Information on EC 2.3.2.9 - agaritine gamma-glutamyltransferase

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The expected taxonomic range for this enzyme is: Agaricus

EC NUMBER
COMMENTARY
2.3.2.9
-
RECOMMENDED NAME
GeneOntology No.
agaritine gamma-glutamyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
agaritine + acceptor = 4-hydroxymethylphenylhydrazine + gamma-L-glutamyl-acceptor
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
aminoacyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
(gamma-L-glutamyl)-N1-(4-hydroxymethylphenyl)hydrazine:acceptor gamma-glutamyltransferase
4-Hydroxyaniline, cyclohexylamine, 1-naphthylhydrazine and similar compounds can act as acceptors; the enzyme also catalyses the hydrolysis of agaritine.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
glutamyl transferase, agaritine gamma-
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
37257-25-3
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
basidomycete
-
-
Manually annotated by BRENDA team
Agaricus perrarus
-
-
-
Manually annotated by BRENDA team
no activity in Agaricus sterlingii
-
-
-
Manually annotated by BRENDA team
no activity in Agaricus subrutilescens
-
-
-
Manually annotated by BRENDA team
no activity in Boletus sp.
-
-
-
Manually annotated by BRENDA team
no activity in Colosyphia sp.
-
-
-
Manually annotated by BRENDA team
no activity in Coprinus sp.
in sporophores
-
-
Manually annotated by BRENDA team
no activity in Cortinarius sp.
-
-
-
Manually annotated by BRENDA team
no activity in Daucus carota
-
-
-
Manually annotated by BRENDA team
no activity in Discina sp.
-
-
-
Manually annotated by BRENDA team
no activity in Eremothecium ashbyi
-
-
-
Manually annotated by BRENDA team
no activity in Escherichia coli
-
-
-
Manually annotated by BRENDA team
no activity in Helvella sp.
-
-
-
Manually annotated by BRENDA team
no activity in Neurospora crassa
-
-
-
Manually annotated by BRENDA team
no activity in Persea americana
-
-
-
Manually annotated by BRENDA team
no activity in pigeon
-
-
-
Manually annotated by BRENDA team
no activity in Pleurotus sp.
-
-
-
Manually annotated by BRENDA team
no activity in Rattus norvegicus
-
-
-
Manually annotated by BRENDA team
no activity in Spinacia oleracea
-
-
-
Manually annotated by BRENDA team
no activity in Xeromphalina sp.
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(gamma-L-glutamyl)hydrazine + H2O
L-glutamate + hydrazine
show the reaction diagram
-
-
-
?
1-methyl-2-(gamma-L-glutamyl)hydrazine + H2O
L-glutamate + methylhydrazine
show the reaction diagram
-
-
-
?
3-oxobutyl-CoA + acetyl-CoA
S-(3,5-dioxohexyl)-CoA
show the reaction diagram
-
-
-
-
?
beta-N-(gamma-L(+)-glutamyl)-4-hydroxymethylphenylhydrazine + acceptor
4-hydroxymethylphenylhydrazine + gamma-L-glutamyl-acceptor
show the reaction diagram
-
trivial name agaritine, can be replaced by gamma-L-glutamyl-1-naphthylhydrazine, donor-specificity: gamma-L-glutamyl-residue is essential and not replaceable by acetyl-, beta-aspartyl-, delta-homoglutaryl-, glutaryl-, gamma-D-glutamyl-, gamma-L-(alpha-N-acetyl)glutamyl and gamma-L-(alpha-glutamyl)glycine-residues, acceptors may be hydroxylamine, phenylhydrazine, p-hydroxyaniline, NH4+, not glycine, phenylalanine and aspartic acid, in the absence of acceptor the gamma-glutamyl-moiety is irreversibly transferred to H2O, hydrolyzes gamma-glutamyl-amides and esters as well as hydrazides, no donors are gamma-glutamyl-derivatives of ammonia or hydrazine and their corresponding N-alkylated analogues, glutathione, gamma-glutamylphenylalanine, gamma-glutamyl-beta-aminoisobutyric acid
-
?
beta-N-(gamma-L(+)-glutamyl)-4-hydroxymethylphenylhydrazine + acceptor
4-hydroxymethylphenylhydrazine + gamma-L-glutamyl-acceptor
show the reaction diagram
-
i.e. agaritine, unique enzyme for gamma-L-glutamyl transfer in the basidiomycete family Agaricaceae
-
?
beta-N-(gamma-L-glutamyl)-1-naphthylhydrazine + H2O
L-glutamate + 1-naphthylhydrazine
show the reaction diagram
-
-
-
?
