Record Information
Version2.0
Creation Date2012-05-31 10:23:25 -0600
Update Date2015-09-13 12:56:06 -0600
Secondary Accession Numbers
  • ECMDB00191
Identification
Name:L-Aspartic acid
Description:Aspartic acid (Asp, D), also known as aspartate (the name of its anion), is one of the 20 natural proteinogenic amino acids which are the building blocks of proteins. Aspartic acid has 2 enantiomeric forms: D and L. L-aspartic acid is the isomer with more biological roles and is the form used in constructing proteins. (Wikipedia) In E. coli, L-aspartate can be produced from L-glutamate, and interconversion can occur between L-asparagine and L-aspartate. L-aspartate is also involved in the biosynthesis pathways of many compounds, including adenosine nucleotides, beta-alanine, and homoserine. (EcoCyc)
Structure
Thumb
Synonyms:
  • (+)-Aspartate
  • (+)-Aspartic acid
  • (2S)-Aspartate
  • (2S)-Aspartic acid
  • (L)-Aspartate
  • (L)-Aspartic acid
  • (R)-2-aminosuccinate
  • (R)-2-aminosuccinic acid
  • (S)-(+)-Aspartate
  • (S)-(+)-Aspartic acid
  • (S)-2-aminosuccinate
  • (S)-2-aminosuccinic acid
  • (S)-amino-Butanedioate
  • (S)-amino-Butanedioic acid
  • (S)-Aminobutanedioate
  • (S)-Aminobutanedioic acid
  • (S)-Aspartate
  • (S)-Aspartic acid
  • 2-Amino-3-methylsuccinate
  • 2-Amino-3-methylsuccinic acid
  • 2-Aminosuccinate
  • 2-Aminosuccinic acid
  • a-Aminosuccinate
  • a-Aminosuccinic acid
  • Alpha-Aminosuccinate
  • Alpha-Aminosuccinic acid
  • Aminosuccinate
  • Aminosuccinic acid
  • Asp
  • Asparagate
  • Asparagic acid
  • Asparaginate
  • Asparaginic acid
  • Asparatate
  • Asparatic acid
  • Aspartate
  • Aspartic acid
  • D
  • H-Asp-OH
  • L-(+)-Aspartate
  • L-(+)-Aspartic acid
  • L-Aminosuccinate
  • L-Aminosuccinic acid
  • L-Asparagate
  • L-Asparagic acid
  • L-Asparaginate
  • L-Asparaginic acid
  • L-Aspartate
  • L-aspartic acid
  • α-Aminosuccinate
  • α-Aminosuccinic acid
Chemical Formula:C4H7NO4
Weight:Average: 133.1027
Monoisotopic: 133.037507717
InChI Key:CKLJMWTZIZZHCS-REOHCLBHSA-N
InChI:InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1
CAS number:56-84-8
IUPAC Name:(2S)-2-aminobutanedioic acid
Traditional IUPAC Name:L-aspartic acid
SMILES:N[C@@H](CC(O)=O)C(O)=O
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Solid
Charge:-1
Melting point:270 °C
Experimental Properties:
PropertyValueSource
Water Solubility:5.39 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; 14 mg/mL [HMP experimental]PhysProp
LogP:-3.89 [CHMELIK,J ET AL. (1991)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility142.0 mg/mLALOGPS
logP-3.5ALOGPS
logP-3.5ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.53 m3·mol-1ChemAxon
Polarizability11.28 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
L-Aspartic acid + Carbamoylphosphate <> Ureidosuccinic acid + Hydrogen ion + Phosphate
L-Aspartic acid + Adenosine triphosphate <> L-Aspartyl-4-phosphate + ADP
Adenosine triphosphate + Water + L-Aspartic acid > ADP + L-Aspartic acid + Hydrogen ion + Phosphate
Adenosine triphosphate + Water + L-Aspartic acid > ADP + L-Aspartic acid + Hydrogen ion + Phosphate
L-Asparagine + Water > L-Aspartic acid + Ammonium
L-Aspartic acid + Hydrogen ion <> beta-Alanine + Carbon dioxide
L-Aspartic acid + Adenosine triphosphate + L-Glutamine + Water > Adenosine monophosphate + L-Asparagine + L-Glutamate + Hydrogen ion + Pyrophosphate
alpha-Ketoglutarate + L-Aspartic acid <> L-Glutamate + Oxalacetic acid
