Ligand L-aspartic acid

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Basic Ligand Information

Molecular Structure
Picture of L-aspartic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H7NO4
L-aspartic acid
CKLJMWTZIZZHCS-REOHCLBHSA-N
Synonyms:
(2S)-2-aminosuccinic acid, (2S)-aspartate, (S)-aspartate, alpha-Asp, alpha-L-Asp, Asp, aspartate, aspartic acid, aspartic acid analogs, L-Asp, L-asparatate, L-aspartate
Pathway Source
Pathways
MetaCyc
3-dehydroquinate biosynthesis II (archaea), 3-methylarginine biosynthesis, adenosine ribonucleotides de novo biosynthesis, anaerobic energy metabolism (invertebrates, cytosol), beta-alanine biosynthesis III more


Show all pahtways known for Show all BRENDA pathways known for L-aspartic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-Asp + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
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glyoxylate + L-aspartate = glycine + oxaloacetate
show the reaction diagram
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L-aspartate + 3-phenylpyruvate = oxaloacetate + L-phenylalanine
show the reaction diagram
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prephenate + L-aspartate = L-arogenate + oxaloacetate
show the reaction diagram
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L-aspartic acid + NH3 = ?
show the reaction diagram
L-aspartate = fumarate + NH3
show the reaction diagram
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L-aspartate = D-aspartate
show the reaction diagram
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ATP + L-aspartate + NH3 = AMP + diphosphate + L-asparagine
show the reaction diagram
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ATP + L-aspartate + NH3 = ADP + phosphate + L-asparagine
show the reaction diagram
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ATP + H2O + L-Asp/out = ADP + phosphate + L-Asp/in
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyridoxamine + oxaloacetate = pyridoxal + L-aspartate
show the reaction diagram
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Asp-Leu + H2O = Asp + Leu
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L-asparagine + H2O = L-aspartate + NH3
show the reaction diagram
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L-asparagine + H2O = L-aspartate + NH3
show the reaction diagram
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N-amidino-L-aspartic acid = L-aspartic acid + urea
show the reaction diagram
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-
3-cyano-L-alanine + H2O = L-aspartate + NH3
show the reaction diagram
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fumarate + NH3 = L-aspartate
show the reaction diagram
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-
ATP + H2O + L-Asp/out = ADP + phosphate + L-Asp/in
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (207 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-aspartate + NAD+ = iminopyruvate + CO2 + NADH
show the reaction diagram
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L-Asp + H2O + NAD+ = oxaloacetate + NH3 + NADH
show the reaction diagram
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L-Asp + H2O + O2 = oxaloacetate + NH3 + H2O2
show the reaction diagram
-
L-Asp + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-Asp + NAD+
show the reaction diagram
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L-Asp + dimethylsulfonioacetate = ?
show the reaction diagram
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acetyl-CoA + L-aspartate = CoA + N-acetyl-L-aspartate
show the reaction diagram
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L-arginyl-tRNAArg + L-aspartic acid = tRNAArg + L-Arg-L-Asp
show the reaction diagram
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pyruvate + L-aspartate = L-alanine + oxaloacetate
show the reaction diagram
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2-oxosuccinamic acid + aspartate = L-asparagine + 2-oxo-propane-1,3-dioate
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glyoxylate + L-aspartate = glycine + oxaloacetate
show the reaction diagram
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L-aspartate + 4,5-dioxopentanoate = 5-aminolevulinate + oxaloacetate
show the reaction diagram
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L-aspartate + glyoxylate = 2-oxosuccinate + glycine
show the reaction diagram
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3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate = 3,4-dihydroxy-L-phenylalanine + oxaloacetate
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L-aspartate + pyruvate = oxaloacetate + L-alanine
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L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate
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L-aspartic acid + 2-oxoglutarate = oxaloacetate + L-glutamate
show the reaction diagram
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DL-phenylalanine methyl ester + L-aspartic acid = D-phenylalanine methyl ester + L-alpha-aspartame
show the reaction diagram
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aspartic acid + H2O = ?
show the reaction diagram
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L-Asp = ?
show the reaction diagram
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L-Asp = ?
show the reaction diagram
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L-aspartate = 3-aminopropionic acid + CO2
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L-Asp = beta-Ala + CO2
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ATP + aspartate = ADP + alanine + CO2
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L-Asp + H2O = formate + pyruvate + NH3
show the reaction diagram
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L-aspartate = fumarate + NH3
show the reaction diagram
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L-aspartate + pyridoxal 5'-phosphate = 2-oxo-succinate + pyridoxamine 5'-phosphate
show the reaction diagram
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L-aspartate = D-aspartate
show the reaction diagram
-
L-aspartate = D-aspartate
show the reaction diagram
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ATP + deamido-NAD+ + Asp = AMP + diphosphate + NAD+ + oxaloacetate
show the reaction diagram
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L-aspartic acid + ATP = poly-L-aspartic acid + ADP + phosphate
show the reaction diagram
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ATP + H2O + aspartate/out = ADP + phosphate + aspartate/in
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (301 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxaloacetate + NH3 + NADH = L-Asp + H2O + NAD+
show the reaction diagram
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-
methylamine + oxaloacetate + NADPH = aspartic acid + H2O + NADP+
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-
oxaloacetate + NADPH + NH3 = L-aspartate + NADP+ + H2O
show the reaction diagram
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-
N-methyl L-aspartate + 2,6-dichlorophenolindophenol + H2O = L-aspartate + formaldehyde + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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-
L-alanine + oxaloacetate = pyruvate + L-aspartate
show the reaction diagram
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ornithine + oxaloacetate = DELTA1-pyrroline-5-carboxylate + L-aspartate
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-
beta-alanine + oxaloacetic acid = malonic semialdehyde + L-aspartate
show the reaction diagram
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4-hydroxy-L-glutamate + oxaloacetate = 4-hydroxy-2-oxoglutarate + L-aspartate
show the reaction diagram
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-
3,5-diiodo-L-tyrosine + oxaloacetate = 3,5-diiodo-4-hydroxyphenylpyruvate + L-aspartate
show the reaction diagram
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pyridoxamine + oxaloacetate = pyridoxal + L-aspartate
show the reaction diagram
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L-lysine + oxaloacetate = 2-aminoadipate 6-semialdehyde + L-aspartate
show the reaction diagram
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-
(R)-3-amino-2-methylpropanoate + oxaloacetate = 2-methyl-3-oxopropanoate + L-aspartate
show the reaction diagram
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D-methionine + oxaloacetate = 4-methylthio-2-oxobutanoate + L-aspartate
show the reaction diagram
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3-(3,4-dihydroxyphenyl)-L-alanine + oxaloacetic acid = 3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate
show the reaction diagram
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L-tyrosine + oxaloacetate = 4-hydroxyphenylpyruvate + L-aspartate
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L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate
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L-serine + oxaloacetate = 3-hydroxypyruvate + L-aspartate
show the reaction diagram
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L-leucine + oxaloacetate = 4-methyl-2-oxopentanoate + L-aspartate
show the reaction diagram
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L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate
show the reaction diagram
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-
L-methionine + oxaloacetate = 4-methylsulfanyl-2-oxobutanoate + L-aspartate
show the reaction diagram
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L-arogenate + oxaloacetate = prephenate + L-aspartate
show the reaction diagram
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-
alpha-ketobutyric acid + putrescine = L-aspartate + 4-aminobutanal
show the reaction diagram
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-
chorismate + L-asparagine = 4-amino-4-deoxychorismate + L-aspartate
show the reaction diagram
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-
L-histidinol phosphate + oxaloacetate = 3-(imidazol-4-yl)-2-oxopropyl phosphate + L-aspartate
show the reaction diagram
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(2S,3S,5R,10S,12R,14R,15S,16S)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol + oxaloacetate = (3S,5R,10S,12R,14R,15S,16S)-3,5,10,14,15-pentahydroxy-12,16-dimethylicosan-2-one + L-aspartate
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L-aspartate dimethyl ester + H2O = L-aspartate + methanol
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Ala-Asp + H2O = Ala + Asp
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-
Asn + H2O = Asp + NH3
show the reaction diagram
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cholecystokinin octapeptide + H2O = tyrosine sulfate + Asp + Met + Gly + Trp + Met-Asp-Phe-NH2
show the reaction diagram
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L-Asp-7-amido-4-methylcoumarin + H2O = 7-amino-4-methylcoumarin + L-Asp
show the reaction diagram
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Pro-Asp + H2O = Pro + Asp
show the reaction diagram
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-
L-Asp-7-amido-4-methylcoumarin + H2O = L-Asp + 7-amino-4-methylcoumarin
show the reaction diagram
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Asp-Ala + H2O = Asp + Ala
show the reaction diagram
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Pro-Asp + H2O = Pro + Asp
show the reaction diagram
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N-acetyl-L-aspartate = acetate + L-aspartate
show the reaction diagram
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L-Asp-L-Glu + H2O = L-Asp + L-Glu
show the reaction diagram
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benzyloxycarbonyl-Asp + H2O = L-aspartate + benzyloxycarbonate
show the reaction diagram
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2-aminobenzoyl-Phe-Arg-Asp + H2O = 2-aminobenzoyl-Phe-Arg + Asp
show the reaction diagram
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N-acetyl-Ala-Asp + H2O = N-acetyl-Ala + Asp
show the reaction diagram
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N2-L-Asp-ubiquitin + H2O = ubiquitin + L-Asp
show the reaction diagram
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pyroglutamyl-Asp + H2O = pyroglutamate + Asp
show the reaction diagram
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NQDVDAAVRGIK + H2O = NQDV + L-Asp + AAVRGIK
show the reaction diagram
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LTEKRDSIS + H2O = LTEKR + L-Asp + Ser-Ile-Ser
