3.39

Cloned(Commentary)

Cloned (Comment) Organism
overexpressed Paraburkholderia xenovorans LB400

Inhibitors

Inhibitors Comment Organism Structure
2-ketobutanoate
-
 Escherichia coli
2-ketobutanoate
-
 Paraburkholderia xenovorans
2-ketobutanoate
-
 Paraburkholderia xenovorans LB400
2-ketopentanoate
-
 Escherichia coli
2-ketopentanoate
-
 Paraburkholderia xenovorans
2-ketopentanoate
-
 Paraburkholderia xenovorans LB400
4-methyl-2-oxopentanoate
-
 Escherichia coli
4-methyl-2-oxopentanoate
-
 Paraburkholderia xenovorans
4-methyl-2-oxopentanoate
-
 Paraburkholderia xenovorans LB400
glyoxylate
-
 Escherichia coli
glyoxylate
-
 Paraburkholderia xenovorans
glyoxylate
-
 Paraburkholderia xenovorans LB400
pyruvate
-
 Escherichia coli
pyruvate
-
 Paraburkholderia xenovorans
pyruvate
-
 Paraburkholderia xenovorans LB400

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
13.4
-
 Butyraldehyde pH 8.0, 25°C Escherichia coli
32.9
-
 propionaldehyde pH 8.0, 25°C Escherichia coli
33.3
-
 glycolaldehyde pH 8.0, 25°C Escherichia coli
62.9
-
 acetaldehyde pH 8.0, 25°C Escherichia coli
64.28
-
 acetaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
64.8
-
 acetaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
73.8
-
 Succinic semialdehyde pH 8.0, 25°C Escherichia coli
88.6
-
 (R,S)-glyceraldehyde pH 8.0, 25°C Escherichia coli
124.6
-
 glycolaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
124.6
-
 glycolaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
135.9
-
 propionaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
135.9
-
 propionaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400

Metals/Ions

Metals/Ions Comment Organism Structure
Mn2+
-
 Paraburkholderia xenovorans LB400

Organism

Organism UniProt Comment Textmining
Escherichia coli Q47098
-
-
Paraburkholderia xenovorans
-
-
-
Paraburkholderia xenovorans LB400 P51015
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Paraburkholderia xenovorans LB400

Reaction

Reaction Comment Organism Reaction ID
(S)-4-hydroxy-2-oxopentanoate = acetaldehyde + pyruvate rapid equilibrium random order mechanism Escherichia coli
a
(S)-4-hydroxy-2-oxopentanoate = acetaldehyde + pyruvate compulsory order mechanism, with pyruvate binding first Paraburkholderia xenovorans
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information BphI exhibits a compulsory order mechanism, with pyruvate binding first. BphI is able to utilize acetaldehyde produced by the reduction of acetyl-CoA catalyzed by the associated aldehyde dehydrogenase, BphJ. This aldehyde is directly channeled from the dehydrogenase to the aldolase active sites, with an efficiency of 84%. The BphJ reductive deacylation reaction increases 4fold when BphI is catalyzing the aldol addition reaction. The BphI-BphJ enzyme complex exhibits unique bidirectionality in substrate channeling and allosteric activation Paraburkholderia xenovorans LB400 ?
-
 ?
additional information BphI is able to utilize aldehyde acceptors two to five carbons in length. BphI is able to bind 2-keto acids larger than pyruvate. BphI synthesizes only (4S)-4-hydroxy-2-oxopentanoate from pyruvate and acetaldehyde. BphI is also able to utilize acetaldehyde produced by the reduction of acetyl-CoA catalyzed by the associated aldehyde dehydrogenase, BphJ. This aldehyde is directly channeled from the dehydrogenase to the aldolase active sites, with an efficiency of 84%. The BphJ reductive deacylation reaction increases 4-fold when BphI is catalyzing the aldol addition reaction. The BphI-BphJ enzyme complex exhibits unique bidirectionality in substrate channeling and allosteric activation Paraburkholderia xenovorans ?
-
 ?
additional information HpaI is able to utilize aldehyde acceptors two to five carbons in length, shows broad specificity and has a preference for aldehydes containing longer linear alkyl chains or C2-OH substitutions. HpaI is able to bind 2-keto acids larger than pyruvate, and to utilize both pyruvate and 2-ketobutanoate as carbonyl donors in the aldol addition reaction. HpaI lacks stereospecific control producing racemic mixtures of 4-hydroxy-2-oxopentanoate from pyruvate and acetaldehyde Escherichia coli ?
-
 ?
pyruvate + (R,S)-glyceraldehyde
-
 Escherichia coli ?
-
 ?
pyruvate + acetaldehyde
-
 Paraburkholderia xenovorans LB400 (4S)-hydroxy-2-oxopentanoate
-
 ?
pyruvate + acetaldehyde
-
 Paraburkholderia xenovorans (4S)-4-hydroxy-2-oxovalerate
-
 ?
pyruvate + acetaldehyde
-
 Escherichia coli 4-hydroxy-2-oxopentanoate
-
 ?
pyruvate + butyraldehyde
-
 Paraburkholderia xenovorans ?
-
 ?
pyruvate + butyraldehyde
-
 Paraburkholderia xenovorans LB400 ?
-
 ?
pyruvate + butyraldehyde
-
 Escherichia coli ?
-
 ?
pyruvate + glycolaldehyde
-
 Paraburkholderia xenovorans LB400 ?
-
 ?
pyruvate + glycolaldehyde
-
 Paraburkholderia xenovorans 4,5-dihydroxy-2-oxo-pentanoic acid
-
 ?
pyruvate + glycolaldehyde
-
 Escherichia coli 4,5-dihydroxy-2-oxo-pentanoic acid
-
 ?
pyruvate + isobutyraldehyde
-
 Paraburkholderia xenovorans ?
-
 ?
pyruvate + isobutyraldehyde
-
 Paraburkholderia xenovorans LB400 ?
-
 ?
pyruvate + isobutyraldehyde
-
 Escherichia coli ?
-
 ?
pyruvate + pentaldehyde
-
 Paraburkholderia xenovorans LB400 ?
-
 ?
pyruvate + propionaldehyde
-
 Paraburkholderia xenovorans ?
-
 ?
pyruvate + propionaldehyde
-
 Paraburkholderia xenovorans LB400 ?
-
 ?
pyruvate + propionaldehyde
-
 Escherichia coli ?
-
 ?
pyruvate + succinic semialdehyde
-
 Escherichia coli (4RS)-4-hydroxy-2-oxoheptane-1,7-dioate racemic product ?
pyruvate + succinic semialdehyde
-
 Paraburkholderia xenovorans ?
-
 ?