beta-N-(gamma-L-glutamyl)-4-hydroxymethylphenylhydrazine + H2O
L-glutamate + 4-hydroxymethylphenylhydrazine
show the reaction diagram
-
-
-
?
beta-N-(gamma-L-glutamyl)cyclohexylamine + H2O
L-glutamate + cyclohexylamine
show the reaction diagram
-
-
-
?
beta-N-(gamma-L-glutamyl)p-hydroxyaniline + H2O
L-glutamate + 4-hydroxyaniline
show the reaction diagram
-
-
-
?
beta-N-(gamma-L-glutamyl)phenylhydrazine + H2O
L-glutamate + phenylhydrazine
show the reaction diagram
-
hydrolysis is probably irreversible
-
?
gamma-(O-benzyl)-L-glutamic acid + H2O
L-glutamate + benzoic acid
show the reaction diagram
-
-
-
?
gamma-benzyl-L-glutamate + phenylhydrazine
benzoic acid + gamma-L-glutamylphenylhydrazine
show the reaction diagram
-
-
L-glutamate in the absence of phenylhydrazine
?
gamma-glutamyl-p-nitroanilide + H2O
L-glutamate + p-nitroaniline
show the reaction diagram
-
-
-
?
gamma-L-glutamyl-p-hydroxyaniline + phenylhydrazine
p-hydroxyaniline + gamma-L-glutamylphenylhydrazine
show the reaction diagram
-
-
-
?
glutamine + phenylhydrazine
beta-N-(gamma-L-glutamyl)phenylhydrazine
show the reaction diagram
-
-
-
?
L-glutamine + H2O
L-glutamate + NH3
show the reaction diagram
-
-
-
?
N-(gamma-L-glutamyl)ethylamine + H2O
L-glutamate + ethylamine
show the reaction diagram
-
-
-
?
N-gamma-L-glutamylcyclohexylamine + NH4+
cyclohexylamine + glutamine
show the reaction diagram
-
at high NH4+ concentrations
-
?
N-gamma-L-glutamylcyclohexylamine + phenylhydrazine
cyclohexylamine + gamma-L-glutamylphenylhydrazine
show the reaction diagram
-
-
-
?
N-gamma-L-glutamylcyclohexylamine + phenylhydrazine
cyclohexylamine + gamma-L-glutamylphenylhydrazine
show the reaction diagram
-
most effective donor
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
beta-N-(gamma-L(+)-glutamyl)-4-hydroxymethylphenylhydrazine + acceptor
4-hydroxymethylphenylhydrazine + gamma-L-glutamyl-acceptor
show the reaction diagram
-
i.e. agaritine, unique enzyme for gamma-L-glutamyl transfer in the basidiomycete family Agaricaceae
-
?
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
not activated by Mg2+ or Mn2+
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
4-Hydroxyaniline
-
agaritine hydrolysis
beta-N-(gamma-L-Glutamyl)-1-naphthylhydrazine
-
competitive inhibition of agaritine hydrolysis
Cu2+
-
1 mM, complete inhibition
diisopropylfluorophosphate
-
5 mM, 40% inhibition
gamma-(O-Benzyl)-L-glutamic acid
-
competitive inhibition of agaritine hydrolysis
gamma-L-glutamylhydrazine
-
competitive inhibition of agaritine hydrolysis
glycerol
-
40%, v/v, complete inhibition
glycine
-
hydroxylamine as substrate
Hg2+
-
5 mM, complete inhibition
iodoacetate
-
5 mM, complete inhibition
N-(gamma-L-Glutamyl)-4-hydroxyaniline
-
competitive inhibition of agaritine hydrolysis
N-(gamma-L-Glutamyl)-cyclohexylamine
-
competitive inhibition of agaritine hydrolysis
NaCN
-
5 mM, 40% inhibition
p-hydroxymercuribenzoate
-
2 mM, complete inhibition
phenylalanine
-
hydroxylamine as substrate
Zn2+
-
1 mM, complete inhibition
L-glutamine
-
competitive inhibition of agaritine hydrolysis
additional information
-
not inhibited by NH4+ at high concentrations, leucine, aspartic acid
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
additional information
-
not activated by ADP or ATP
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.6
7.8
-
approx. half-maximal activity at pH 6.6 and 7.8
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
-
assay at
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
-
present in stip base, gills and skin
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
2-mercaptoethanol stabilizes during purification
-
freeze-thawing inactivates
-
ORGANIC SOLVENT
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Glycerol
-
40%, inactivates
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE