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
LITERATURE
agaritine + acceptor = 4-hydroxymethylphenylhydrazine + gamma-L-glutamyl-acceptor
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
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
COMMENTARY
LITERATURE
glutamyl transferase, agaritine gamma-
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
37257-25-3
-
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
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
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
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
COMMENTARY
LITERATURE
additional information
-
not activated by Mg2+ or Mn2+
INHIBITORS
ORGANISM
UNIPROT
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
COMMENTARY
LITERATURE
IMAGE
additional information
-
not activated by ADP or ATP
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.6 - 7.8
-
approx. half-maximal activity at pH 6.6 and 7.8
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
-
assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
present in stip base, gills and skin
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
2-mercaptoethanol stabilizes during purification
-
freeze-thawing inactivates
-
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Glycerol
-
40%, inactivates
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE