Literature summary for 5.3.2.6 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 .

Search for more literature for 5.3.2.6

Cloned(Commentary)

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

Crystallization (Commentary)

Crystallization (Comment)	Organism
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

Protein Variants	Comment	Organism
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
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
H6M	the mutant has about 3fold increased specific activity compared with that of wild type enzyme	Pseudomonas putida
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
M45Y/F50A	the mutant enzyme displays low Michael-type addition activity compared to the wild type enzyme	Pseudomonas putida
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)

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

Organism

Organism	UniProt	Comment	Textmining
Pseudomonas putida	Q01468	-	-

Purification (Commentary)

Purification (Comment)	Organism
-	Pseudomonas putida

Substrates and Products (Substrate)

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

Synonyms

Synonyms	Comment	Organism
4-OT	-	Pseudomonas putida
4-oxalocrotonate tautomerase	-	Pseudomonas putida

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Release 2023.1 (January 2023)