Ligand L-aspartic acid

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Basic Ligand Information

Molecular Structure

C₄H₇NO₄

L-aspartic acid

CKLJMWTZIZZHCS-REOHCLBHSA-N

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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, L-aspartate[side 2]

Related pathways

BRENDA

alanine metabolism, aspartate and asparagine metabolism, C4 and CAM-carbon fixation, gluconeogenesis, glutamate and glutamine metabolism

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KEGG

2-Oxocarboxylic acid metabolism, ABC transporters, Alanine, aspartate and glutamate metabolism, Aminoacyl-tRNA biosynthesis, Arginine biosynthesis

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MetaCyc

3-dehydroquinate biosynthesis II (archaea), 3-methylarginine biosynthesis, adenosine ribonucleotides de novo biosynthesis, anaerobic energy metabolism (invertebrates, cytosol), beta-alanine biosynthesis III, C4 photosynthetic carbon assimilation cycle, NAD-ME type, C4 photosynthetic carbon assimilation cycle, PEPCK type, canavanine biosynthesis, cremeomycin biosynthesis, cyanide detoxification I, cyanophycin metabolism, dipicolinate biosynthesis, dZTP biosynthesis, ectoine biosynthesis, ectoine degradation, grixazone biosynthesis, indole-3-acetate inactivation II, indole-3-acetate inactivation III, indole-3-acetate inactivation IV, indole-3-acetate inactivation VI, indole-3-acetate inactivation VII, indole-3-acetate inactivation VIII, indole-3-acetate inactivation VIII, inosine-5'-phosphate biosynthesis I, inosine-5'-phosphate biosynthesis II, inosine-5'-phosphate biosynthesis III, L-arginine biosynthesis I (via L-ornithine), L-arginine biosynthesis II (acetyl cycle), L-arginine biosynthesis III (via N-acetyl-L-citrulline), L-arginine biosynthesis IV (archaea), L-asparagine biosynthesis I, L-asparagine biosynthesis II, L-asparagine biosynthesis III (tRNA-dependent), L-asparagine degradation I, L-asparagine degradation III (mammalian), L-aspartate biosynthesis, L-aspartate degradation I, L-aspartate degradation II (aerobic), L-aspartate degradation III (anaerobic), L-glutamate degradation II, L-homoserine biosynthesis, L-lysine biosynthesis I, L-lysine biosynthesis II, L-lysine biosynthesis III, L-lysine biosynthesis VI, L-methionine biosynthesis IV, L-phenylalanine biosynthesis II, L-tyrosine biosynthesis II, L-tyrosine biosynthesis III, malate/L-aspartate shuttle pathway, NAD de novo biosynthesis I, NAD de novo biosynthesis III, NAD de novo biosynthesis IV (anaerobic), nicotine biosynthesis, nitric oxide biosynthesis II (mammals), nitrite biosynthesis, norspermidine biosynthesis, platensimycin biosynthesis, spermidine biosynthesis II, superpathway of L-aspartate and L-asparagine biosynthesis, superpathway of nicotine biosynthesis, TCA cycle VIII (Chlamydia), tetrahydromethanopterin biosynthesis, toyocamycin biosynthesis, tRNA charging, UMP biosynthesis I, UMP biosynthesis II, UMP biosynthesis III, urea cycle

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Show all BRENDA pathways known for L-aspartic acid

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (67 results)

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L-Asp + H2O + O2 = oxaloacetate + NH3 + H2O2

741749, 741737, 742047, 743253, 741736

L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate

639822, 639824, 639840, 639856, 639865, 639875, 639859, 639872, 639815, 639823, 639844, 639868, 639886, 639816, 639817, 639821, 639831, 639850, 639830, 639834, 639828, 639845, 639836, 639851, 639832, 286649, 639862, 639838, 639849, 639854, 639820, 639861, 636732, 636660, 639883, 639833, 639878, 639881, 639871, 639873, 636643, 639841, 639842, 639843, 639855, 639870, 639879, 639884, 639869, 639829, 639880, 639839, 639864, 639876, 639814, 639885, 639846, 639818, 639819, 639837, 639863, 639835, 639867, 636718, 636719, 639874, 639860, 639858, 636716, 639826, 639825, 639882, 639866, 639848, 660009, 759726, 759824, 759851, 759921, 759965, 758583, 758821, 760045, 760086, 760129, 759136, 758917, 758963, 759006, 759497, 759587, 759698

2.6.1.35

glyoxylate + L-aspartate = glycine + oxaloacetate

639968, 639967, 639966

2.6.1.57

L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate

759136

2.6.1.70

L-aspartate + 3-phenylpyruvate = oxaloacetate + L-phenylalanine

640191

2.6.1.78

prephenate + L-aspartate = L-arogenate + oxaloacetate

L-aspartic acid + NH3 = ?

733138

4O0H, 3D-view

4.1.1.11

L-aspartate = beta-alanine + CO2

649350, 650836, 650998, 653749, 649196, 682386, 682753, 727784, 728266, 726592, 728327, 727235, 728571, 728583, 728234, 726617, 726873, 727234, 727622, 747435, 746859, 747128, 748086, 749207, 749304, 747593, 747799

4.1.1.12

2 entries

4.3.1.1

L-aspartate = fumarate + NH3

694233, 694045, 691802, 691570, 694029, 769957, 770373, 773822, 771165

5.1.1.13

2 entries

5.1.1.18

L-aspartate = D-aspartate

748126

5.1.1.3

L-aspartate = D-aspartate

ATP + L-aspartate + NH3 = ADP + phosphate + L-asparagine

ATP + dGMP + L-aspartate = ADP + phosphate + 2-amino-2'-deoxy-N6-[(2S)-succino]adenylate

ATP + H2O + L-Asp/out = ADP + phosphate + L-Asp/in

689679, 689051

In Vivo Product in Enzyme-catalyzed Reactions (42 results)

pyridoxamine + oxaloacetate = pyridoxal + L-aspartate

639961, -

2.6.1.78

L-arogenate + oxaloacetate = L-aspartate + prephenate

3.1.1.121

ergosteryl-3beta-O-L-aspartate + H2O = ergosterol + L-aspartate

Asp-Leu + H2O = Asp + Leu

L-asparagine + H2O = L-aspartate + NH3

(indol-3-yl)acetyl-L-aspartate + H2O = (indol-3-yl)acetate + L-aspartate

L-asparagine + H2O = L-aspartate + NH3

209091, 209090, 209092, 209093, 209099, 209100, 209103, 209098, 209095, 209101, 209097, 209094, 209089, -

3.5.3.14

N-amidino-L-aspartic acid = L-aspartic acid + urea

3.5.5.4

3-cyano-L-alanine + H2O = L-aspartate + NH3

5824, -

4.3.1.1

fumarate + NH3 = L-aspartate

5.1.1.13

D-aspartate = L-aspartate

5.1.1.3

D-aspartate = L-aspartate

7.4.2.1

ATP + H2O + L-Asp/out = ADP + phosphate + L-Asp/in

Substrate in Enzyme-catalyzed Reactions (244 results)

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1.1.1.39

L-aspartate + NAD+ = iminopyruvate + CO2 + NADH + H+

L-Asp + H2O + NAD+ = oxaloacetate + NH3 + NADH

L-Asp + H2O + O2 = oxaloacetate + NH3 + H2O2

743827

1.5.1.28

L-Asp + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-Asp + NAD+

94167

2.1.1.5

L-Asp + dimethylsulfonioacetate = ?

acetyl-CoA + L-aspartate = CoA + N-acetyl-L-aspartate

L-arginyl-tRNAArg + L-aspartic acid = tRNAArg + L-Arg-L-Asp

pyruvate + L-aspartate = L-alanine + oxaloacetate

2-oxosuccinamic acid + aspartate = L-asparagine + 2-oxo-propane-1,3-dioate

glyoxylate + L-aspartate = glycine + oxaloacetate

639968, 639967, 639966

2.6.1.42

4 entries

2.6.1.43

L-aspartate + 4,5-dioxopentanoate = 5-aminolevulinate + oxaloacetate

640057, 640048

2.6.1.44

L-aspartate + glyoxylate = 2-oxosuccinate + glycine

640068

2.6.1.49

3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate = 3,4-dihydroxy-L-phenylalanine + oxaloacetate

L-aspartate + pyruvate = oxaloacetate + L-alanine

662056

2.6.1.67

L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate

L-aspartic acid + 2-oxoglutarate = oxaloacetate + L-glutamate

DL-phenylalanine methyl ester + L-aspartic acid = D-phenylalanine methyl ester + L-alpha-aspartame

L-aspartic acid + H2O = ?

L-Asp = ?

3983, 3989, 3981

4.1.1.19

L-Asp = ?

