Information on EC 3.5.1.2 - glutaminase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.5.1.2
-
RECOMMENDED NAME
GeneOntology No.
glutaminase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
L-glutamine + H2O = L-glutamate + NH3
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
carboxylic acid amide hydrolysis
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
L-citrulline biosynthesis
-
-
L-glutamine degradation I
-
-
glutamate and glutamine metabolism
-
-
Arginine biosynthesis
-
-
Alanine, aspartate and glutamate metabolism
-
-
D-Glutamine and D-glutamate metabolism
-
-
Metabolic pathways
-
-
SYSTEMATIC NAME
IUBMB Comments
L-glutamine amidohydrolase
-
CAS REGISTRY NUMBER
COMMENTARY hide
9001-47-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain PCC 7120
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
ATCC 14580
UniProt
Manually annotated by BRENDA team
ATCC 14580
UniProt
Manually annotated by BRENDA team
MTCC 10401, isolated from Gangotri region of Uttarakhand Himalaya
-
-
Manually annotated by BRENDA team
MTCC 10401, isolated from Gangotri region of Uttarakhand Himalaya
-
-
Manually annotated by BRENDA team
ATCC 23857D-5
SwissProt
Manually annotated by BRENDA team
gene prgA
-
-
Manually annotated by BRENDA team
Clostridium welchii
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Escherichia coli W3110 / ATCC 27325
-
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
male White Leghorn chicken
-
-
Manually annotated by BRENDA team
KCTC3594
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
gene CagahA
-
-
Manually annotated by BRENDA team
gene CagahA
-
-
Manually annotated by BRENDA team
no activity in Gallus gallus
no liver-type isozyme, LGA, activity in the brain
-
-
Manually annotated by BRENDA team
gene CngahA
-
-
Manually annotated by BRENDA team
gene CngahA
-
-
Manually annotated by BRENDA team
NRC 510
-
-
Manually annotated by BRENDA team
ATCC 21025
-
-
Manually annotated by BRENDA team
Sprague-Dawley
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
lizard
-
-
Manually annotated by BRENDA team
ATCC 11859
-
-
Manually annotated by BRENDA team
isolated from the estuarine fish Chanos chanos, from gills, skin, and gut contents
-
-
Manually annotated by BRENDA team
isolated from the estuarine fish Chanos chanos, from gills, skin, and gut contents
-
-
Manually annotated by BRENDA team
gene slr2079
UniProt
Manually annotated by BRENDA team
gene trpG
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Triticale sp.
-
-
-
Manually annotated by BRENDA team
MSS2
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
-
treating cells that coexpressed Mek2-K101A and kidney-type glutaminase with suboptimal level of BPTES leads to synergistic inhibition on cell proliferation
metabolism
-
glutaminase C is the first enzyme in glutaminolysis
physiological function
additional information
-
Ile221-Leu533 is the catalytic domain of kidney-type glutaminase
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-oxo-glutaramate + H2O
?
show the reaction diagram
-
-
-
-
?
2-oxo-succinamate + H2O
?
show the reaction diagram
-
-
-
-
?
5-methoxy-2,5-dioxopentanoic acid + H2O
methanol + 2-oxoglutaric acid
show the reaction diagram
-
-
-
-
?
6-diazo-5-oxo-L-norleucine + H2O
?
show the reaction diagram
-
the nucleophilic attack of Ser286 sidechain on 6-diazo-5-oxo-L-norleucine releases the diazo group (N2) from the inhibitor and results in the formation of an enzyme-inhibitor complex
-
-
?
alpha-methyl-DL-Gln + H2O
?
show the reaction diagram
-
-
-
-
?
beta-cyanoalanine + H2O
?
show the reaction diagram
-
0.2% of the activity with L-Gln
-
-
?
Cbz-Gln-Gly + H2O
Cbz-Glu-Gly + NH3
show the reaction diagram
-
-
-
-
?
Cbz-L-Gln + H2O
Cbz-L-Glu + NH3
show the reaction diagram
-
-
-
-
?
D-Asn + H2O
D-Asp + NH3
show the reaction diagram
D-Asn + H2O
D-aspartate + NH3
show the reaction diagram
-
less 0.1% of the activity with L-glutamine and H2O as co-substrate
-
-
?
D-Asn + hydroxylamine
D-2-amino-4-(hydroxylamino)-4-oxobutanoic acid + NH3
show the reaction diagram
-
-
-
-
?
D-asparagine + H2O
?
show the reaction diagram
D-asparagine + H2O
D-aspartate
show the reaction diagram
44% activity
-
-
?
D-asparagine + H2O
D-aspartate + NH3
show the reaction diagram
D-gamma-glutamyl-ethylester + H2O
D-Glu + ethanol
show the reaction diagram
-
-
-
-
?
D-gamma-glutamyl-ethylester + hydroxylamine
D-gamma-glutamyl hydroxamate + ethanol
show the reaction diagram
-
-
-
-
?
D-gamma-glutamyl-hydrazide + H2O
D-Glu + hydroxyhydrazine
show the reaction diagram
-
-
-
-
?
D-gamma-glutamyl-hydrazide + hydroxylamine
D-gamma-glutamyl hydroxamate + hydroxyhydrazine
show the reaction diagram
-
-
-
-
?
D-gamma-glutamyl-methylester + H2O
D-Glu + methanol
show the reaction diagram
-
-
-
-
?
D-gamma-glutamyl-methylester + hydroxylamine
L-gamma-glutamyl hydroxamate + methanol
show the reaction diagram
-
-
-
-
?
D-Gln + H2O
D-Glu + NH3
show the reaction diagram
D-Gln + hydroxylamine
D-gamma-glutamyl hydroxamate + NH3
show the reaction diagram
-
glutaminase A and B
-
?
D-glutamine + H2O
D-glutamate + NH3
show the reaction diagram
D-theanine + H2O
D-glutamate + ethylamine
show the reaction diagram
-
-
-
-
?
D-theanine + H2O
N-ethyl-D-glutamic acid
show the reaction diagram
57% activity
-
-
?
gamma-ethyl glutamate + H2O
Glu + ethanol
show the reaction diagram
-
-
-
-
?
gamma-ethyl glutamate + hydroxylamine
gamma-glutamyl hydroxamate + ethanol
show the reaction diagram
-
-
-
-
?
gamma-glutamyl hydroxamate + NH2OH
?
show the reaction diagram
-
36.3% of the activity with L-glutamine and H2O as co-substrate
-
-
?
gamma-glutamyl-hydrazide + H2O
Glu + hydroxyhydrazine
show the reaction diagram
-
-
-
-
?
gamma-glutamyl-hydrazide + hydroxylamine
Glu + hydroxyhydrazine
show the reaction diagram
-
-
-
-
?
gamma-glutamyl-hydroxamate + H2O
Glu + hydroxylamine
show the reaction diagram
-
-
-
-
?
gamma-glutamyl-hydroxamate + hydroxylamine
gamma-glutamyl hydroxamate + hydroxylamine
show the reaction diagram
-
-
-
-
-
gamma-glutamyl-methoxyamide + H2O
Glu + N-hydroxy-O-methylhydroxylamine
show the reaction diagram
-
-
-
-
?
gamma-glutamyl-methoxyamide + hydroxylamine
gamma-glutamyl hydroxamate + N-hydroxy-O-methylhydroxylamine
show the reaction diagram
-
-
-
-
?
gamma-glutamyl-methylamide + H2O
Glu + N-methylhydroxylamine
show the reaction diagram
gamma-glutamyl-methylamide + hydroxylamine
gamma-glutamyl hydroxamate + N-methylhydroxylamine
show the reaction diagram
-
-
-
-
?
gamma-L-glutamyl-4-nitroanilide + H2O
L-glutamate 4-nitroanilide + NH3
show the reaction diagram
-
102% activity compared to L-glutamine
-
-
?
gamma-methyl glutamate + H2O
Glu + methanol
show the reaction diagram
-
-
-
r
gamma-methyl glutamate + hydroxylamine
gamma-glutamyl hydroxamate + methanol
show the reaction diagram
-
-
-
-
?
gamma-thioethyl glutamate + H2O
Glu + thioethanol
show the reaction diagram
-
-
-
-
?
gamma-thioethyl glutamate + hydroxylamine
gamma-glutamyl hydroxamate + ?
show the reaction diagram
-
-
-
-
?
gamma-thiomethyl glutamate + H2O
Glu + thiomethanol
show the reaction diagram
-
-
-
-
?
gamma-thiomethyl glutamate + hydroxylamine
gamma-glutamyl hydroxamate + ?
show the reaction diagram
-
-
-
-
?
Gln + H2O
Glu + NH3
show the reaction diagram
Glu + hydroxylamine
gamma-glutamyl hydroxamate + H2O
show the reaction diagram
-
-
-
-
?
glutaramate + H2O
?
show the reaction diagram
-
-
-
-
?
Gly-Asn + H2O
Gly-Asp + NH3
show the reaction diagram
-
-
-
-
?
Gly-Gln + H2O
Gly-Glu + NH3
show the reaction diagram
-
-
-
-
?
L-Ala-Gln + H2O
L-Ala-L-Glu + NH3
show the reaction diagram
-
-
-
-
?
L-Asn + H2O
L-Asp + NH3
show the reaction diagram
L-Asn + H2O
L-aspartate + NH3
show the reaction diagram
-
20.6% of the activity with L-glutamine and H2O as co-substrate
-
-
?
L-Asn + hydroxylamine
L-2-amino-4-(hydroxylamino)-4-oxobutanoic acid + NH3
show the reaction diagram
-
-
-
-
?
L-asparagine + H2O
?
show the reaction diagram
L-asparagine + H2O
L-aspartate
show the reaction diagram
51% activity
-
-
?
L-asparagine + H2O
L-aspartate + NH3
show the reaction diagram
L-gamma-glutamyl-4-nitroanilide + H2O
L-glutamate 4-nitroanilide + NH3
show the reaction diagram
L-gamma-glutamyl-anilide + H2O
L-Glu + aniline
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-anilide + hydroxylamine
L-gamma-glutamyl hydroxamate + aniline
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-ethylester + H2O
L-Glu + ethanol
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-hydrazide + H2O
L-Glu + hydroxyhydrazine
show the reaction diagram
L-gamma-glutamyl-hydrazide + hydroxylamine
L-gamma-glutamyl hydroxamate + hydroxyhydrazine
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-Ala + H2O
?
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-Ala + hydroxylamine
gamma-glutamyl hydroxamate + Ala
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-epsilon-Lys + H2O
?
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-epsilon-Lys + hydroxylamine
?
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-Glu + H2O
?
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-L-Glu + hydroxylamine
?
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-methylester + H2O
L-Glu + methanol
show the reaction diagram
L-gamma-glutamyl-methylester + hydroxylamine
L-gamma-glutamyl hydroxamate + methanol
show the reaction diagram
-
-
-
-
?
L-gamma-glutamyl-p-nitroanilide + H2O
?
show the reaction diagram
-
-
-
?
L-gamma-glutamylhydrazine + H2O
?
show the reaction diagram
-
-
-
?
L-Gln + H2O
L-Glu + NH3
show the reaction diagram
L-Gln + hydroxylamine
L-gamma-glutamyl hydroxamate + NH3
show the reaction diagram
L-glutamate-p-nitroanilide + H2O
L-glutamate + 4-nitroaniline
show the reaction diagram
L-glutamic acid + H2O
?
show the reaction diagram
L-glutamic acid + NH2OH
gamma-glutamyl hydroxamate
show the reaction diagram
-
0.9% of the activity with L-glutamine and H2O as co-substrate
-
-
?
L-glutamine + ethylamine
theanine + NH3
show the reaction diagram
L-glutamine + H2O
L-glutamate + NH3
show the reaction diagram
L-glutamine + H2O
L-glutamic acid + NH3
show the reaction diagram
L-glutamine + NH2OH
?
show the reaction diagram
-
10.3% of the activity with L-glutamine and H2O as co-substrate
-
-
?
L-glutaminyl-L-asparagine + H2O
?
show the reaction diagram
L-isoglutamine + H2O
?
show the reaction diagram
-
-
-
-
?
L-Leu-Ala-Asn + H2O
L-Leu-Ala-Asp + NH3
show the reaction diagram
-
-
-
-
?
L-Leu-Gln-Gly + H2O
L-Leu-Glu-Gly + NH3
show the reaction diagram
-
-
-
-
?
L-Leu-Gly-Asn + H2O
L-Leu-Gly-Asp + NH3
show the reaction diagram
-
-
-
-
?
L-Pro-Leu-Gly-Asn + H2O
L-Pro-Leu-Gly-Asp + NH3
show the reaction diagram
-
-
-
-
?
L-Pro-Leu-Gly-Gln + H2O
L-Pro-Leu-Gly-Glu + NH3
show the reaction diagram
-
-
-
-
?
L-theanine + H2O
L-glutamate + ethylamine
show the reaction diagram
-
-
-
-
?
L-theanine + H2O
N-ethyl-L-glutamic acid
show the reaction diagram
71% activity
-
-
?
nitrocefin + H2O
(2R)-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
succinamate + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
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
L-Gln + H2O
L-Glu + NH3
show the reaction diagram
L-glutamine + H2O
L-glutamate + NH3
show the reaction diagram
L-glutamine + H2O
L-glutamic acid + NH3
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
arsenate
-
50 mM, 800% of the relative activity without addition
Ca2+
-
0.5-1.0 mM, 2fold activation of NEM-insensitive enzyme
chloride
-
competes with phosphate for binding to the catalytic Ser291, at high concentration (500 mM NaCl) it can dislodge phosphate from its site and shift the protein equilibrium to lower-order oligomers
Cl-
Triticale sp.
-
1 mM, markedly activates the enzyme
NaBr
-
0.25 M, 1.2-1.3fold activation
NaF
-
0.25 M, 1.2-1.3fold activation
NaI
-
0.25 M, 1.2-1.3fold activation
NH4+
-
Ka 1 mM
phosphate
sulfate
-
50 mM, 700% of the relative activity without addition
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R)-1-(2-formyl-3,6-dihydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
-
-
(2R)-1-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)pentadecan-2-yl acetate
-
-
(2R)-1-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
-
-
(2R)-1-(3,6-dihydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
-
-
(2R)-1-(5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)pentadecan-2-yl acetate
-
-
(2R)-1-(5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
-
-
(2R)-1-[3-(acetyloxy)-6-hydroxy-5-methoxycyclohexa-1,4-dien-1-yl]pentadecan-2-yl acetate
-
-
(2R)-1-[3-(acetyloxy)-6-hydroxy-5-methoxycyclohexa-1,4-dien-1-yl]tridecan-2-yl acetate
-
-
(2S)-1-(5-methoxycyclohexa-1,4-dien-1-yl)heptan-2-ol
-
-
(2S)-2-amino-6-imino-5-oxohexanoic acid
-
-
1,2-naphthoquinone 4-sulfonate
-
-
1,4-Naphthoquinone
-
-
1-amino-8-naphthol-2,4-disulfonic acid
-
weak
2,2-dimethyl-5-[4-(methylsulfanyl)phenyl]-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
97% inhibition at 0.05 mM
2,2-dimethyl-5-[4-(naphthalen-1-yl)phenyl]-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
97% inhibition at 0.05 mM
2,2-dimethyl-5-[4-(propan-2-yl)phenyl]-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
91% inhibition at 0.05 mM
2,4-dinitro-1-naphthol-7-sulfonic acid
-
i.e. flavianic acid
2-bromo-4-(2,2-dimethyl-4-oxo-1,2,3,4,5,6-hexahydrobenzo[a]phenanthridin-5-yl)-6-methoxyphenyl acetate
-
84% inhibition at 0.05 mM
2-hydroxy-5-methoxy-3-tridecylcyclohexa-2,5-diene-1,4-dione
-
-
2-methoxy-6-pentadecylcyclohexa-2,5-diene-1,4-dione
-
-
2-methoxy-6-tridecylcyclohexa-2,5-diene-1,4-dione
-
-
2-methyl-5-[(7Z)-pentadec-7-en-1-yl]cyclohexa-1,4-diene-1,3-diol
-
-
2-methyl-5-[(7Z)-tridec-7-en-1-yl]cyclohexa-1,4-diene-1,3-diol
-
-
2-oxoglutarate
2-phenyl isoindolin-1-one
-
-
2-phenylbenzo[d] isoxazol-3(2H)-one
-
-
2-phenylbenzo[d]isothiazol-3(2H)-one
-
-
3-[(2S)-2-hydroxypentadecyl]-5-methoxycyclohexa-2,5-dien-1-ol
-
-
4-hydroxy-2-methoxy-6-(2-oxopentadecyl)cyclohexa-2,5-dien-1-yl acetate
-
-
5,5'-(sulfanediyldiethane-2,1-diyl)bis(1,3,4-thiadiazol-2-amine)
-
-
5-(3-bromo-4,5-dimethoxyphenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
complete inhibition at 0.05 mM
5-(3-bromo-4-(dimethylamino)phenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
-
5-(3-chloro-4,5-dimethoxyphenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
88% inhibition at 0.05 mM
5-(4-tert-butylphenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
99% inhibition at 0.05 mM
5-[(6Z)-13-(3,5-dihydroxy-4-methylcyclohexa-1,4-dien-1-yl)tridec-6-en-1-yl]-2-methylbenzene-1,3-diol
-
-
5-[(6Z)-13-(3,5-dihydroxy-4-methylcyclohexa-1,4-dien-1-yl)tridec-6-en-1-yl]benzene-1,3-diol
-
-
5-[(6Z)-13-(3-hydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tridec-6-en-1-yl]benzene-1,3-diol
-
-
5-[(7Z)-13-(3-hydroxy-5-methoxyphenyl)tridec-7-en-1-yl]-2-methylcyclohexa-1,4-diene-1,3-diol
-
-
5-[(7Z)-15-(3-hydroxy-5-methoxyphenyl)pentadec-7-en-1-yl]-2-methylcyclohexa-1,4-diene-1,3-diol
-
-
5-[(7Z)-pentadec-7-en-1-yl]cyclohexa-1,4-diene-1,3-diol
-
-
5-[(7Z)-tridec-7-en-1-yl]cyclohexa-1,4-diene-1,3-diol
-
-
5-[(8Z)-15-(3,5-dihydroxy-4-methylcyclohexa-1,4-dien-1-yl)pentadec-8-en-1-yl]-2-methylbenzene-1,3-diol
-
-
5-[(8Z)-15-(3,5-dihydroxy-4-methylcyclohexa-1,4-dien-1-yl)pentadec-8-en-1-yl]benzene-1,3-diol
-
-
5-[(8Z)-15-(3-hydroxy-5-methoxycyclohexa-1,4-dien-1-yl)pentadec-8-en-1-yl]benzene-1,3-diol
-
-
5-[14-(3-hydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tetradecyl]benzene-1,3-diol
-
-
5-[3-bromo-4-(dimethylamino)phenyl]-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
5-[4-(diethylamino)phenyl]-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
96% inhibition at 0.05 mM
5-[4-(dimethylamino)phenyl]-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one
-
59% inhibition at 0.05 mM
5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]-N-[2-(4-phenylpiperidin-1-yl)ethyl]pentanamide
-
-
5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]-N-[2-(piperidin-1-yl)ethyl]pentanamide
-
-
5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]-N-[2-(pyrrolidin-1-yl)ethyl]pentanamide
-
-
5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]-N-[4-(trifluoromethyl)benzyl]pentanamide
-
-
6-diazo-5-oxo-L-norleucine
6-diazo-5-oxo-Lnorleucine
-
time-dependent inhibition
8-[3-bromo-4-(diethylamino)phenyl]-11,11-dimethyl-8,10,11,12-tetrahydrobenzo[a][4,7]phenanthrolin-9(7H)-one
-
96% inhibition at 0.05 mM
8-[3-bromo-4-(dimethylamino)phenyl]-11,11-dimethyl-8,10,11,12-tetrahydrobenzo[a][4,7]phenanthrolin-9(7H)-one
-
91% inhibition at 0.05 mM
Al3+
-
46% residual activity at 1 mM
anthraquinone-1,8-disulfonate
-
-
apomorphine
-
competitive inhibition, i.e. 5,6,6a,7-tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol
arsenate
-
0.5 M, 74% inhibition
azaserine
-
about 19% inhibition at about 1 mM
BaCl2
-
inhibition to a variable extent
Berberine
-
-
bicarbonate
-
0.5 M, complete inhibition
bis-2-(5-phenylacetamido-1,2,4-thiadiazol-2-yl) ethyl sulfide
-
i.e. BPTES, binds to an allosteric pocket at the dimer interface of kidney-type glutaminase, triggering a dramatic conformational change of the key loop (Glu312-Pro329) near the catalytic site and rendering it inactive, allosteric inhibition. Binding of BPTES stabilizes the inactive tetramers of the catalytic domain of kidney-type glutaminase. The binding mode of BPTES on the hydrophobic pocket determines its specificity to the kidney-type glutaminase isoform KGA
bis-2-(5-phenylacetamido-1,2,4-thiadiazol-2-yl)ethyl sulfide
bis-2-(5-phenylacetimido-1,2,4,thiadiazol-2-yl)ethyl sulfide
; inhibits specifically GLS1 and its splice variant GAC, two inhibitor molecules bind at an interface region of the GAC tetramer in a manner that appears to lock the GAC tetramer into a nonproductive conformation, binding structure and mechanism of glutaminase inhibition, overview; inhibits specifically GLS1 splice variant GAC, two inhibitor molecules bind at an interface region of the GAC tetramer in a manner that appears to lock the GAC tetramer into a nonproductive conformation, binding structure and mechanism of glutaminase inhibition, overview
bis-2-(5-phenylacetimido-1,2,4-thiadiazol-2-yl) ethyl sulfide
-
glutaminase-1-selective inhibitor
bis-2-(5-phenylacetimido-1,2,4-thiadiazol-2-yl)ethyl sulfide
-
uncompetitive inhibition
Bromocresol green
-
-
bromocresol purple
-
-
CaCl2
-
inhibition to a variable extent
Cd2+
-
complete inhibition at 50 mM
chelerythrine
-
competitive inhibition, i.e. 1,2-dimethoxy-N-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium
citrate
-
enzyme from mesenteric lymph nodes
Cl-
-
0.5 M, complete inhibition
CN-
-
0.5 M, complete inhibition
CoCl2
-
14% inhibition at 1 mM
CuCl2
-
20% inhibition at 1 mM, 17% at 0.1 mM
CuSO4
-
inhibition to a variable extent
D-glucose
-
negative influence in media with glucose as carbon source
diazo-5-oxo-L-norleucine
diethyl dicarbonate
-
-
dimethyl 2-[1-(4-tert-butylbenzoyl)-2,2,7-trimethyl-3-methylidene-2,3-dihydroquinolin-4(1H)-ylidene]-1,3-dithiole-4,5-dicarboxylate
-
97% inhibition at 0.05 mM
diphenylarsinic acid
-
the protein level of GAC significantly decrease in an concentration manner. The PAG activities are also decreased in parallel with the decrease in GAC
diphosphate
-
0.1 M, 98% inhibition
dithiothreitol
-
complete inhibition at 1 mM
ebselen
-
mixed non-competitive inhibition, i.e. 2-phenyl-1,2-benzisoselenazol-3[2H]-one
Fe2+
-
92% residual activity at 1 mM
FeCl3
-
glutaminase II
glufosinate ammonium
-
about 23% inhibition at about 1 mM
glutamate
HgCl2
iodoacetamide
iodoacetate
-
50 mM, strongly inhibited, 80% inhibition, especially more strongly with a progress of purification steps
L-glutamate
L-Glutamic acid
Triticale sp.
-
5 mM, about a 40% inhibition
L-glutamine
L-methionine sulfoximine
-
about 21% inhibition at about 1 mM
Mersalyl
metformin
-
68% inhibition at 100 mM
methylene blue
-
0.005%, irreversible inactivation
MgCl2
-
20% inhibition at 1 mM, 12% at 0.1 mM
MnCl2
-
22% inhibition at 1 mM, 13% at 0.1 mM
N'-[(E)-[3-bromo-4-(dimethylamino)phenyl]methylidene]-2-(9-oxoacridin-10(9H)-yl)acetohydrazide
-
93% inhibition at 0.05 mM
N,N'-[sulfanediylbis(ethane-2,1-diyl-1,3,4-thiadiazole-5,2-diyl)]bis(2-phenylacetamide)
-
-
N-(2-aminoethyl)-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-(5-[2-[2-(5-amino-[1,3,4]thiadiazol-2-yl)-ethylsulfanyl]-ethyl]-[1,3,4]thiadiazol-2-yl)-2-phenyl-acetamide
-
-
N-benzyl-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-methyl-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]-N-[2-(pyrrolidin-1-yl)ethyl]pentanamide
-
-
N-tert-butyl-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-tert-butyl-N-methyl-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-[2-(1-methylpyrrolidin-2-yl)ethyl]-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-[2-(4-hydroxypiperidin-1-yl)ethyl]-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-[2-(diethylamino)ethyl]-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-[4-(dimethylamino)benzyl]-5-[5-[(phenylacetyl)amino]-1,3,4-thiadiazol-2-yl]pentanamide
-
-
N-[4-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3-thiazol-2-yl]-2-phenylacetamide
-
-
N-[5-(2-[[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]sulfinyl]ethyl)-1,3,4-thiadiazol-2-yl]-2-phenylacetamide
-
-
N-[5-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-1,3,4-thiadiazol-2-yl]-2-phenylacetamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-2-(4-fluorophenyl)acetamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-2-(4-methylphenyl)acetamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-2-cyclohexylacetamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-2-phenylacetamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-2-phenylpropanamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]-3-phenylpropanamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3,4-thiadiazol-2-yl]benzamide
-
-
N-[5-[4-(5-amino-1,3,4-thiadiazol-2-yl)butyl]-1,3-thiazol-2-yl]-2-phenylacetamide
-
-
Na2SO4
-
glutaminase I and II
NaCIO4
-
0.3 M, 25% inhibition
NaF
-
inhibition to a variable extent
NaH2PO4
-
0.3 M, complete inhibition
NaI
-
above 0.3 M
NaN3
-
complete inhibition at 1 mM
NaNO3
-
0.3 M, 15% inhibition
Ngamma,Ngamma-diethyl-L-glutamine
-
-
Ngamma,Ngamma-dimethyl-L-glutamine
-
-
Ngamma-ethyl-L-glutamine
-
-
Ngamma-methyl-L-glutamine
-
-
nitidine
-
-
nitrite
-
0.5 M, complete inhibition
norsanguinarine
-
-
O-(diazoacetyl)-L-serine
-
-
p-benzoquinone
-
-
p-chloromercuribenzoate
-
p-chloromercuribenzoic acid
-
complete inhibition at 10 mM
p-mercuribenzoate
Pb2+
-
69.27% residual activity at 100 mM
phenylarsonic acid
-
causes a decrease in GAC levels
phenylmethylarsinic acid
-
causes a decrease in GAC levels
protein BNIP-H
i.e. Caytaxin or brain-specific BNIP-2-homology protein, encoded by gene ATCAY, important in neuromal function, inhibits the enzyme and alters its steady-state kinetics, relocalises glutaminase to neurite terminals and reduces glutamate levels in vivo, effects on glutamate levels in overexpressing cell lines, e.g. murine Neuro2A cells or rat PC-12 cells, or in female rat brain, detailed overview
-
pyruvate
R(-)-apocodeine
-
-
R(-)-propylnorapomorphine
-
-
Rose bengal
-
0.01%, irreversible inactivation
sanguinarine
-
-
succinate
-
enzyme from mesenteric lymph nodes
Tris
-
0.5 M, complete inhibition
Triton X-100
-
-
Zn2+
-
82.12% residual activity at 100 mM
ZnCl2
-
7% inhibition at 1 mM
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
slight activation
2-mercaptoethanol
-
138.22% activity at 100 mM
angiotensin II
-
activates
citrate
-
enhances activity
CTP
-
activates enzyme from mesenteric lymph nodes
cysteine
-
128.15% activity at 100 mM
D-fructose 6-phosphate
-
activates enzyme from mesenteric lymph nodes
D-glucose 6-phosphate
-
activates enzyme from mesenteric lymph nodes
dithiothreitol
EDTA
-
slight activation
Epidermal growth factor
-
kidney-type glutaminase activity in cells is stimulated by EGF
glucagon
-
activates
glutathione
-
129.32% activity at 100 mM
glyoxylate
-
50 mM, increasing enzyme activity by 30%
GTP
-
activates enzyme from mesenteric lymph nodes
HCO3-
-
activates
ITP
-
activates enzyme from mesenteric lymph nodes
L-ascorbic acid
-
128.23% activity at 100 mM
L-glutamine
enhanced enzyme activity in jejunal mucosa
Lactate
-
enhances activity
Leu
-
activates enzyme from mesenteric lymph nodes, 50% activation at 0.6 mM
malate
-
enhances activity
oxaloacetate
-
50 mM, increasing enzyme activity by 30%
phosphate
phosphoenolpyruvate
-
activates enzyme from mesenteric lymph nodes, 50% activation at 0.2 mM
sulfate
Tris
activates Mglu by approximately 6fold at pH 7.5
additional information
-
strong stimulation of glutaminase subunit TrpG activity by the associated synthase subunit TrpE within the glutamine amidotransferase, GATase, enzyme complex
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.195
2-oxo-glutaramate
-
pH 8.5, 30°C
0.003 - 0.017
2-oxo-succinamate
0.012
5-methoxy-2,5-dioxopentanoic acid
-
pH 7.2, 30°C
6.7
D-gamma-Gln-methylester
-
glutaminase B
83
D-glutamine
-
pH 9.0, at 37ºC, H2O as co-substrate
0.92
D-theanine
-
glutaminase B
50
gamma-ethyl glutamate
-
-
12
gamma-glutamyl hydrazide
-
-
15
gamma-glutamyl hydroxamate
-
pH 9.0, at 37ºC, NH2OH as co-substrate
3.3
gamma-glutamyl methylamide
-
-
64
gamma-methyl glutamate
-
-
23
gamma-thioethyl glutamate
-
-
10
gamma-thiomethyl glutamate
-
-
0.42 - 21
Gln
2.9
Glu
-
-
4.8 - 109.5
glutamine
1.27 - 1.48
Glutaramate
4.8 - 24
L-Asn
2.1
L-gamma-Gln-methyl ester
-
glutaminase B
200
L-gamma-glutamyl-L-Ala
-
glutaminase B
-
2.6 - 6.5
L-Gln
500
L-Glutamic acid
-
pH 9.0, at 37ºC, NH2OH as co-substrate
0.0053 - 460
L-glutamine
0.71
L-Theanine
-
glutaminase B
0.14 - 0.23
succinamate
additional information
L-glutamate
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
17.5
2-oxo-glutaramate
-
pH 8.5, 30°C
0.87 - 1.15
2-oxo-succinamate
134.5
5-methoxy-2,5-dioxopentanoic acid
-
pH 7.2, 30°C
36
gamma-ethyl glutamate
-
-
14
gamma-glutamyl hydrazide
-
-
296
gamma-glutamyl methoxyamide
-
-
8
gamma-glutamyl methylamide
-
-
212
gamma-glutamyl-hydroxamate
-
-
645
gamma-methyl glutamate
-
-
300
gamma-thioethyl glutamate
-
-
1260
gamma-thiomethyl glutamate
-
-
1270
Gln
-
-
5080
Glu
-
-
4.1 - 8.8
Glutaramate
4790
Gly-Gln
-
at pH 9.0 and 50°C
1606
L-asparagine
-
at pH 9.0 and 50°C
0.222 - 6249
L-glutamine
2 - 2.8
succinamate
additional information
additional information
-
effect of pH on turnover number
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
89.7
2-oxo-glutaramate
-
pH 8.5, 30°C
51.2 - 385
2-oxo-succinamate
11200
5-methoxy-2,5-dioxopentanoic acid
-
pH 7.2, 30°C
2.8 - 6.9
Glutaramate
0.63 - 47
L-glutamine
8.7 - 20
succinamate
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.7
2-oxoglutarate
-
pH 7.0, at 37ºC
3.5
ampicillin
competitive inhibitor
0.00232
apomorphine
-
pH and temperature not specified in the publication
0.003
bis-2-(5-phenylacetamido-1,2,4-thiadiazol-2-yl)ethyl sulfide
-
-
0.000125
bis-2-(5-phenylacetimido-1,2,4-thiadiazol-2-yl)ethyl sulfide
-
pH and temperature not specified in the publication
0.00027
chelerythrine
-
pH and temperature not specified in the publication
0.000015
ebselen
-
pH and temperature not specified in the publication
2.95
Ngamma,Ngamma-diethyl-L-glutamine
-
37°C, pH 7.5
2.64
Ngamma,Ngamma-dimethyl-L-glutamine
-
37°C, pH 7.5
1.58
Ngamma-ethyl-L-glutamine
-
37°C, pH 7.5
1.11
Ngamma-methyl-L-glutamine
-
37°C, pH 7.5
6.4
penicillin
-
0.7
pyruvate
-
pH 7.0, at 37ºC
additional information
L-glutamate
-
39.0 mol/l, pH and temperature not specified in this publication
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0231 - 0.05
(2R)-1-(2-formyl-3,6-dihydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
0.0251 - 0.05
(2R)-1-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)pentadecan-2-yl acetate
0.05 - 0.5
(2R)-1-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate
0.00026 - 0.0029
(2R)-1-(3,6-dihydroxy-5-methoxycyclohexa-1,4-dien-1-yl)tridecan-2-yl acetate