Information on EC 3.5.5.4 - cyanoalanine nitrilase

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

EC NUMBER
COMMENTARY hide
3.5.5.4
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RECOMMENDED NAME
GeneOntology No.
cyanoalanine nitrilase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
3-cyano-L-alanine + 2 H2O = L-aspartate + NH3
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of nitriles
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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cyanide detoxification I
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Cyanoamino acid metabolism
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
3-cyano-L-alanine aminohydrolase
L-Asparagine is formed as an intermediate. cf. EC 4.2.1.65, 3-cyanoalanine hydratase and EC 3.5.1.1, asparaginase.
CAS REGISTRY NUMBER
COMMENTARY hide
85638-44-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
strain SBW25
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Manually annotated by BRENDA team
strain 13
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Manually annotated by BRENDA team
strain 13
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
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the NIT4 deletion shows decreased growth along with altered chlorophyll content under water deficit as compared to the wild type
physiological function
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increased expression of beta-cyanoalanine nitrilase improves cyanide tolerance in Arabidopsis thaliana
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-cyano-L-alanine + H2O
L-aspartate + asparagine
show the reaction diagram
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-
-
-
?
3-cyano-L-alanine + H2O
L-aspartate + NH3
show the reaction diagram
beta-cyano-L-alanine + H2O
L-aspartate + NH3
show the reaction diagram
phenyl-3-propionitrile + H2O
phenyl-3-propionic acid + NH3
show the reaction diagram
-
-
-
?
additional information
?
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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
3-cyano-L-alanine + H2O
L-aspartate + NH3
show the reaction diagram
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
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weak, 2-mercaptoethanol partially protects
2,2'-dipyridyl
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2-mercaptoethanol partially protects
Ag2+
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2-mercaptoethanol partially protects
Cd2+
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2-mercaptoethanol partially protects
Co2+
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2-mercaptoethanol partially protects
Cu2+
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2-mercaptoethanol partially protects
Hg2+
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2-mercaptoethanol partially protects
iodoacetamide
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2-mercaptoethanol partially protects
jasmonic acid
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application of jasmonic acid represses protein expression
Mersalyl acid
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strong
Mg2+
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weak
N-ethylmaleimide
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2-mercaptoethanol partially protects
Na2HA3O4
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NaF
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2-mercaptoethanol partially protects
NaNO3
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2-mercaptoethanol partially protects
Ni2+
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weak
p-chloromercuribenzoate
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strong
p-Chloromercuriphenylsulfonic acid
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strong
additional information
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gibberellic acid, kinetin, abscisic acid, or epi-brassinolide have no obvious influence on activity
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-Cyano-L-alanine
cyanide
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induction
cysteine
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induction
additional information
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a 2fold induction by light is observed
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.69 - 83
3-Cyano-L-alanine
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.001 - 19.4
3-Cyano-L-alanine
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.048
substrate phenyl-3-propionic acid, pH 8.0, 37°C
0.1
substrate phenyl-3-propionic acid, pH 8.0, 37°C
143.7
substrate 3-cyano-L-alanine, pH 8.0, 37°C; substrate 3-cyano-L-alanine, pH 8.0, 37°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
9.5
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Tris-HCl buffer
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.2 - 10.8
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about half-maximal activity at pH 8.2 and pH 10.8
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 62
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about half-maximal activity at 30°C and 62°C
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35000
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30 * 35000, SDS-PAGE
38000
x * 38000, SDS-PAGE; x * 38000, SDS-PAGE
40000
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isozyme NIT4A, SDS-PAGE
42000
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isozyme NIT4B2, SDS-PAGE
1000000
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ultracentrifugation
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 38000, SDS-PAGE; x * 38000, SDS-PAGE
polymer
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
crystallization in presence of (NH4)2SO4
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
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3 h, stable at 37°C, only in the presence of 2-mercaptoethanol
5824
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
60
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stable up to for 10 min in 50 mM phosphate buffer, pH 7.5
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
2-mercaptoethanol stabilizes
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation and Ni-NTA column chromatography
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Ni-NTA agarose column chromatography and HiLoad 16/60 Superdex 200 gel filtration
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Ni-Sepharose Fast Flow column chromatography and Sephadex G-15 gel filtration
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Arabidopsis thaliana
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expressed in Escherichia coli
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expressed in Escherichia coli BL21 CodonPlus (DE3) RIL cells
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
degradation