4083

4.1.1.25

L-aspartate = 3-aminopropionic acid + CO2

ATP + aspartate = ADP + alanine + CO2

653503

4.1.99.2

L-Asp + H2O = formate + pyruvate + NH3

33472

4.3.1.1

L-aspartate = fumarate + NH3

649266, 649554, 6030, 650750, 650751, 651803, 5997, 6002, 6005, 6008, 6009, 6012, 6016, 6017, 6018, 6019, 6021, 6022, 6023, 6024, 6027, 6028, 6007, 6013, 6029, 6010, 5998, 6026, 5999, 6000, 6001, 6003, 6004, 6006, 6011, 6014, 6020, 6025, 6015, 664592, 664298, 663872, 694233, 694045, 691802, 691570, 694029, 706883, 703646, 714262, 746796, 738882, 769957, 770373, 773822, 771165, 775702

4.3.1.2

3 entries

4.3.1.3

L-aspartate = fumarate + NH3

L-aspartate + pyridoxal 5'-phosphate = 2-oxo-succinate + pyridoxamine 5'-phosphate

649945

5.1.1.10

L-aspartate = D-aspartate

L-aspartate = D-aspartate

748126, 747903

5.1.1.3

L-aspartate = D-aspartate

ATP + deamido-NAD+ + Asp = AMP + diphosphate + NAD+ + oxaloacetate

ATP + gamma-L-glutamyl-L-cysteine + L-Asp = ?

775688

6.3.2.30

L-aspartic acid + ATP = poly-L-aspartic acid + ADP + phosphate

661623, 660739, 662783

6.3.2.48

ATP + L-arginine + L-aspartate = ADP + phosphate + L-arginyl-L-aspartate

ATP + H2O + aspartate/out = ADP + phosphate + aspartate/in

689051

Product in Enzyme-catalyzed Reactions (351 results)

methylamine + oxaloacetate + NADPH = aspartic acid + H2O + NADP+

1.4.1.2

oxaloacetate + NADPH + NH3 = L-aspartate + NADP+ + H2O

1.4.1.21

5 entries

1.4.1.3

oxaloacetate + NH3 + NADH + H+ = L-aspartate + H2O + NAD+

1.5.3.1

N-methyl-L-aspartate + O2 + H2O = formaldehyde + L-aspartate + H2O2

1.5.99.5

N-methyl L-aspartate + 2,6-dichlorophenolindophenol + H2O = L-aspartate + formaldehyde + reduced 2,6-dichlorophenolindophenol

2.6.1.1

2 entries

2.6.1.12

L-alanine + oxaloacetate = pyruvate + L-aspartate

636593

2.6.1.13

ornithine + oxaloacetate = DELTA1-pyrroline-5-carboxylate + L-aspartate

2.6.1.15

L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate

2.6.1.18

beta-alanine + oxaloacetic acid = malonic semialdehyde + L-aspartate

636596

2.6.1.23

4-hydroxy-L-glutamate + oxaloacetate = 4-hydroxy-2-oxoglutarate + L-aspartate

2.6.1.24

3,5-diiodo-L-tyrosine + oxaloacetate = 3,5-diiodo-4-hydroxyphenylpyruvate + L-aspartate

pyridoxamine + oxaloacetate = pyridoxal + L-aspartate

639961, -

2.6.1.36

L-lysine + oxaloacetate = 2-aminoadipate 6-semialdehyde + L-aspartate

2.6.1.40

(R)-3-amino-2-methylpropanoate + oxaloacetate = 2-methyl-3-oxopropanoate + L-aspartate

2.6.1.41

D-methionine + oxaloacetate = 4-methylthio-2-oxobutanoate + L-aspartate

3-(3,4-dihydroxyphenyl)-L-alanine + oxaloacetic acid = 3-(3,4-dihydroxyphenyl)pyruvate + L-aspartate

636682, -

2.6.1.5

3 entries

2.6.1.50

L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate

2.6.1.51

L-serine + oxaloacetate = 3-hydroxypyruvate + L-aspartate

L-leucine + oxaloacetate = 4-methyl-2-oxopentanoate + L-aspartate

2.6.1.64

L-glutamine + oxaloacetate = 2-oxoglutaramate + L-aspartate

L-methionine + oxaloacetate = 4-methylsulfanyl-2-oxobutanoate + L-aspartate

alpha-ketobutyric acid + putrescine = L-aspartate + 4-aminobutanal

2.6.1.85

chorismate + L-asparagine = 4-amino-4-deoxychorismate + L-aspartate

2.6.1.9

L-histidinol phosphate + oxaloacetate = 3-(imidazol-4-yl)-2-oxopropyl phosphate + L-aspartate

2.6.1.B16

(S)-1-phenylethylamine + oxaloacetate = acetophenone + L-aspartate

2.6.1.B3

(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

3.1.1.121

ergosteryl-3beta-O-L-aspartate + H2O = ergosterol + L-aspartate

3.1.1.43

L-aspartate dimethyl ester + H2O = L-aspartate + methanol

Ala-Asp + H2O = Ala + Asp

3.4.11.16

5 entries

3.4.11.17

Asn + H2O = Asp + NH3

81203, -

3.4.11.2

2 entries

3.4.11.20

cholecystokinin octapeptide + H2O = tyrosine sulfate + Asp + Met + Gly + Trp + Met-Asp-Phe-NH2

L-Asp-7-amido-4-methylcoumarin + H2O = 7-amino-4-methylcoumarin + L-Asp

3.4.11.5

Pro-Asp + H2O = Pro + Asp

L-Asp-Pro-7-amido-4-carbamoylmethylcoumarin + H2O = L-Asp + Pro-7-amido-4-carbamoylmethylcoumarin

3.4.11.B8

Asp-Ala + H2O = Asp + Ala

3.4.13.18

Pro-Asp + H2O = Pro + Asp

beta-L-Asp-L-Arg + H2O = L-Asp + L-Arg

3.4.15.B2

beta-L-Asp-L-Arg + H2O = L-Asp + L-Arg

L-Asp-L-Glu + H2O = L-Asp + L-Glu

3.4.17.24

[stathmin]-KNKESKDPADETEAD + H2O = [stathmin]-KNKESKDPADETEA + Asp

3.4.17.B1

benzyloxycarbonyl-Asp + H2O = L-aspartate + benzyloxycarbonate

3.4.18.1

2-aminobenzoyl-Phe-Arg-Asp + H2O = 2-aminobenzoyl-Phe-Arg + Asp

3.4.19.1

N-acetyl-Ala-Asp + H2O = N-acetyl-Ala + Asp

3.4.19.12

N2-L-Asp-ubiquitin + H2O = ubiquitin + L-Asp

36457

8PPL, 3D-view

3.4.19.3

pyroglutamyl-Asp + H2O = pyroglutamate + Asp

3.4.19.5

26 entries

3.4.21.76

GLLVDLGL + H2O = GLLV + Asp + LGL

3.4.22.40

2 entries

3.4.23.12

NQDVDAAVRGIK + H2O = NQDV + L-Asp + AAVRGIK

36773

3.4.23.24

LTEKRDSIS + H2O = LTEKR + L-Asp + Ser-Ile-Ser

3.5.1.1

12 entries

3.5.1.11

N-phenylacetyl-Asp + H2O = phenylacetic acid + Asp

653284

3.5.1.12

biotinyl-L-aspartate + H2O = biotin + L-aspartate

aspartyl-L-lysine + H2O = L-lysine + aspartate

L-asparagine + H2O = L-aspartate + NH3

3.5.1.52

2 entries

3.5.1.55

N-lauroyl-L-aspartate + H2O = lauroate + L-aspartate

209197, 209198

3.5.1.57

L-asparagine + H2O = L-aspartate + NH3

81203, -

3.5.1.64

4 entries

3.5.1.68

N-acetyl-L-aspartate + H2O = acetate + L-aspartate

3.5.1.7

L-ureidosuccinic acid + H2O = L-aspartic acid + CO2 + NH3

3.5.1.8

2 entries

3.5.1.83

Gly-D-Asp + H2O = Glycine + Asp

3.5.1.93

DGDPP + H2O = L-Asp + GDPP

beta-cyano-L-alanine + 2 H2O = L-aspartate + NH3

3.5.5.4

4 entries

3.5.5.7

beta-cyano-L-alanine + H2O = asparagine + aspartic acid

3.6.1.7

beta-aspartyl phosphate + H2O = aspartate + phosphate

4.3.1.1

3 entries

4.3.1.2

fumarate + NH3 = L-aspartate

4.3.2.9

5-L-glutamyl-L-aspartate = 5-oxoproline + L-aspartate

D-aspartate = L-aspartate

5.1.1.3

D-aspartate = L-aspartate

6.1.1.12

AMP-Asp + diphosphate = ATP + L-Asp

6.3.2.29

ATP + [L-Asp(4-L-Arg)]3-L-Asp + L-Arg = ADP + phosphate + [L-Asp(4-L-Arg)]4 + L-Asp

6.3.4.7

ATP + ribose 5-phosphate + Asn = ADP + phosphate + 5-phosphoribosylamine + Asp

6.3.5.1

ATP + deamido-NAD+ + Asn = AMP + diphosphate + NAD+ + Asp

6.3.5.7

ATP + Glu-tRNAGln + Asn = ADP + phosphate + Gln-tRNAGln + Asp

7.4.2.1

3 entries

7.4.2.2

ATP + H2O + aspartate/out = ADP + phosphate + aspartate/in

Activator in Enzyme-catalyzed Reactions (40 results)

stimulates

activates

2fold activation of glutamate synthesis

391609

1.4.3.16

substrate activation above 1.0 mM

5 mM, activates partially purified enzyme

488314

2.4.1.11

increased uptake leads to activation

activation

activates

activates the fumarate-amination reaction

6021

6.4.1.1

allosteric activator

649667

Inhibitor in Enzyme-catalyzed Reactions (148 results)

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.

674569

1.18.6.1

67% inhibition at 10 mM aspartic acid in the growth medium

658372

1.2.1.31

competitive inhibitor with respect to alpha-aminoadipate

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

inhibition of NADPH linked reaction, activation of NAD(H) linked reaction

391609

1.4.3.16

substrate inactivation

391756

1.4.3.7

slight inhibition at 100 mM

395287

1.4.7.1

competitive inhibition

slight

10 mM Asp inhibits BHMT

684710

2.1.2.5

0.015 mM, 26% inhibition

20 mM, 30% inhibition

with L-tyrosine and 2-oxoglutarate or oxaloacetate as substrates

competitive, 1 mM

slight

inhibitory above 2.8 mM

competitive

weak inhibition of hydrolysis of 4-amino-N10-methylpteroylglutamic acid

647244

3.4.17.21

0.1 mM, 42% inhibition

0.002 M, 20-25% inhibition

competitive inhibition, Ki: glutaminase activity 0.16 mM, asparaginase activity 0.53 mM

209095

3.5.1.65

strong inhibition, 8 mM: 53% of activity compared to H2O

209218

3.5.3.14

competitive inhibition

competitive inhibition, 10 mM

about 20% inhibition at 1 mM when using isocitrate as substrate

775849

4.3.1.10

40 mM, 20% inhibition

6032

4.3.2.1

the enzyme activity decreases to 82% in presence of 10 mM L-Asp

competitive inhibition, L-aspartate 4-semialdehyde as varied substrate

with NH4+ is nitrogen donor

about 35% inhibition at 10 mM

slight inhibition

3D Structure of Enzyme-Ligand-Complex (PDB) (1230 results)

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (269 results)

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1.14.13.248

1.14

30°C, pH not specified in the publication

47.49

pH 8.5, 25°C

701332

1.4.3.3

0.89

at pH 8.0 and 37°C

0.0071

pH 7.4, temperature not specified in the publication

0.016

pH 8.0, 25°C

pH 8.0, 30°C

0.00025

pH not specified in the publication, temperature not specified in the publication

K_M Value (621 results)

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1.1.1.3

11.6

pH 8.0, 37°C, purified recombinant soluble enzyme

25°C

0.125

30°C, pH not specified in the publication

0.04

pH 8.5, 25°C

at pH 8.0 and 37°C

1.9

pH 7.1, 25°C

639966

2.6.1.42

pH 8.3, 37°C, 4-methyl-2-oxopentanoate as amino group acceptor

pH 8.0, 25°C

5.38

pH not specified in the publication, temperature not specified in the publication

in 50 mM Tris-HCl buffer, pH 8.0, at 30°C

0.045

pH and temperature not specified in the publication

0.036

K_i Value (33 results)

4.2

2.7

0.1

0.6

pH 5.8, 37°C

IC₅₀ Value (12 results)

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2.5.1.76

15.9

pH 7.0, 37°C

696127

2.6.1.1

0.3

IC50: 0.3 mM

675514

4.1.1.31

10 entries

References & Links

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Show Reference (1369 entries)

Links to other databases for L-aspartic acid

Ligand L-aspartic acid

Basic Ligand Information

Related pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (67 results)

In Vivo Product in Enzyme-catalyzed Reactions (42 results)

Substrate in Enzyme-catalyzed Reactions (244 results)

Product in Enzyme-catalyzed Reactions (351 results)

Activator in Enzyme-catalyzed Reactions (40 results)

Inhibitor in Enzyme-catalyzed Reactions (148 results)

3D Structure of Enzyme-Ligand-Complex (PDB) (1230 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (269 results)

KM Value (621 results)

Ki Value (33 results)

IC50 Value (12 results)

References & Links

Literature References (1369)

Links to other databases for L-aspartic acid

k_cat Value (Turnover Number) (269 results)

K_M Value (621 results)

K_i Value (33 results)

IC₅₀ Value (12 results)