show the reaction diagram
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N-phenylacetyl-Asp + H2O = phenylacetic acid + Asp
show the reaction diagram
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biotinyl-L-aspartate + H2O = biotin + L-aspartate
show the reaction diagram
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L-asparagine + H2O = L-aspartate + NH3
show the reaction diagram
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N-lauroyl-L-aspartate + H2O = lauroate + L-aspartate
show the reaction diagram
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L-asparagine + H2O = L-aspartate + NH3
show the reaction diagram
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N-acetyl-L-aspartate + H2O = acetate + L-aspartate
show the reaction diagram
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L-ureidosuccinic acid + H2O = L-aspartic acid + CO2 + NH3
show the reaction diagram
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Gly-D-Asp + H2O = Glycine + Asp
show the reaction diagram
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DGDPP + H2O = L-Asp + GDPP
show the reaction diagram
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beta-cyano-L-alanine + H2O = asparagine + aspartic acid
show the reaction diagram
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beta-aspartyl phosphate + H2O = aspartate + phosphate
show the reaction diagram
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5-L-glutamyl-L-aspartate = 5-oxoproline + L-aspartate
show the reaction diagram
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D-aspartate = L-aspartate
show the reaction diagram
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AMP-Asp + diphosphate = ATP + L-Asp
show the reaction diagram
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ATP + ribose 5-phosphate + Asn = ADP + phosphate + 5-phosphoribosylamine + Asp
show the reaction diagram
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ATP + deamido-NAD+ + Asn = AMP + diphosphate + NAD+ + Asp
show the reaction diagram
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ATP + Glu-tRNAGln + Asn = ADP + phosphate + Gln-tRNAGln + Asp
show the reaction diagram
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ATP + H2O + aspartate/out = ADP + phosphate + aspartate/in
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates
-
activates
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2fold activation of glutamate synthesis
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substrate activation above 1.0 mM
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5 mM, activates partially purified enzyme
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increased uptake leads to activation
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activation
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activates
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activates the fumarate-amination reaction
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allosteric activator
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Inhibitor in Enzyme-catalyzed Reactions (132 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
aspartic acid decreases enzyme activity to 50% at a concentration of 1.5 mM. Replacing the sulfydryl by the uncharged hydroxyl group of serine does not affect enzyme activity.
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67% inhibition at 10 mM aspartic acid in the growth medium
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competitive inhibitor with respect to alpha-aminoadipate
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neonatal pretreatment, which reduces circulating growth hormone levels, decreases male aldehyde oxidase activity to female levels; neonatal pretreatment, which reduces circulating growth hormone levels, decreases male aldehyde oxidase activity to female levels; neonatal pretreatment, which reduces circulating growth hormone levels, decreases male aldehyde oxidase activity to female levels; neonatal pretreatment, which reduces circulating growth hormone levels, decreases male aldehyde oxidase activity to female levels; neonatal pretreatment, which reduces circulating growth hormone levels, decreases male aldehyde oxidase activity to female levels
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inhibition of NADPH linked reaction, activation of NAD(H) linked reaction
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substrate inactivation
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slight inhibition at 100 mM
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competitive inhibition
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slight
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10 mM Asp inhibits BHMT
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0.015 mM, 26% inhibition
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20 mM, 30% inhibition
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with L-tyrosine and 2-oxoglutarate or oxaloacetate as substrates
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competitive, 1 mM
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slight
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only isozyme PKp, not PKc
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inhibitory above 2.8 mM
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competitive
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weak inhibition of hydrolysis of 4-amino-N10-methylpteroylglutamic acid
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0.1 mM, 42% inhibition
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0.002 M, 20-25% inhibition
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competitive inhibition, Ki: glutaminase activity 0.16 mM, asparaginase activity 0.53 mM
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strong inhibition, 8 mM: 53% of activity compared to H2O
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competitive inhibition
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competitive inhibition, 10 mM
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substrate inhibition
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40 mM, 20% inhibition
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competitive inhibition, L-aspartate 4-semialdehyde as varied substrate
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-
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with NH4+ is nitrogen donor
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slight inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (46 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (176 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
47.49
-
pH 8.5, 25C
0.89
-
at pH 8.0 and 37C
0.0071
-
pH 7.4, temperature not specified in the publication
0.016
-
pH 8.0, 25C
65
-
pH 8.0, 30C

KM Value (533 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
11.6
-
pH 8.0, 37C, purified recombinant soluble enzyme
60
-
25C
45
-
at pH 8.0 and 37C
10
-
-
1.9
-
pH 7.1, 25C
10
-
pH 8.3, 37C, 4-methyl-2-oxopentanoate as amino group acceptor
19
-
pH 8.0, 25C
11
-
-