Information on EC 3.5.1.58 - N-benzyloxycarbonylglycine hydrolase

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The expected taxonomic range for this enzyme is: Enterococcus faecalis

EC NUMBER
COMMENTARY hide
3.5.1.58
-
RECOMMENDED NAME
GeneOntology No.
N-benzyloxycarbonylglycine hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N-benzyloxycarbonylglycine + H2O = benzyl alcohol + CO2 + glycine
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of urethane
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
N-benzyloxycarbonylglycine urethanehydrolase
Also acts, more slowly, on N-benzyloxycarbonylalanine, but not on the corresponding derivatives of other amino acids or on N-benzyloxycarbonylpeptides. Requires Co2+ or Zn2+. cf. EC 3.5.1.64, Nalpha-benzyloxycarbonylleucine hydrolase.
CAS REGISTRY NUMBER
COMMENTARY hide
91930-69-7
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain R ATCC 8043
-
-
Manually annotated by BRENDA team
strain R ATCC 8043
-
-
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
N-(2-hydroxy)benzyl-Gly + H2O
2-hydroxybenzyl alcohol + Gly
show the reaction diagram
-
-
-
-
?
N-(3-hydroxy)benzyl-Gly + H2O
3-hydroxybenzyl alcohol + Gly
show the reaction diagram
-
-
-
-
?
N-(4-amino)benzyl-Gly + H2O
4-aminobenzyl alcohol + Gly
show the reaction diagram
-
-
-
-
?
N-(4-hydroxy)benzyl-Gly + H2O
4-hydroxybenzyl alcohol + Gly
show the reaction diagram
-
-
-
-
?
N-(4-methoxy)benzyloxycarbonyl-Gly + H2O
4-methoxybenzyl alcohol + CO2 + Gly
show the reaction diagram
-
-
-
-
?
N-benzyl-Gly + H2O
benzyl alcohol + Gly
show the reaction diagram
N-benzyl-Gly-Gly + H2O
benzyl alcohol + Gly-Gly
show the reaction diagram
N-benzyl-L-Ala + H2O
benzyl alcohol + Ala
show the reaction diagram
-
-
-
-
?
N-benzyloxycarbonyl-Gly + H2O
benzyl alcohol + CO2 + Gly
show the reaction diagram
N-benzyloxycarbonyl-Gly-Gly + H2O
benzyl alcohol + CO2 + Gly-Gly
show the reaction diagram
N-benzyloxycarbonyl-L-Ala + H2O
benzyl alcohol + CO2 + Ala
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
very slight activation
Ca2+
-
very slight activation
Cd2+
-
very slight activation
Fe2+
-
very slight activation
Pb2+
-
very slight activation
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
iodoacetamide
-
weak
iodoacetate
-
weak
N-benzyloxycarbonyl-L-Phe chloromethyl ketone
-
weak
o-phenanthroline
-
weak
p-chloromercuribenzoate
p-tosyl-L-Lys chloromethyl ketone
-
weak
p-tosyl-L-Phe chloromethyl ketone
-
weak
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.35
N-benzyl-Ala
-
-
-
0.1
N-benzyl-Gly
-
-
-
0.8
N-Benzyloxycarbonyl-Ala
-
-
0.36
N-Benzyloxycarbonyl-Gly
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0003
-
for N-benzyloxycarbonyl-Ala
0.0007
-
for N-benzyl-Ala
0.0067
-
for N-benzyl-Gly
0.0074
-
for N-benzyloxylcarbonyl-Gly
additional information
-
specific activity for 14 more substrates
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
220000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
octamer
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 6.5
-
stable below 20°C
209204
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0
-
stable for 60 days at pH 6.0, 80% of activity remaining after 3 months, 50% of activity remaining after 6 months
20
-
stable for 60 min below 20°C in 0.05 M phosphate buffer, pH 6.0
25
-
stable for 16 h around pH 6.0
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis