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Literature summary extracted from

  • van der Meer, J.Y.; Poddar, H.; Baas, B.J.; Miao, Y.; Rahimi, M.; Kunzendorf, A.; van Merkerk, R.; Tepper, P.G.; Geertsema, E.M.; Thunnissen, A.M.; Quax, W.J.; Poelarends, G.J.
    Using mutability landscapes of a promiscuous tautomerase to guide the engineering of enantioselective Michaelases (2016), Nat. Commun., 7, 10911 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
5.3.2.6 expressed in Escherichia coli BL21(DE3) cells Pseudomonas putida

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
5.3.2.6 mutant enzyme M45Y/F50A, sitting drop vapor diffusion method, using 0.2 M sodium formate, 0.1 M bis-tris propane pH 8.5 and 20% PEG 3350 (w/v) Pseudomonas putida

Protein Variants

EC Number Protein Variants Comment Organism
5.3.2.6 A33D the mutant shows highest enantioselectivity for the Michael-type addition of acetaldehyde to trans-beta nitrostyrene producing 4-nitro-3-phenylbutanal, compared to the wild type enzyme Pseudomonas putida
5.3.2.6 A33E the mutation significantly (4fold) improves the activity of the enzyme for the Michael-type addition of acetaldehyde to trans-beta nitrostyrene, compared to the wild type enzyme Pseudomonas putida
5.3.2.6 H6M the mutant has about 3fold increased specific activity compared with that of wild type enzyme Pseudomonas putida
5.3.2.6 H6M/A33E/F50V the mutation strongly enhances the activity for the Michael-type addition of butanal to trans-beta nitrostyrene, compared to the wild type enzyme Pseudomonas putida
5.3.2.6 M45Y/F50A the mutant enzyme displays low Michael-type addition activity compared to the wild type enzyme Pseudomonas putida
5.3.2.6 R39E the mutant shows highest enantioselectivity for the Michael-type addition of butanal to trans-beta nitrostyrene, producing 2-ethyl-4-nitro-3-phenylbutanal, compared to the wild type enzyme Pseudomonas putida

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5.3.2.6 (2Z,4E)-2-hydroxyhexa-2,4-dienedioate Pseudomonas putida
-
 (3E)-2-oxohex-3-enedioate
-
 r
5.3.2.6 phenylenolpyruvate Pseudomonas putida
-
 phenylpyruvate
-
 r

Organism

EC Number Organism UniProt Comment Textmining
5.3.2.6 Pseudomonas putida Q01468
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
5.3.2.6
-
 Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.3.2.6 (2Z,4E)-2-hydroxyhexa-2,4-dienedioate
-
 Pseudomonas putida (3E)-2-oxohex-3-enedioate
-
 r
5.3.2.6 acetaldehyde + (1Z)-4-methyl-1-nitropent-1-ene
-
 Pseudomonas putida 6-methyl-4-(nitromethyl)heptan-2-one
-
 r
5.3.2.6 acetaldehyde + 1-chloro-4-[(E)-2-nitroethenyl]benzene
-
 Pseudomonas putida 4-(4-chlorophenyl)-5-nitropentan-2-one
-
 r
5.3.2.6 acetaldehyde + 1-fluoro-4-[(E)-2-nitroethenyl]benzene
-
 Pseudomonas putida 4-(4-fluorophenyl)-5-nitropentan-2-one
-
 r
5.3.2.6 acetaldehyde + 2-(cyclopentyloxy)-1-methoxy-4-[(E)-2-nitroethenyl]benzene
-
 Pseudomonas putida 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-5-nitropentan-2-one
-
 r
5.3.2.6 acetaldehyde + 2-methoxy-5-[(E)-2-nitroethenyl]phenol
-
 Pseudomonas putida 4-(3-hydroxy-4-methoxyphenyl)-5-nitropentan-2-one
-
 r
5.3.2.6 acetaldehyde + 4-[(E)-2-nitroethenyl]phenol
-
 Pseudomonas putida 4-(4-hydroxyphenyl)-5-nitropentan-2-one
-
 r
5.3.2.6 acetaldehyde + [(E)-2-nitroethenyl]benzene
-
 Pseudomonas putida 5-nitro-4-phenylpentan-2-one
-
 r
5.3.2.6 butanal + [(E)-2-nitroethenyl]benzene
-
 Pseudomonas putida 3-ethyl-5-nitro-4-phenylpentan-2-one
-
 r
5.3.2.6 phenylenolpyruvate
-
 Pseudomonas putida phenylpyruvate
-
 r

Synonyms

EC Number Synonyms Comment Organism
5.3.2.6 4-OT
-
 Pseudomonas putida
5.3.2.6 4-oxalocrotonate tautomerase
-
 Pseudomonas putida