Information on EC 4.1.1.76 - arylmalonate decarboxylase

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The expected taxonomic range for this enzyme is: Bacteria, Archaea

EC NUMBER
COMMENTARY hide
4.1.1.76
-
RECOMMENDED NAME
GeneOntology No.
arylmalonate decarboxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2-aryl-2-methylmalonate = 2-arylpropanoate + CO2
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
SYSTEMATIC NAME
IUBMB Comments
2-aryl-2-methylmalonate carboxy-lyase (2-arylpropanoate-forming)
-
CAS REGISTRY NUMBER
COMMENTARY hide
144713-36-0
-
154102-95-1
decarboxylase, arylmalonate (Bordetella bronchiseptica strain KU1201 reduced) /arylmalonate decarboxylase (Alcaligenes bronchisepticus strain KU 1201) /decarboxylase, arylmalonate (Bordetella bronchiseptica clone pAMD100 reduced)
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain KU1311
-
-
Manually annotated by BRENDA team
strain KU1311
-
-
Manually annotated by BRENDA team
RB50
Q7WM62
UniProt
Manually annotated by BRENDA team
KU1313
-
-
Manually annotated by BRENDA team
OT3
UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(1E)-but-1-en-1-yl(methyl)propanedioic acid
(2S,3Z)-2-methylhex-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
(6-methoxynaphthalen-2-yl)(methyl)propanedioic acid
(R)-2-(6-methoxynaphthalen-2-yl)-2-methylpropanoic acid + CO2
show the reaction diagram
-
-
-
-
?
(R)-2-(2-naphthyl)propionate
?
show the reaction diagram
(R)-2-(2-thienyl)propionate
?
show the reaction diagram
(R)-2-phenylpropionate
?
show the reaction diagram
(S)-2-(2-naphtyl)propionate
?
show the reaction diagram
(S)-2-(2-thienyl)propionate
?
show the reaction diagram
(S)-2-phenylpropionate
?
show the reaction diagram
-
-
-
-
?
1-Naphthylmalonate
?
show the reaction diagram
-
-
-
-
-
2(thien-2-yl) malonate
? + CO2
show the reaction diagram
Q05115, Q7WM62
-
-
-
?
2-(2-fluoro-4-biphenyl)-2-methylmalonate
(R)-alpha-methyl-alpha-(2-fluoro-4-biphenyl)propionate + CO2
show the reaction diagram
-
-
trivial name (R)flurbiprofen, 92% enantiomeric excess
?
2-amino-2-vinylmalonate
(R)-vinylglycine + CO2
show the reaction diagram
-
-
-
-
?
2-aminophenylmalonate
?
show the reaction diagram
2-aryl-2-methylmalonate
(2R)-arylpropionate + CO2
show the reaction diagram
-
-
-
-
?
2-aryl-2-methylmalonate
2-arylpropionate + CO2
show the reaction diagram
2-hydroxy-2-phenylmalonic acid
(2S)-hydroxy(phenyl)ethanoic acid + CO2
show the reaction diagram
-
-
-
-
?
2-hydroxy-2-phenylmalonic acid
? + CO2
show the reaction diagram
-
-
-
-
?
2-hydroxymalonate
?
show the reaction diagram
2-methyl-2-(naphthalen-2-yl)malonate
2-(naphthalen-2-yl)propionate + CO2
show the reaction diagram
Q05115, Q7WM62
-
-
-
?
2-methyl-2-(thien-2-yl)malonate
2-(thien-2-yl)propionate + CO2
show the reaction diagram
Q05115, Q7WM62
-
-
-
?
2-methyl-2-phenylmalonate
2-phenylpropanoate + CO2
show the reaction diagram
2-methyl-2-phenylpropionate
? + CO2
show the reaction diagram
-
-
-
-
?
2-methyl-alpha-phenylmalonate
? + CO2
show the reaction diagram
-
-
-
-
?
2-Naphthylmalonate
?
show the reaction diagram
-
-
-
-
-
2-phenyl-2-fluoromalonate
(R)-alpha-fluorophenylacetic acid + CO2
show the reaction diagram
-
-
99% enantiomeric excess
?
2-phenyl-2-methylmalonate
(2R)-phenylpropionate + CO2
show the reaction diagram
2-phenylmalonate
2-phenylacetate + CO2
show the reaction diagram
2-phenylmalonate
phenylacetate + CO2
show the reaction diagram
-
-
-
-
?
2-Thienylmalonate
?
show the reaction diagram
-
-
-
-
-
2-vinyl-2-methylmalonic acid
(2S)-2-methylbut-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
2-vinyl-2-methylmalonic acid
? + CO2
show the reaction diagram
-
-
-
-
?
alpha-aryl-alpha-methylmalonate
alpha-arylpropionate + CO2
show the reaction diagram
alpha-Methyl-alpha(2-thienyl)malonate
?
show the reaction diagram
-
-
-
-
-
alpha-methyl-alpha-(alpha-thienyl)malonate
alpha-(alpha-thienyl)propionate + CO2
show the reaction diagram
alpha-methyl-alpha-(beta-naphthyl)malonate
alpha-(beta-naphthyl) propionate + CO2
show the reaction diagram
alpha-methyl-alpha-(beta-naphthyl)malonate
alpha-(beta-naphthyl)propionate + CO2
show the reaction diagram
-
-
-
-
?
alpha-Methyl-alpha-phenylmalonate
?
show the reaction diagram
alpha-phenylbutyrate
?
show the reaction diagram
amino(phenyl)propanedioic acid
(2S)-amino(phenyl)ethanoic acid + CO2
show the reaction diagram
-
-
-
-
?
hydroxy(2-methylprop-1-en-1-yl)propanedioic acid
(2S)-2-hydroxy-4-methylpent-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid
(2S)-2-hydroxybut-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
m-Chlorophenylmalonate
?
show the reaction diagram
-
-
-
-
-
m-Fluorophenylmalonate
?
show the reaction diagram
-
-
-
-
-
mandelate
?
show the reaction diagram
-
14% activity compared to phenylmalonate, mutant enzyme G74C
-
-
?
methyl(2-methylprop-1-en-1-yl)propanedioic acid
(2S)-2,4-dimethylpent-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(2-naphthyl)malonic acid
(2R)-2-(2-naphthyl)propanoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(2-thienyl)malonic acid
(2S)-2-(2-thienyl)propanoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(naphthalen-2-yl)propanedioic acid
(R)-2-methyl-2-(naphthalen-2-yl)propanoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(phenyl)propanedioate
(2R)-2-phenylpropanoate + CO2
show the reaction diagram
methyl(phenyl)propanedioic acid
(2S)-2-phenylpropanoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(phenyl)propanedioic acid
(R)-2-methyl-2-phenylpropanoic acid + CO2
show the reaction diagram
-
-
-
-
?
methyl(thiophen-2-yl)propanedioate
(2S)-2-thiophen-2-ylpropanoate + CO2
show the reaction diagram
methyl[(1E)-prop-1-en-1-yl]propanedioic acid
(2S,3Z)-2-methylpent-3-enoic acid + CO2
show the reaction diagram
-
-
-
-
?
o-Chlorophenylmalonate
?
show the reaction diagram
-
-
-
-
-
o-Fluorophenylmalonate
?
show the reaction diagram
p-Chlorophenylmalonate
?
show the reaction diagram
-
-
-
-
-
p-Fluorophenylmalonate
?
show the reaction diagram
p-Methoxyphenylmalonate
?
show the reaction diagram
p-Methylphenylmalonate
?
show the reaction diagram
phenylglycine
?
show the reaction diagram
-
5% activity compared to phenylmalonate, mutant enzyme G74C
-
-
?
Phenylmalonate
Phenylacetate + CO2
show the reaction diagram
[2-(2-oxoethyl)phenyl]propanedioate
2-hydroxy-2,3-dihydro-1H-indene-1-carboxylate + CO2
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(R)-2-(2-naphthyl)propionate
?
show the reaction diagram
(R)-2-(2-thienyl)propionate
?
show the reaction diagram
(R)-2-phenylpropionate
?
show the reaction diagram
(S)-2-(2-naphtyl)propionate
?
show the reaction diagram
(S)-2-(2-thienyl)propionate
?
show the reaction diagram
(S)-2-phenylpropionate
?
show the reaction diagram
-
-
-
-
?
