Information on EC 3.5.1.79 - Phthalyl amidase

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The expected taxonomic range for this enzyme is: Xanthobacter agilis

EC NUMBER
COMMENTARY hide
3.5.1.79
-
RECOMMENDED NAME
GeneOntology No.
Phthalyl amidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
A phthalylamide + H2O = phthalic acid + a substituted amine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of linear amides
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
Phthalyl-amide amidohydrolase
In the entry, "phthalyl" is used to mean "2-carboxybenzoyl". The enzyme from Xanthobacter agilis hydrolyses phthalylated amino acids, peptides, beta-lactams, aromatic and aliphatic amines. The substituent on nitrogen may be an alkyl group, but may also be complex, giving an amino acid or peptide derivative. Substitutions on the phthalyl ring include 6-F, 6-NH2, 3-OH, and a nitrogen in the aromatic ring ortho to the carboxy group attached to the amine. No cofactors are required
CAS REGISTRY NUMBER
COMMENTARY hide
169150-79-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-Carboxybenzoylamine-D-Phe-L-Ala
?
show the reaction diagram
-
-
-
-
-
2-Carboxybenzoylamine-D-phenylglycine-methylester
?
show the reaction diagram
-
-
-
-
-
2-Carboxybenzoylamine-L-Phe-L-Ala
?
show the reaction diagram
-
-
-
-
-
7-Phthalamido-3-chloro-4-carboxy-1-carbadethioceph-3-em
Aspartame + phthalic acid
show the reaction diagram
-
i.e. phthalamindo carbacephem
-
-
-
N-Phthalamido-L-Asp-L-Phe methyl ester
?
show the reaction diagram
-
-
-
-
-
o-Phthalyl carbacephem
Loracarbef + phthalic acid
show the reaction diagram
-
-
-
-
[4-[(2-Carboxybenzoyl)amino]-1H-imidazol-1-yl]octanoic acid
?
show the reaction diagram
-
-
-
-
-
additional information
?
-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Mn2+
-
slight
p-hydroxymercuribenzoate
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.16
2-carboxybenzoylamine-D-Phe-L-Ala
-
-
0.56
2-carboxybenzoylamine-D-phenylglycine-methylester
-
-
0.23
2-carboxybenzoylamine-L-Phe-L-Ala
-
-
0.9
7-Phthalamido-3-chloro-4-carboxy-1-carbadethioceph-3-em
-
-
additional information
additional information
-
-
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.8
2-carboxybenzoylamine-D-Phe-L-Ala
Xanthobacter agilis
-
-
4.7
2-carboxybenzoylamine-D-phenylglycine-methylester
Xanthobacter agilis
-
-
2.3
2-carboxybenzoylamine-L-Phe-L-Ala
Xanthobacter agilis
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.8 - 8.4
-
-
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
49900
-
electrospray mass spectrometry
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
below, pH 8.2, 48 h, 10% loss of activity
35
-
pH 8.2, 48 h, 20% loss of activity
40
-
pH 8.2, 48 h, 70% loss of activity
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
pH-stability and temperature-stability is improved significantly by increasing ionic strength of the buffer
-
stability is dependent on the high ionic strength of the buffer
-
the enzyme stability is optimal at salt concentrations of 0.2 M and above
-
the substrate phthalimido carbacephem stablilizes the enzyme
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
large scale
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Streptomyces lividans and Escherichia coli
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis