Information on EC 3.5.1.71 - N-feruloylglycine deacylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.5.1.71
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RECOMMENDED NAME
GeneOntology No.
N-feruloylglycine deacylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N-feruloylglycine + H2O = ferulate + glycine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of linear amides
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SYSTEMATIC NAME
IUBMB Comments
N-feruloylglycine amidohydrolase
Hydrolyses a range of L-amino acids from the cinnamoyl and substituted cinnamoyl series. Not identical with EC 3.5.1.14 aminoacylase.
CAS REGISTRY NUMBER
COMMENTARY hide
118731-84-3
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
lettuce, very low activity
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Manually annotated by BRENDA team
pea, very low activity
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Manually annotated by BRENDA team
rye, low activity
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Manually annotated by BRENDA team
spinach, very low activity
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Manually annotated by BRENDA team
Trifolium sp.
clover, very low activity
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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-4-hydroxybenzoylglycine + H2O
4-hydroxybenzoate + glycine
show the reaction diagram
N-benzoylglycine + H2O
benzoate + glycine
show the reaction diagram
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-
-
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?
N-cinnamoylglycine + H2O
cinnamate + glycine
show the reaction diagram
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-
-
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?
N-dihydroferuloylglycine + H2O
dihydroferulate + glycine
show the reaction diagram
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-
-
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?
N-feruloyl-D,L-aspartic acid + H2O
ferulate + D,L-aspartate
show the reaction diagram
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-
-
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?
N-feruloyl-L-alanine + H2O
ferulate + L-alanine
show the reaction diagram
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-
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?
N-feruloylglycine + H2O
ferulate + glycine
show the reaction diagram
N-p-coumaroylglycine + H2O
p-coumarate + glycine
show the reaction diagram
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-
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?
N-sinapoylglycine + H2O
sinapate + glycine
show the reaction diagram
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-
-
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?
N-syringoylglycine + H2O
syringate + glycine
show the reaction diagram
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only poorly hydrolyzed
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?
N-vanilloyl-1-glycine + H2O
4-hydroxy-3-methoxybenzoate + glycine
show the reaction diagram
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?
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
N-feruloylglycine + H2O
ferulate + glycine
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Bivalent cations
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important for proper function
additional information
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no activation by Co2+, 1 mM CoSO4 even inhibitory
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
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o-phenanthroline, 10 mM: 97% inhibition, partially reversed by CuCl2, CoCl2 and to a lesser extent by ZnCl2 and MnCl2, 1 mM: 29% inhibition, 0.1 mM: no inhibition. 2.5 mM: 73% inhibition, totally reversed by 0.66 mM ZnCl2, CuCl2 or CoCl2 and to a lesser extent also by nickel and manganous ions
1,4-dithiothreitol
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2 mM: 100% inhibition
2-Iodosobenzoate
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5 mM: 100% inhibition
2-mercaptoethanol
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20 mM: 100% inhibition
Co2+
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1 mM: about 37% inhibition
CoSO4
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1 mM: about 37% inhibition
diphenyl-1,5-thiocarbazone
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dithizone, 10 mM: 79% inhibition
EDTA
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10 mM: 61% inhibition
glutathione
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reduced glutathione, 50 mM: 100% inhibition
HgCl2
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0.005 mM: 100% inhibition
iodoacetamide
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7.5 mM: 100% inhibition
iodoacetate
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4 mM: 100% inhibition
L-cysteine
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50 mM: 100% inhibition
Metal chelating reagents
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high concentration, 10 mM
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N-ethylmaleimide
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1 mM: 100% inhibition
N-feruloyl-Gly-L-LeuOH
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5 mM: potent reversible inhibitor, kinetics of inhibition. Ki: 0.3 mM
N-feruloyl-Gly-L-PheOH
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5 mM: potent reversible inhibitor, kinetics of inhibition. Ki: 0.042 mM
N-feruloyldipeptides
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potent reversible inhibitor
p-chloromercuribenzoate
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0.05 mM: 100% inhibition
sulfhydryl reagents
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additional information
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kinetics of inhibition; no inhibition by cystine and disodium maleate
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(NH4)2SO4
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0.4 M, enhances activity of unpurified enzyme by 55%, but no effect with purified enzyme
K2SO4
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0.4 M, enhances activity of unpurified enzyme by 36%
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.18
N-4-Hydroxybenzoylglycine
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2
N-benzoylglycine
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0.426
N-cinnamoylglycine
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0.833
N-Dihydroferuloylglycine
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0.909
N-Feruloyl-D,L-aspartic acid
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0.217
N-Feruloyl-L-alanine
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0.084 - 0.086
N-feruloylglycine
0.385
N-p-Coumaroylglycine
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0.133
N-Sinapoylglycine
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1.11
N-Vanilloyl-1-glycine
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additional information
additional information
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kinetic data, kinetic studies
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.3
N-feruloyl-Gly-L-LeuOH
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5 mM: potent reversible inhibitor, kinetics of inhibition
0.042
N-feruloyl-Gly-L-PheOH
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5 mM: potent reversible inhibitor, kinetics of inhibition.
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Trifolium sp.
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Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
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Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
155000
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gel filtration
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5
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unstable below
209231
7.5 - 10
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very stable between
209231
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35
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stable up to, unstable above
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate, 0.4 M, stabilizes during fractionation
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bivalent cations important for stability
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glycerol, 10%, stabilizes
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-28°C, stable for several months without serious loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
from germinated and excised embryos
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