2-aminophenylmalonate
?
show the reaction diagram
2-aryl-2-methylmalonate
2-arylpropionate + CO2
show the reaction diagram
2-hydroxymalonate
?
show the reaction diagram
2-methyl-alpha-phenylmalonate
? + CO2
show the reaction diagram
-
-
-
-
?
2-phenylmalonate
2-phenylacetate + CO2
show the reaction diagram
2-phenylmalonate
phenylacetate + CO2
show the reaction diagram
-
-
-
-
?
alpha-aryl-alpha-methylmalonate
alpha-arylpropionate + CO2
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-Fluorophenylmethanephosphonic acid
-
-
alpha-Bromophenylacetic acid
-
-
benzylphosphonate
-
competitive inhibitor of AMDase
Sulfhydryl agents
-
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
14.4
(1E)-but-1-en-1-yl(methyl)propanedioic acid
-
wild type enzyme
6.09
1-Naphthylmalonate
-
-
10.4 - 18.3
2-aryl-2-methylmalonate
4.1 - 30.2
2-hydroxy-2-phenylmalonic acid
22.2 - 26.9
2-methyl-2-phenylmalonate
19.4
2-Naphthylmalonate
-
-
9.9 - 10.7
2-phenyl-2-methylmalonate
-
3.3 - 7.5
2-phenylmalonate
87.4
2-Thienylmalonate
-
-
0.8 - 7.8
2-vinyl-2-methylmalonic acid
12.5
alpha-Methyl-alpha(2-thienyl)malonate
-
-
1.01 - 14.3
alpha-methyl-alpha-(alpha-thienyl)malonate
0.43 - 1.25
alpha-methyl-alpha-(beta-naphthyl)malonate
25.5
alpha-methyl-alpha-phenylmalonate
-
-
4.3 - 13.3
alpha-phenylmalonate
7.3
hydroxy(2-methylprop-1-en-1-yl)propanedioic acid
-
wild type enzyme
9.1
hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid
-
wild type enzyme
9.84
m-Chlorophenylmalonate
-
-
35.7
m-Fluorophenylmalonate
-
-
3.5
methyl(2-methylprop-1-en-1-yl)propanedioic acid
-
wild type enzyme
0.43 - 1.56
methyl(2-naphthyl)malonic acid
5.03 - 14.5
methyl(2-thienyl)malonic acid
26.9
methyl(phenyl)propanedioic acid
-
wild type enzyme
12.8
methyl[(1E)-prop-1-en-1-yl]propanedioic acid
-
wild type enzyme
12.6
o-Chlorophenylmalonate
-
-
27.5
o-Fluorophenylmalonate
-
-
8.32
p-Chlorophenylmalonate
-
-
13.5
p-Fluorophenylmalonate
-
-
9.36
p-Methoxyphenylmalonate
-
-
8.89
p-methylphenylmalonate
-
-
0.3 - 123
Phenylmalonate
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
23.9
(1E)-but-1-en-1-yl(methyl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
576
1-Naphthylmalonate
Bordetella bronchiseptica
-
-
0.022 - 0.27
2-aryl-2-methylmalonate
23.4 - 101
2-hydroxy-2-phenylmalonic acid
55.8 - 279
2-methyl-2-phenylmalonate
1730
2-Naphthylmalonate
Bordetella bronchiseptica
-
-
316 - 358
2-phenyl-2-methylmalonate
-
0.02 - 260
2-phenylmalonate
5320
2-Thienylmalonate
Bordetella bronchiseptica
-
-
20.8 - 42.8
2-vinyl-2-methylmalonic acid
200
alpha-Methyl-alpha(2-thienyl)malonate
Bordetella bronchiseptica
-
-
0.08 - 200
alpha-methyl-alpha-(alpha-thienyl)malonate
0.05 - 30.9
alpha-methyl-alpha-(beta-naphthyl)malonate
29.8
alpha-methyl-alpha-phenylmalonate
Bordetella bronchiseptica
-
-
0.62 - 366
alpha-phenylmalonate
20.7
hydroxy(2-methylprop-1-en-1-yl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
47.6
hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
1420
m-Chlorophenylmalonate
Bordetella bronchiseptica
-
-
2180
m-Fluorophenylmalonate
Bordetella bronchiseptica
-
-
5.2
methyl(2-methylprop-1-en-1-yl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
0.12 - 31
methyl(2-naphthyl)malonic acid
0.34 - 200
methyl(2-thienyl)malonic acid
279
methyl(phenyl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
46.2
methyl[(1E)-prop-1-en-1-yl]propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
1090
o-Chlorophenylmalonate
Bordetella bronchiseptica
-
-
666
o-Fluorophenylmalonate
Bordetella bronchiseptica
-
-
782
p-Chlorophenylmalonate
Bordetella bronchiseptica
-
-
195
p-Fluorophenylmalonate
Bordetella bronchiseptica
-
-
92
p-Methoxyphenylmalonate
Bordetella bronchiseptica
-
-
125
p-methylphenylmalonate
Bordetella bronchiseptica
-
-
0.09 - 1143
Phenylmalonate
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.7
(1E)-but-1-en-1-yl(methyl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
39516
0.0019 - 0.026
2-aryl-2-methylmalonate
8268
3.3 - 6.6
2-hydroxy-2-phenylmalonic acid
7898
29.53 - 36.16
2-phenyl-2-methylmalonate
17576
0.0027 - 50
2-phenylmalonate
5427
5.5 - 25.2
2-vinyl-2-methylmalonic acid
14937
2.8
hydroxy(2-methylprop-1-en-1-yl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
39598
5.2
hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
39599
1.5
methyl(2-methylprop-1-en-1-yl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
39601
10.4
methyl(phenyl)propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
26964
3.6
methyl[(1E)-prop-1-en-1-yl]propanedioic acid
Bordetella bronchiseptica
-
wild type enzyme
39602
29.6 - 1499
Phenylmalonate
2883
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.2
benzylphosphonate
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.05
-
mutant enzyme G74C/C188S, pH 8.5, 37C
0.07
-
mutant enzyme S71C/C188S, pH 8.5, 37C
0.72
-
crude cell extract
1.3
-
mutant enzyme C188S, pH 8.5, 37C
380
-
after 528fold purification
381
-
butyl-Toyopearl, last purification step
467
-
wild type enzyme, pH 8.5, 37C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5
-
maximum activity. pH-activity profiles are different from those of other AMDases
6 - 11
-
activity of mutant enzyme C188S retains maximal activity from pH 6.0 to pH 11., substrate: phenylmalonate
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9.5
-
pH 5.0: about 50% of maximal activity, pH 9.5: about 55% of maximal activity, substrate: phenylmalonate, wild-type enzyme
6 - 11
-
activity of mutant enzyme C188S retains maximal activity from pH 6.0 to pH 11.0, substrate: phenylmalonate
6 - 9
-
pH 6.0: about 55% of maximal activity, pH 9: about 80% of maximal activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35
-
AMDase activity reaches its maximum at approximately 35C. Optimum temperature for AMDase activity is examined in the range of 25-50C at pH 6.0 with phenylmalonate as the substrate. It decreases to 40% of the maximum at 45C
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 50
45 - 55
-
45C: maximal activity, 55C: drastically reduced activity above, probably because of inactivation of the enzyme
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
22000
-
gel filtration
24734
-
1 * 24734, calculation from nucleotide sequence
25940
-
freshly purified AMDase
25950
-
calculated molecular mass, including the C-terminal His-tag
26030
-
crystals of AMDase can only be obtained after storage of the protein stock solution for about 4-5 weeks at 277 K. Electron spray ionization mass spectrometry measurement of a crystallizable AMDase sample shows two main components: 26025 (32%) and 26101 Da (68%), which are 83 and 159 Da higher than that of freshly purified AMDase (25942 Da)
26100
-
crystals of AMDase can only be obtained after storage of the protein stock solution for about 4-5 weeks at 277 K. Electron spray ionization mass spectrometry measurement of a crystallizable AMDase sample shows two main components: 26025 (32%) and 26101 Da (68%), which are 83 and 159 Da higher than that of freshly purified AMDase (25942 Da)
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
G74C/C188S mutant in the liganded form at a resolution of 1.45 A, hanging drop vapor diffusion method, using 1.2 M ammonium sulfate, 15% (w/v) PEG5000, 10 mM bromophenylacetate, 1% (v/v) dioxane, and 70 mM HEPES (pH 7.6)
-
hanging-drop vapour-diffusion method, crystallized with ammonium sulfate under alkaline pH conditions with the aim of understanding the mechanism of the enantioselective reaction
vapour-diffusion hanging-drop setup
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
-
30C, 30 min, about 60% loss of activity
4830
5 - 11
-
no loss of enzyme activity is detected after incubation at 25C for 60 min in the pH range of 5-11
690571
6.5 - 8.5
-
4C, stable for over 6 months
4830
8.5
-
activity markedly decreases above pH 8.5
680955
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 60
-
retains 100% activity at 30C, activity is almost negligible at 60C
30
-
below, 10 min, stable
30 - 45
-
