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Literature summary extracted from

  • Cheriyan, M.; Toone, E.J.; Fierke, C.A.
    Improving upon nature: active site remodeling produces highly efficient aldolase activity toward hydrophobic electrophilic substrates (2012), Biochemistry, 51, 1658-1668.
    View publication on PubMedView publication on EuropePMC

Protein Variants

EC Number Protein Variants Comment Organism
4.1.2.14 S184F active site mutation, enhances the substrate specificity to include catalysis of retro-aldol cleavage of (4S)-2-keto-4-hydroxy-4-(2'-pyridyl)butanoate Escherichia coli
4.1.2.14 T161S active site mutation, enhances the substrate specificity to include catalysis of retro-aldol cleavage of (4S)-2-keto-4-hydroxy-4-(2'-pyridyl)butanoate Escherichia coli
4.1.2.14 T161S/S184F active site mutation, working additively to enhance the substrate specificity to include catalysis of retro-aldol cleavage of (4S)-2-keto-4-hydroxy-4-(2'-pyridyl)butanoate Escherichia coli
4.1.2.14 T161S/S184L active site mutation, working additively to enhance the substrate specificity to include catalysis of retro-aldol cleavage of (4S)-2-keto-4-hydroxy-4-(2'-pyridyl)butanoate. Mutations improve the value of kcat/KM (4S)-2-keto-4-hydroxy-4-(2'-pyridyl)butanoate by more than 450fold, resulting in a catalytic efficiency that is comparable to that of the wild-type enzyme with the natural substrate while retaining high stereoselectivity Escherichia coli

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.2.14 0.05
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.1
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.24
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.69
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 1.6
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 1.7
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 2 5 4-hydroxy-2-oxooctonate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 3.5
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 4.3
-
 4-hydroxy-2-oxooctonate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 5.7
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 15
-
 4-hydroxy-2-oxooctonate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 32
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 43
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 146
-
 4-hydroxy-2-oxooctonate wild-type, pH 7.5, 25°C Escherichia coli

Organism

EC Number Organism UniProt Comment Textmining
4.1.2.14 Escherichia coli
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.2.14 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate
-
 Escherichia coli ?
-
 r
4.1.2.14 2-dehydro-3-deoxy-6-phospho-D-gluconate
-
 Escherichia coli pyruvate + D-glyceraldehyde 3-phosphate
-
 r
4.1.2.14 4-hydroxy-2-oxooctonate
-
 Escherichia coli ?
-
 r
4.1.2.14 pyruvate + 2-pyridine carboxaldehyde wild-type, 25% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 89% of wild-type activity with D-glyceraldehyde 3-phosphate Escherichia coli ?
-
 r
4.1.2.14 pyruvate + 3-pyridine carboxaldehyde wild-type, 0.5% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 1% of wild-type activity with D-glyceraldehyde 3-phosphate Escherichia coli ?
-
 r
4.1.2.14 pyruvate + 4-pyridine carboxaldehyde wild-type, 3% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 2.5% of wild-type activity with D-glyceraldehyde 3-phosphate Escherichia coli ?
-
 r
4.1.2.14 pyruvate + D-glyceraldehyde wild-type, 4% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 1% of wild-type activity with D-glyceraldehyde 3-phosphate Escherichia coli 2-dehydro-3-deoxy-D-gluconate
-
 r
4.1.2.14 Pyruvate + D-glyceraldehyde 3-phosphate mutant T161S/S184L, 15% of wild-type activity Escherichia coli 6-Phospho-2-dehydro-3-deoxy-D-gluconate
-
 r

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.2.14 1.5
-
 4-hydroxy-2-oxooctonate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 1.7
-
 4-hydroxy-2-oxooctonate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 2
-
 4-hydroxy-2-oxooctonate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 3.1
-
 4-hydroxy-2-oxooctonate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 11
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 19
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 27
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 31
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 40
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 41
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 83
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 175
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 212
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 240
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.1.2.14 0.014
-
 4-hydroxy-2-oxooctonate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.06
-
 4-hydroxy-2-oxooctonate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.113
-
 4-hydroxy-2-oxooctonate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.33
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate wild-type, pH 7.5, 25°C Escherichia coli
4.1.2.14 0.72
-
 4-hydroxy-2-oxooctonate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 3.3
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 4.1
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 24
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 45
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 61
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S184F, pH 7.5, 25°C Escherichia coli
4.1.2.14 150
-
 (4S)-2-oxo-4-hydroxy-4-(2'-pyridyl)butanoate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 170
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S/S18L, pH 7.5, 25°C Escherichia coli
4.1.2.14 550
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate mutant T161S, pH 7.5, 25°C Escherichia coli
4.1.2.14 830
-
 2-dehydro-3-deoxy-6-phospho-D-gluconate wild-type, pH 7.5, 25°C Escherichia coli