Literature summary for 4.2.1.113 extracted from

Odokonyero, D.; Ragumani, S.; Lopez, M.S.; Bonanno, J.B.; Ozerova, N.D.; Woodard, D.R.; Machala, B.W.; Swaminathan, S.; Burley, S.K.; Almo, S.C.; Glasner, M.E.
Divergent evolution of ligand binding in the o-succinylbenzoate synthase family (2013), Biochemistry, 52, 7512-7521.

Search for more literature for 4.2.1.113

Cloned(Commentary)

Cloned (Comment)	Organism
gene menC, expression of N-terminally His-tagged wild-type and mutant enzymes in Escherichia coli strain BW25113 menC-	Escherichia coli
gene menC, expression of N-terminally His-tagged wild-type and mutant enzymes in Escherichia coli strain BW25113 menC-	Thermobifida fusca

Protein Variants

Protein Variants	Comment	Organism
F16A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
F39A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
G254A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
G254T	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
G295A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Escherichia coli
N73A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
N73A/T75A	site-directed mutagenesis, the mutant is inactive	Thermobifida fusca
N73A/T75L	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
N73L/T75V	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
R128M	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
R15G/F16G/R17G/G18G/I19G	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
R17A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
R17A/F39A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
R17A/Y42A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
T75A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
T75L	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
V230L	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca
Y42A	site-directed mutagenesis, the mutant enzyme activity is reduced compared to the wild-type enzyme	Thermobifida fusca

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.007	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A	Thermobifida fusca
0.036	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F16A	Thermobifida fusca
0.038	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/Y42A	Thermobifida fusca
0.048	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/F39A	Thermobifida fusca
0.054	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R15G/F16G/R17G/G18G/I19G	Thermobifida fusca
0.057	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75L	Thermobifida fusca
0.078	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Escherichia coli
0.086	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254A	Thermobifida fusca
0.145	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant V230L	Thermobifida fusca
0.154	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75A	Thermobifida fusca
0.182	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Thermobifida fusca
0.256	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A/T75L	Thermobifida fusca
0.3	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73L/T75V	Thermobifida fusca
0.304	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G295A	Escherichia coli
0.322	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A	Thermobifida fusca
0.47	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R128M	Thermobifida fusca
0.588	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant Y42A	Thermobifida fusca
0.666	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F39A	Thermobifida fusca
0.668	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254T	Thermobifida fusca

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	Escherichia coli	-	2-succinylbenzoate + H2O	-	?
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	Thermobifida fusca	-	2-succinylbenzoate + H2O	-	?

Organism

Organism	UniProt	Comment	Textmining
Escherichia coli	P29208	-	-
Thermobifida fusca	Q47Q21	-	-

Purification (Commentary)

Purification (Comment)	Organism
recombinant N-terminally His-tagged wild-type and mutant enzymes from Escherichia coli strain BW25113 menC- by nickel affinity chromatography	Escherichia coli
recombinant N-terminally His-tagged wild-type and mutant enzymes from Escherichia coli strain BW25113 menC- by nickel affinity chromatography	Thermobifida fusca

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	-	Escherichia coli	2-succinylbenzoate + H2O	-	?
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	-	Thermobifida fusca	2-succinylbenzoate + H2O	-	?

Synonyms

Synonyms	Comment	Organism
OSBS	-	Escherichia coli
OSBS	-	Thermobifida fusca

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
25	-	assay at	Escherichia coli
25	-	assay at	Thermobifida fusca

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
0.1	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R15G/F16G/R17G/G18G/I19G	Thermobifida fusca
0.18	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73L/T75V	Thermobifida fusca
0.2	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/F39A	Thermobifida fusca
0.36	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/Y42A	Thermobifida fusca
0.6	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A	Thermobifida fusca
4	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G295A	Escherichia coli
4.4	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F16A	Thermobifida fusca
5.1	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A/T75L	Thermobifida fusca
10	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A	Thermobifida fusca
13	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254T	Thermobifida fusca
16	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254A	Thermobifida fusca
18	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75L	Thermobifida fusca
29	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant V230L	Thermobifida fusca
55	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75A	Thermobifida fusca
80	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Escherichia coli
104	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R128M	Thermobifida fusca
122	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Thermobifida fusca
163	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F39A	Thermobifida fusca
210	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant Y42A	Thermobifida fusca

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
8	-	assay at	Escherichia coli
8	-	assay at	Thermobifida fusca

General Information

General Information	Comment	Organism
evolution	o-succinylbenzoate synthase is a member of the enolase superfamily	Escherichia coli
evolution	o-succinylbenzoate synthase is a member of the enolase superfamily, there are significant differences in structure and conformational flexibility between Thermobifida fusca OSBS and other members of the enolase superfamily. The 20s loop, a flexible loop in the active site that permits ligand binding and release in most enolase superfamily proteins, has a four-amino acid deletion and is well-ordered in Thermobifida fusca OSBS. The flexibility of a different region allows the substrate to enter from the other side of the active site	Thermobifida fusca
metabolism	o-succinylbenzoate synthase catalyzes a step in menaquinone biosynthesis	Escherichia coli
metabolism	o-succinylbenzoate synthase catalyzes a step in menaquinone biosynthesis	Thermobifida fusca
additional information	the 20s loop, a flexible loop in the active site that permits ligand binding and release in most enolase superfamily proteins, has a four-amino acid deletion and is well-ordered in Thermobifida fusca OSBS. The flexibility of a different region allows the substrate to enter from the other side of the active site, active site structure, overview. Comparison of apo and ligand-bound structures of the Mycobacterium tuberculosis enzyme with the Escherichia coli enzyme	Thermobifida fusca

kcat/KM [mM/s]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism	Structure
0.61	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73L/T75V	Thermobifida fusca
4.2	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/F39A	Thermobifida fusca
9.5	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A/Y42A	Thermobifida fusca
13	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G295A	Escherichia coli
19	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254T	Thermobifida fusca
20	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A/T75L	Thermobifida fusca
31	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant N73A	Thermobifida fusca
86	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R17A	Thermobifida fusca
120	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F16A	Thermobifida fusca
122	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Thermobifida fusca
190	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant G254A	Thermobifida fusca
200	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant V230L	Thermobifida fusca
220	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R128M	Thermobifida fusca
250	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant F39A	Thermobifida fusca
320	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75L	Thermobifida fusca
360	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant T75A	Thermobifida fusca
360	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant Y42A	Thermobifida fusca
670	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant mutant R15G/F16G/R17G/G18G/I19G	Thermobifida fusca
1000	-	(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate	pH 8.0, 25°C, recombinant wild-type enzyme	Escherichia coli

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Release 2023.1 (January 2023)