thermal stability of the enzyme is examined in the range of 30-45C by measuring the residual activity after a 10 min incubation at specified temperatures using phenylmalonate as the substrate. The enzyme retains 85% activity after incubation at 30C. The activity dramatically decreases after incubation at 35C, and it is almost negligible after incubation at 45C
40
-
10 min, about 10% loss of activity
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4C, 100 mM Tris-HCl pH 8.0, 2 months, 50% loss of activity
-
4C, pH 6.5-8.5, stable for over 6 months
-
enzyme can be stored at 4C for over 3 months.
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DEAE-Sepharose column chromatography, DEAE-Toyopearl column chromatography, and Butyl-Toyopearl column chromatography
-
DEAE-Toyopearl column chromatography and Butyl-Toyopearl column chromatography
-
diethylamino ethanol-Toyopearl column chromatography and Butyl-Toyopearl column chromatography
-
mutant enzymes Cys101Ser, Cys148Ser, Cys171Ser and Cys188Ser
-
Ni-NTA affinity chromatography
-
Ni-Sepharose column chromatography, gel filtration
-
recombinant enzyme
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloned and overexpressed in Escherichia coli
Q05115, Q7WM62
complete gene is cloned into pBAD His A vector, and Escherichia coli Top10 cells are transformed
-
expressed in Escherichia coli
expressed in Escherichia coli JM109 cells
-
expressed in Escherichia coli strain JM109
expressed in Escherichia coli Top10 cells
-
expression in Escherichia coli
-
mutant enzymes Cys101Ser, Cys148Ser, Cys171Ser and Cys188Ser expressed in Escherichia coli
-
overexpressed in Escherichia coli strain DH5alpha-MCR
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
A68C/C188S
-
no specific activity using phenylmalonate as a substrate
C101S
-
mutant enzymes Cys101Ser, Cys148Ser, Cys171Ser and Cys188Ser. CD spectra indicate that the conformational differences of Cys101Ser and Cys188Ser compared to that of the native enzyme are not significant. Only Cys188Ser shows a drastic decrease in enzyme activity, indicating that Cys188 is located at the active centre
C148S
-
mutant enzymes Cys101Ser, Cys148Ser, Cys171Ser and Cys188Ser. CD spectra indicate that the conformational differences of Cys101Ser and Cys188Ser compared to that of the native enzyme are not significant. Only Cys188Ser shows a drastic decrease in enzyme activity, indicating that Cys188 is located at the active centre
C171S
-
mutant enzymes Cys101Ser, Cys148Ser, Cys171Ser and Cys188Ser. CD spectra indicate that the conformational differences of Cys101Ser and Cys188Ser compared to that of the native enzyme are not significant. Only Cys188Ser shows a drastic decrease in enzyme activity, indicating that Cys188 is located at the active centre
G190A
-
the mutant shows 4.6% relative activity compared to the wild type enzyme
G190S/P14V/P15G
-
the mutant shows 1.9% relative activity compared to the wild type enzyme
G74C/C188G
-
the mutant has a 5.6fold increase in activity compared with the G74C/C188S mutant
G74C/C188S
G74C/G190E
-
inactive
G74C/G190H
-
inactive
G74C/M159L
-
the mutant shows 14% decarboxylation activity and 165% racemisation activity compared to mutant G74C
G74C/M159L/C188G
-
the mutant shows a 210fold increase in activity compared with the G74C/C188S mutant
G74C/P14D
-
inactive
G74C/S36N/G74C/C188S
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enhanced activity compared to G74C/C188S
G74C/V13D
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inactive
G74C/V13D/G190H
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inactive
G74C/V43A
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the mutant with shows a 20fold shift towards promiscuous racemisation based on a reduced activity in the decarboxylation reaction and a 2fold increase in the racemisation activity. The mutant shows an extended substrate range, with a 30fold increase in the reaction rate towards ketoprofen
L72C/C188S
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no specific activity using phenylmalonate as a substrate
L77C/C188S
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no specific activity using phenylmalonate as a substrate
M159C
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the mutant shows 1.4% relative activity compared to the wild type enzyme using phenylmalonate or methyl(phenyl)propanedioic acid as substrate, the mutant shows 1.7% relative activity compared to the wild type enzyme using 2-hydroxy-2-phenylmalonic acid as substrate
M159G
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the mutant shows 19% relative activity compared to the wild type enzyme
M159S
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the mutant shows 2.6% relative activity compared to the wild type enzyme
M159V
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the mutant shows 51% relative activity compared to the wild type enzyme
M73C/C188S
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no specific activity using phenylmalonate as a substrate
P14V/P15G
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the mutant shows 11% relative activity compared to the wild type enzyme using phenylmalonate as substrate, the mutant shows 1.9% relative activity compared to the wild type enzyme using 2-hydroxy-2-phenylmalonic acid as substrate, the mutant shows 1.5% relative activity compared to the wild type enzyme using hydroxy(2-methylprop-1-en-1-yl)propanedioic acid as substrate
S36N
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activity is about 1/10 compared to that of the wild-type enzyme
S36N/G74C/C188S
S71C/C188S
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mutant exhibits decarboxylation activity and gives the opposite enantiomer to that formed by the wild type enzyme
S76C/C188S
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no specific activity using phenylmalonate as a substrate
T75C/C188S
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no specific activity using phenylmalonate as a substrate
V69C/C188S
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no specific activity using phenylmalonate as a substrate
V70C/C188S
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no specific activity using phenylmalonate as a substrate
Y48F/G74C/C188G
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the mutant shows a 23fold increase in activity compared with the G74C/C188S mutant
Y48F/G74C/M159L/C188G
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the mutant shows a 920fold activity increase relative to the G74C/C188S mutant
C188S
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in contrast to the bellshaped pH profile of the wild-type enzyme, the activity of the mutant enzyme C188S retains its full activity from pH 6.0 to pH 11.0
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A68C/C188S
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no specific activity using phenylmalonate as a substrate
-
C188S
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mutant exhibits decarboxylation activity and gives the opposite enantiomer to that formed by the wild type enzyme
-
G74C
-
exhibits racemisation activity towards arylpropionates, in addition to its original decarboxylase activity
-
G74C/C188S
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gives the opposite enantiomer of arylpropionate compared to that obtained with the wild type enzyme; mutant exhibits decarboxylation activity and gives the opposite enantiomer to that formed by the wild type enzyme; mutated AMDase produces arylpropionate of the opposite enantiomorph to that of the wild-type enzyme, although the enzymatic reaction proceeds with a slower rate than that of the wild type
-
S71C/C188S
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mutant exhibits decarboxylation activity and gives the opposite enantiomer to that formed by the wild type enzyme
-
V69C/C188S
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no specific activity using phenylmalonate as a substrate
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
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enzyme is of biotechnological interest for its use in the synthesis of fine chemicals
synthesis
Show AA Sequence (119 entries)
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