Synonyms

Synonyms Comment Organism
BphI
-
 Paraburkholderia xenovorans
BphI
-
 Paraburkholderia xenovorans LB400
pyruvate aldolase
-
 Paraburkholderia xenovorans LB400

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.4
-
 glycolaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
0.4
-
 glycolaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.86
-
 acetaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
0.86
-
 acetaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
1.79
-
 propionaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
1.79
-
 propionaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
5.6
-
 (R,S)-glyceraldehyde pH 8.0, 25°C Escherichia coli
64.9
-
 Succinic semialdehyde pH 8.0, 25°C Escherichia coli
132.5
-
 Butyraldehyde pH 8.0, 25°C Escherichia coli
175.5
-
 glycolaldehyde pH 8.0, 25°C Escherichia coli
205.4
-
 acetaldehyde pH 8.0, 25°C Escherichia coli
358.4
-
 propionaldehyde pH 8.0, 25°C Escherichia coli

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.21
-
 glyoxylate pH 8.0, 25°C Paraburkholderia xenovorans
0.21
-
 glyoxylate in the presence of 0.4 mM NADH, 2 mM Mn2+, 20 units of ADH in 100 mM HEPES buffer, pH 8.0 at 25°C, in a total volume of 1 ml Paraburkholderia xenovorans LB400
0.34
-
 2-ketobutanoate pH 8.0, 25°C Paraburkholderia xenovorans
0.34
-
 2-ketobutanoate in the presence of 0.4 mM NADH, 2 mM Mn2+, 20 units of ADH in 100 mM HEPES buffer, pH 8.0 at 25°C, in a total volume of 1 ml Paraburkholderia xenovorans LB400
0.4
-
 glyoxylate pH 8.0, 25°C Escherichia coli
0.5
-
 2-ketobutanoate pH 8.0, 25°C Escherichia coli
0.51
-
 pyruvate pH 8.0, 25°C Escherichia coli
0.55
-
 pyruvate pH 8.0, 25°C Paraburkholderia xenovorans
0.55
-
 pyruvate in the presence of 0.4 mM NADH, 2 mM Mn2+, 20 units of ADH in 100 mM HEPES buffer, pH 8.0 at 25°C, in a total volume of 1 ml Paraburkholderia xenovorans LB400
1.09
-
 2-ketopentanoate pH 8.0, 25°C Paraburkholderia xenovorans
1.09
-
 2-ketopentanoate in the presence of 0.4 mM NADH, 2 mM Mn2+, 20 units of ADH in 100 mM HEPES buffer, pH 8.0 at 25°C, in a total volume of 1 ml Paraburkholderia xenovorans LB400
2.71
-
 4-methyl-2-oxopentanoate pH 8.0, 25°C Paraburkholderia xenovorans
2.71
-
 4-methyl-2-oxopentanoate in the presence of 0.4 mM NADH, 2 mM Mn2+, 20 units of ADH in 100 mM HEPES buffer, pH 8.0 at 25°C, in a total volume of 1 ml Paraburkholderia xenovorans LB400
3.6
-
 2-ketopentanoate pH 8.0, 25°C Escherichia coli
6.98
-
 4-methyl-2-oxopentanoate pH 8.0, 25°C Escherichia coli

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.00047
-
 pentaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.0005
-
 Isobutyraldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.00219
-
 Butyraldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.0037
-
 glycolaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.0132
-
 propionaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.0134
-
 acetaldehyde at 25°C with 120 microg of BphI, 2 mM MnCl2 and 100 mM pyruvate Paraburkholderia xenovorans LB400
0.063
-
 (R,S)-glyceraldehyde pH 8.0, 25°C Escherichia coli
0.5
-
 Succinic semialdehyde pH 8.0, 25°C Paraburkholderia xenovorans
2.19
-
 Butyraldehyde pH 8.0, 25°C Paraburkholderia xenovorans
3.3
-
 acetaldehyde pH 8.0, 25°C Escherichia coli
3.7
-
 glycolaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
5.27
-
 glycolaldehyde pH 8.0, 25°C Escherichia coli
9.9
-
 Butyraldehyde pH 8.0, 25°C Escherichia coli
10.9
-
 propionaldehyde pH 8.0, 25°C Escherichia coli
13.2
-
 propionaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
13.4
-
 acetaldehyde pH 8.0, 25°C Paraburkholderia xenovorans
22.5
-
 Succinic semialdehyde pH 8.0, 25°C Escherichia coli