Information on EC 3.5.1.91 - N-substituted formamide deformylase

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The expected taxonomic range for this enzyme is: Arthrobacter pascens

EC NUMBER
COMMENTARY hide
3.5.1.91
-
RECOMMENDED NAME
GeneOntology No.
N-substituted formamide deformylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N-benzylformamide + H2O = formate + benzylamine
show the reaction diagram
SYSTEMATIC NAME
IUBMB Comments
N-benzylformamide amidohydrolase
Zinc is a cofactor. While N-benzylformamide is the best substrate, the enzyme from Arthrobacter pascens can also act on the N-substituted formamides N-butylformamide, N-allylformamide, N-[2-(cyclohex-1-enyl)ethyl]formamide and N-(1-phenylethyl)formamide, but much more slowly. Amides of other acids do not act as substrates.
CAS REGISTRY NUMBER
COMMENTARY hide
115299-95-1
-
99193-94-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
N-benzylacetamide + H2O
acetate + benzylamine
show the reaction diagram
N-benzylformamide + H2O
formate + benzylamine
show the reaction diagram
N-benzylpropionamide + H2O
propionate + benzylamine
show the reaction diagram
N-butylformamide + H2O
formate + butylamine
show the reaction diagram
3.4% of activity with N-benzylformamide
-
-
?
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
N-benzylformamide + H2O
formate + benzylamine
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zn2+
2.94 mol per mol of subunit
additional information
-
no or poor inhibition by 1 mM of LiCl, NaCl, MgCl2, CaCl2, BaCl2, MnCl2, AlCl3, Pb(NO3)2, FeSO4, FeCl3, RbCl, SrCl2, CsCl, Na2MoO4, CoCl2, NiCl2, and ZnCl2
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,2'-dipyridyl
-
15% inhibition at 1 mM
2-mercaptoethanol
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64% inhibition at 1 mM
3-Phenylpropylamine
-
inhibits the reverse enzyme reaction
8-hydroxyquinoline
AgNO3
aminoguanidine
-
19% inhibition at 1 mM
aniline
-
a benzylamine analogue, dead-end inhibition study, overview; inhibits the reverse enzyme reaction, uncompetitive versus benzylamine, competitive versus formate
Butyrate
-
slight inhibition of the reverse reaction, competitive versus benzylamine, noncompetitive versus formate
CdCl2
-
57% inhibition at 1 mM
CuCl2
dithiothreitol
H2O2
-
slight inhibition at 1 mM
HgCl2
Isobutyrate
-
slight inhibition of the reverse reaction
N-ethylmaleimide
o-phenanthroline
p-chloromercuribenzoate
phenethylamine
-
inhibits the reverse enzyme reaction
phenylhydrazine
Semicarbazide
-
8% inhibition at 1 mM
SnCl2
ZnCl2
0.25 mM, 25% inhibition
additional information
-
no or poor inhibition by 1 mM of LiCl, NaCl, MgCl2, CaCl2, BaCl2, MnCl2, AlCl3, Pb(NO3)2, FeSO4, FeCl3, RbCl, SrCl2, CsCl, Na2MoO4, CoCl2, NiCl2, and ZnCl2. No inhibition by iodoacetate, 5,5'-dithio-bis-2-nitrobenzoate, diethyldithiocarbamate, NaN3, and phenylmethanesulfonyl fluoride. Valerate, isovalerate, and caproate cannot be tested because they are insoluble in the reaction buffer
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ammonium persulfate
-
12% activation at 1 mM
diisopropyl fluorophosphate
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17% activation at 1 mM
EDTA
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27% activation at 1 mM
KCN
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slight activation at 1 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1210
acetate
-
pH 7.0, 25°C
53.6
benzylamine
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pH 7.0, 25°C
3010
formate
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pH 7.0, 25°C
0.067 - 0.075
N-benzylformamide
7.5
N-butylformamide
-
3850
propionate
-
pH 7.0, 25°C
additional information
additional information
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bisubstrate kinetic analysis using formate and benzylamine, overview
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.008
acetate
Arthrobacter pascens
-
pH 7.0, 25°C
47
0.411
benzylamine
Arthrobacter pascens
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pH 7.0, 25°C
529
0.011
formate
Arthrobacter pascens
-
pH 7.0, 25°C
120
687
N-benzylformamide
Arthrobacter pascens
-
pH 7.5, 25°C
13659
0.003
propionate
Arthrobacter pascens
-
pH 7.0, 25°C
312
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
13.3
3-Phenylpropylamine
Arthrobacter pascens
-
pH 7.0, 25°C
14.5
aniline
Arthrobacter pascens
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pH 7.0, 25°C
275
Butyrate
Arthrobacter pascens
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pH 7.0, 25°C
280
Isobutyrate
Arthrobacter pascens
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pH 7.0, 25°C
27.8
phenethylamine
Arthrobacter pascens
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pH 7.0, 25°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9
-
activity range, profile overview
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
reverse reaction
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
58773
-
2 * 58773, MALDI-TOF mass spectroscopy
121000
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 9.5
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25°C, 30 min, 80% activity remaining at pH 8.0, below 20% at pH 6,5 and pH 9.5, inactivation at pH 6.0 and pH 10.0, profile overview
733172
7.5 - 8.5
stable
660362
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
2% loss of activity after 30 min
35
6% loss of activity after 30 min
40
16% loss of activity after 30 min
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate, DEAE-Sephacel, Resource ISO, Ressource Q
recombinant enzyme, ammonium sulfate, DEAE-Sephacel, Resource ISO
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Streptomyces lividans strain TK 24
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