L-Aspartic acid + Adenosine triphosphate + tRNA(Asp) + tRNA(Asp) <> Adenosine monophosphate + L-Aspartyl-tRNA(Asp) + Pyrophosphate + L-Aspartyl-tRNA(Asp)
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-Aspartic acid + Adenosine triphosphate <> SAICAR + ADP + Hydrogen ion + Phosphate
L-Aspartic acid + Fumaric acid > Hydrogen ion + Iminoaspartic acid + Succinic acid
L-Aspartic acid + Oxygen <> Hydrogen ion + Hydrogen peroxide + Iminoaspartic acid
L-Aspartic acid + Ubiquinone-8 > Hydrogen ion + Iminoaspartic acid + Ubiquinol-8
L-Aspartic acid + Menaquinone 8 > Hydrogen ion + Iminoaspartic acid + Menaquinol 8
L-Asparagine + Water > L-Aspartic acid + Ammonium
L-Aspartic acid + Adenosine triphosphate + Citrulline <> Adenosine monophosphate + Argininosuccinic acid + Hydrogen ion + Pyrophosphate
L-Aspartic acid + Adenosine triphosphate + Ammonium > Adenosine monophosphate + L-Asparagine + Hydrogen ion + Pyrophosphate
L-Aspartic acid > Fumaric acid + Ammonium
L-Aspartic acid + Guanosine triphosphate + Inosinic acid <> Adenylsuccinic acid + Guanosine diphosphate +2 Hydrogen ion + Phosphate
L-Aspartic acid + alpha-Ketoglutarate <> Oxalacetic acid + L-Glutamate
L-Aspartic acid + Water + Oxygen <> Oxalacetic acid + Ammonia + Hydrogen peroxide
Adenosine triphosphate + L-Aspartic acid <> ADP + L-Aspartyl-4-phosphate
L-Aspartic acid + Oxygen <> Iminoaspartic acid + Hydrogen peroxide
Adenosine triphosphate + L-Aspartic acid + Ammonia <> Adenosine monophosphate + Pyrophosphate + L-Asparagine
L-Asparagine + Water <> L-Aspartic acid + Ammonia
L-Aspartic acid <> beta-Alanine + Carbon dioxide
L-Aspartic acid <> Fumaric acid + Ammonia
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water <> Adenosine monophosphate + Pyrophosphate + L-Asparagine + L-Glutamate
Guanosine triphosphate + Inosinic acid + L-Aspartic acid <> Guanosine diphosphate + Phosphate + Adenylsuccinic acid
Carbamoylphosphate + L-Aspartic acid <> Phosphate + Ureidosuccinic acid
Oxalacetic acid + L-Arogenate <> L-Aspartic acid + Prephenate
Adenosine triphosphate + Citrulline + L-Aspartic acid <> Adenosine monophosphate + Pyrophosphate + Argininosuccinic acid
Adenosine triphosphate + 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-Aspartic acid <> ADP + Phosphate + SAICAR
tRNA(Asp) + L-Aspartic acid + Adenosine triphosphate <> L-Aspartyl-tRNA(Asp) + Pyrophosphate + Adenosine monophosphate
a dipetide with aspartate at N-terminal + Water L-Aspartic acid + a standard &alpha; amino acid
L-Aspartic acid + Inosinic acid + Guanosine triphosphate > Hydrogen ion + adenylo-succinate + Phosphate + Guanosine diphosphate
L-Aspartic acid + Citrulline + Adenosine triphosphate > Hydrogen ion + L-arginino-succinate + Pyrophosphate + Adenosine monophosphate
Ammonia + L-Aspartic acid + Adenosine triphosphate > L-Asparagine + Pyrophosphate + Adenosine monophosphate
L-Glutamine + L-Aspartic acid + Adenosine triphosphate + Water > Hydrogen ion + L-Glutamate + L-Asparagine + Pyrophosphate + Adenosine monophosphate
L-Aspartic acid + Oxoglutaric acid <> Oxalacetic acid + L-Glutamate
L-Asparagine + Water > Hydrogen ion + L-Aspartic acid + Ammonia
L-Aspartic acid <> Hydrogen ion + Fumaric acid + Ammonia
L-Aspartic acid + Adenosine triphosphate > L-Aspartyl-4-phosphate + ADP
L-Aspartic acid + Carbamoylphosphate > Hydrogen ion + Ureidosuccinic acid + Phosphate
Hydrogen ion + L-Aspartic acid > beta-Alanine + Carbon dioxide
Oxygen + L-Aspartic acid > Hydrogen ion + Hydrogen peroxide + Iminoaspartic acid
Pyridoxamine + Oxalacetic acid <> Pyridoxal + L-Aspartic acid
L-Aspartic acid + Fumaric acid > Hydrogen ion + Iminoaspartic acid + Succinic acid
ala-asp + Water > L-Alanine + L-Aspartic acid
gly-asp + Water > Glycine + L-Aspartic acid
Adenosine triphosphate + 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-Aspartic acid > Hydrogen ion + ADP + Phosphate + SAICAR
Adenosine triphosphate + L-Aspartic acid + Water > L-Aspartic acid + ADP + Phosphate + Hydrogen ion
Adenosine triphosphate + L-Aspartic acid + Water > L-Aspartic acid + ADP + Phosphate + Hydrogen ion
L-Aspartic acid + Oxoglutaric acid > Oxalacetic acid + L-Glutamate
Adenosine triphosphate + L-Aspartic acid > ADP + L-4-aspartyl phosphate
Adenosine triphosphate + L-Aspartic acid > ADP + L-4-aspartyl phosphate
Adenosine triphosphate + L-Aspartic acid > ADP + L-4-aspartyl phosphate
Adenosine triphosphate + L-Aspartic acid + Ammonia > Adenosine monophosphate + Pyrophosphate + L-Asparagine
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water > Adenosine monophosphate + Pyrophosphate + L-Asparagine + L-Glutamate
L-Aspartic acid > Fumaric acid + Ammonia
L-Asparagine + Water > L-Aspartic acid + Ammonia
L-Asparagine + Water > L-Aspartic acid + Ammonia
Adenosine triphosphate + Citrulline + L-Aspartic acid > Adenosine monophosphate + Pyrophosphate + 2-(N(omega)-L-arginino)succinate
L-Aspartic acid + Oxygen > Iminoaspartic acid + Hydrogen peroxide
L-Aspartic acid > beta-Alanine + Carbon dioxide
Adenosine triphosphate + 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-Aspartic acid > ADP + Inorganic phosphate + SAICAR
Guanosine triphosphate + Inosinic acid + L-Aspartic acid > Guanosine diphosphate + Inorganic phosphate + N(6)-(1,2-dicarboxyethyl)AMP
Carbamoylphosphate + L-Aspartic acid > Inorganic phosphate + Ureidosuccinic acid
Adenosine triphosphate + L-Aspartic acid + tRNA(Asp) > Adenosine monophosphate + Pyrophosphate + L-aspartyl-tRNA(Asp)
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water + Ammonia <> Adenosine monophosphate + Pyrophosphate + L-Asparagine + L-Glutamate
L-Aspartic acid + Adenosine triphosphate + L-Aspartic acid > Adenosine diphosphate + L-Aspartyl-4-phosphate + ADP
Adenosine triphosphate + L-Aspartic acid + Ammonia + L-Aspartic acid > Adenosine monophosphate + L-Asparagine + Pyrophosphate + L-Asparagine
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water + L-Aspartic acid > Adenosine monophosphate + Pyrophosphate + L-Asparagine + L-Glutamic acid + L-Asparagine + L-Glutamate
L-Aspartic acid + Oxoglutaric acid + L-Aspartic acid > Oxalacetic acid + L-Glutamic acid + L-Glutamate
L-Glutamic acid + Oxalacetic acid + L-Glutamate > L-Aspartic acid + Oxoglutaric acid + L-Aspartic acid
L-Aspartic acid + Water + Oxygen + L-Aspartic acid > Oxalacetic acid + Ammonia + Hydrogen peroxide
L-Aspartic acid + Oxygen + L-Aspartic acid > Hydrogen peroxide + Hydrogen ion + Iminoaspartic acid
L-Aspartic acid + L-Aspartic acid > Fumaric acid + Ammonia
L-Aspartic acid + L-Aspartic acid > Fumaric acid + Ammonium
Guanosine triphosphate + Inosinic acid + L-Aspartic acid + L-Aspartic acid > Guanosine diphosphate + Phosphate + N(6)-(1,2-dicarboxyethyl)AMP
Inosinic acid + L-Aspartic acid + Guanosine triphosphate + L-Aspartic acid > Guanosine diphosphate + Phosphate +2 Hydrogen ion + N(6)-(1,2-dicarboxyethyl)AMP + Adenylsuccinic acid
Adenosine triphosphate + Citrulline + L-Aspartic acid + L-Aspartic acid > Pyrophosphate + Adenosine monophosphate + Argininosuccinic acid
L-Aspartic acid + L-Aspartic acid > N-carbamoyl-L-aspartate
L-Aspartic acid + Adenosine triphosphate + Hydrogen ion + tRNA(Asp) + L-Aspartic acid > Pyrophosphate + Adenosine monophosphate + L-aspartyl-tRNA(Asp)
L-Aspartic acid + Water + Adenosine triphosphate + L-Glutamine + L-Aspartic acid > L-Asparagine + Hydrogen ion + Adenosine monophosphate + L-Glutamic acid + Pyrophosphate + L-Asparagine + L-Glutamate
L-Aspartic acid + Adenosine triphosphate + Ammonium + L-Aspartic acid > L-Asparagine + Adenosine monophosphate + Pyrophosphate + Hydrogen ion + L-Asparagine
L-Aspartic acid + Hydrogen ion + L-Aspartic acid Carbon dioxide + beta-Alanine
L-Aspartic acid + Hydrogen ion + L-Aspartic acid > Carbon dioxide + beta-Alanine
L-Asparagine + Water + L-Asparagine > L-Aspartic acid + Ammonium + L-Aspartic acid
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-Aspartic acid + Adenosine triphosphate + L-Aspartic acid > SAICAR + Phosphate + Adenosine diphosphate + Hydrogen ion + SAICAR + ADP
Carbamoylphosphate + L-Aspartic acid + L-Aspartic acid > Phosphate + Hydrogen ion + N-carbamoyl-L-aspartate
L-Aspartic acid + Adenosine triphosphate + Water + L-Aspartic acid > Adenosine diphosphate + Phosphate + Hydrogen ion + L-Aspartic acid + ADP
More...

SMPDB Pathways:
Asparagine biosynthesisPW000813 Pw000813Pw000813 greyscalePw000813 simple
Aspartate metabolismPW000787 Pw000787Pw000787 greyscalePw000787 simple
L-glutamate metabolismPW000789 Pw000789Pw000789 greyscalePw000789 simple
Lysine biosynthesisPW000771 Pw000771Pw000771 greyscalePw000771 simple
NAD biosynthesisPW000829 Pw000829Pw000829 greyscalePw000829 simple
Nitrogen metabolismPW000755 Pw000755Pw000755 greyscalePw000755 simple
Pantothenate and CoA biosynthesisPW000828 Pw000828Pw000828 greyscalePw000828 simple
Phenylalanine metabolismPW000921 Pw000921Pw000921 greyscalePw000921 simple
Pyrimidine metabolismPW000942 Pw000942Pw000942 greyscalePw000942 simple
Secondary Metabolites: threonine biosynthesis from aspartatePW000976 Pw000976Pw000976 greyscalePw000976 simple
arginine metabolismPW000790 Pw000790Pw000790 greyscalePw000790 simple
beta-Alanine metabolismPW000896 Pw000896Pw000896 greyscalePw000896 simple
purine nucleotides de novo biosynthesisPW000910 Pw000910Pw000910 greyscalePw000910 simple
purine nucleotides de novo biosynthesis 1435709748PW000960 Pw000960Pw000960 greyscalePw000960 simple
purine nucleotides de novo biosynthesis 2PW002033 Pw002033Pw002033 greyscalePw002033 simple
tRNA Charging 2PW000803 Pw000803Pw000803 greyscalePw000803 simple
tRNA chargingPW000799 Pw000799Pw000799 greyscalePw000799 simple
threonine biosynthesisPW000817 Pw000817Pw000817 greyscalePw000817 simple
KEGG Pathways:
EcoCyc Pathways:
Concentrations
ConcentrationStrainMediaGrowth StatusGrowth SystemTemperatureDetails
4230± 0 uMK12 NCM3722Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glucoseMid-Log PhaseShake flask and filter culture37 oCPMID: 19561621
9300± 0 uMK12 NCM3722Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glycerolMid-Log PhaseShake flask and filter culture37 oCPMID: 19561621
7350± 0 uMK12 NCM3722Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L acetateMid-Log PhaseShake flask and filter culture37 oCPMID: 19561621
337± 0 uMBW2511348 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L GlucoStationary Phase, glucose limitedBioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h37 oCPMID: 17379776
662± 45 uMBL21 DE3Luria-Bertani (LB) mediaStationary phase cultures (overnight culture)Shake flask37 oCExperimentally Determined
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Find out more about how we convert literature concentrations.
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0960000000-5a6a6cb21e9fc0875f84View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-51399a8446c394459765View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-f07e7f52b3c31fd119f5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0f89-0950000000-9e175dfa17a8b17a72d2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)splash10-0f89-0950000000-f4475587d5a3b20bfc58View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00di-9430000000-0cac9a97e698db1672b5View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-03yi-1900000000-ea61b8526ee02ae79b66View in MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0f89-1890000000-7da576c8129142b71a1bView in MoNA
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0pb9-0981000000-ad23d55e348f55115f00View in MoNA
GC-MSGC-MS Spectrum - GC-MSsplash10-000f-9100000000-b7db3377089f4c95001bView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-001i-0590000000-13cc5a7841854e97f68bView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0f89-0960000000-5a6a6cb21e9fc0875f84View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0f89-0950000000-51399a8446c394459765View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0f89-0950000000-f07e7f52b3c31fd119f5View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0f89-0950000000-9e175dfa17a8b17a72d2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0f89-0950000000-f4475587d5a3b20bfc58View in MoNA
GC-MSGC-MS Spectrum - GC-EI-QQsplash10-0g4i-6946100000-0ae49e3be0f2f1f92065View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00di-9430000000-0cac9a97e698db1672b5View in MoNA
GC-MSGC-MS Spectrum - GC-MSsplash10-03yi-1900000000-ea61b8526ee02ae79b66View in MoNA
GC-MSGC-MS Spectrum - GC-MSsplash10-0f89-1890000000-7da576c8129142b71a1bView in MoNA
GC-MSGC-MS Spectrum - GC-MSsplash10-0pb9-0981000000-ad23d55e348f55115f00View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-01w4-9610000000-0f1463c6395830708e12View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0079-9300000000-92f9914d94078d96f5cfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9000000000-c467d10f2b7e21ed1734View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00dl-9000000000-87f0c58226f5a2f3ac8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-00di-0900000000-fde7ef1951fddff4b817View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0uk9-8900000000-2d7e5609618437e59272View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-4b43567f4a446aed0828View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-014i-4900000000-45382d9abd25be948e5bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-3f39a9b758e282358ac0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-014i-3900000000-44d361ad09ff9a30dd14View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-18e1dba62e6b803e17b8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0930000000-d97f9518a2d516d830c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-02ai-0962100000-909bb894b2c1318afee4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-00di-9000000000-f2059dd438fcf62f62e1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dr-7900000000-8b7b89ed34530e331024View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-014i-0190000000-58a78949f4b93de22aabView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0921000000-214b6b969fdc4216ca71View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dr-6900000000-4918748927dd097d2879View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0900000000-88dc2f1093f261e76201View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0290000000-a8856f56645a2961baacView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-001i-0900000000-8cf9870557ca9adc3374View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-000i-9400000000-81b2804a712625a2d9c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000i-9000000000-9bf77ba12ad952f84ac0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-00di-9000000000-e08bfb96c5fd8c9b9db7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-876e30f6c9ed061091feView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-00dl-9000000000-6c0d44d4e3853e5701a3View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,1H] 2D NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
References:
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  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
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  • Rose CH, Thigpen BD, Bofill JA, Cushman J, May WL, Martin JN Jr: Obstetric implications of antepartum corticosteroid therapy for HELLP syndrome. Obstet Gynecol. 2004 Nov;104(5 Pt 1):1011-4. Pubmed: 15516393
  • Shao B, Belaaouaj A, Verlinde CL, Fu X, Heinecke JW: Methionine sulfoxide and proteolytic cleavage contribute to the inactivation of cathepsin G by hypochlorous acid: an oxidative mechanism for regulation of serine proteinases by myeloperoxidase. J Biol Chem. 2005 Aug 12;280(32):29311-21. Epub 2005 Jun 20. Pubmed: 15967795
  • Silwood CJ, Lynch E, Claxson AW, Grootveld MC: 1H and (13)C NMR spectroscopic analysis of human saliva. J Dent Res. 2002 Jun;81(6):422-7. Pubmed: 12097436
  • Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. Pubmed: 19212411
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
  • Vijayendran, C., Barsch, A., Friehs, K., Niehaus, K., Becker, A., Flaschel, E. (2008). "Perceiving molecular evolution processes in Escherichia coli by comprehensive metabolite and gene expression profiling." Genome Biol 9:R72. Pubmed: 18402659
  • Wang M, Meng Z, Fu J: Synthesis and biodistribution of six novel 99mTc complexes of 2-hydroxybenzaldehyde-amino acid Schiff bases. Appl Radiat Isot. 2006 Feb;64(2):235-40. Pubmed: 16309915
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Synthesis Reference:Pamfil, Maria; Lupescu, Irina; Savoiu, Valeria Gabriela. L-aspartic acid production from fumarate using Escherichia coli whole cells. Rom. (2005), 3pp.
Material Safety Data Sheet (MSDS)Download (PDF)
External Links:
ResourceLink
CHEBI ID17053
HMDB IDHMDB00191
Pubchem Compound ID5960
Kegg IDC00049
ChemSpider ID5745
WikipediaAspartic_acid
BioCyc IDL-ASPARTATE
EcoCyc IDL-ASPARTATE
Ligand ExpoIAS

Enzymes

General function:
Involved in transferase activity
Specific function:
L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate
Gene Name:
aspC
Uniprot ID:
P00509
Molecular weight:
43573
Reactions
L-aspartate + 2-oxoglutarate = oxaloacetate + L-glutamate.
General function:
Involved in amino acid binding
Specific function:
L-homoserine + NAD(P)(+) = L-aspartate 4- semialdehyde + NAD(P)H
Gene Name:
thrA
Uniprot ID:
P00561
Molecular weight:
89119
Reactions
L-homoserine + NAD(P)(+) = L-aspartate 4-semialdehyde + NAD(P)H.
ATP + L-aspartate = ADP + 4-phospho-L-aspartate.
General function:
Involved in cellular amino acid biosynthetic process
Specific function:
L-homoserine + NAD(P)(+) = L-aspartate 4- semialdehyde + NAD(P)H
Gene Name:
metL
Uniprot ID:
P00562
Molecular weight:
88887
Reactions
L-homoserine + NAD(P)(+) = L-aspartate 4-semialdehyde + NAD(P)H.
ATP + L-aspartate = ADP + 4-phospho-L-aspartate.
General function:
Involved in asparaginase activity
Specific function:
L-asparagine + H(2)O = L-aspartate + NH(3)
Gene Name:
ansB
Uniprot ID:
P00805
Molecular weight:
36851
Reactions
L-asparagine + H(2)O = L-aspartate + NH(3).
General function:
Involved in nucleotide binding
Specific function:
ATP + L-aspartate + NH(3) = AMP + diphosphate + L-asparagine
Gene Name:
asnA
Uniprot ID:
P00963
Molecular weight:
36650
Reactions
ATP + L-aspartate + NH(3) = AMP + diphosphate + L-asparagine.
General function:
Involved in transferase activity
Specific function:
An aromatic amino acid + 2-oxoglutarate = an aromatic oxo acid + L-glutamate
Gene Name:
tyrB
Uniprot ID:
P04693
Molecular weight:
43537
Reactions
An aromatic amino acid + 2-oxoglutarate = an aromatic oxo acid + L-glutamate.
General function:
Involved in amino acid binding
Specific function:
ATP + L-aspartate = ADP + 4-phospho-L- aspartate
Gene Name:
lysC
Uniprot ID:
P08660
Molecular weight:
48531
Reactions
ATP + L-aspartate = ADP + 4-phospho-L-aspartate.
General function:
Involved in argininosuccinate synthase activity
Specific function:
ATP + L-citrulline + L-aspartate = AMP + diphosphate + N(omega)-(L-arginino)succinate
Gene Name:
argG
Uniprot ID:
P0A6E4
Molecular weight:
49898
Reactions
ATP + L-citrulline + L-aspartate = AMP + diphosphate + N(omega)-(L-arginino)succinate.
General function:
Involved in carboxyl- or carbamoyltransferase activity
Specific function:
Carbamoyl phosphate + L-aspartate = phosphate + N-carbamoyl-L-aspartate
Gene Name:
pyrB
Uniprot ID:
P0A786
Molecular weight:
34427
Reactions
Carbamoyl phosphate + L-aspartate = phosphate + N-carbamoyl-L-aspartate.
General function:
Involved in aspartate 1-decarboxylase activity
Specific function:
Catalyzes the pyruvoyl-dependent decarboxylation of aspartate to produce beta-alanine
Gene Name:
panD
Uniprot ID:
P0A790
Molecular weight:
13834
Reactions
L-aspartate = beta-alanine + CO(2).
General function:
Involved in adenylosuccinate synthase activity
Specific function:
Plays an important role in the de novo pathway of purine nucleotide biosynthesis. Catalyzes the first commited step in the biosynthesis of AMP from IMP
Gene Name:
purA
Uniprot ID:
P0A7D4
Molecular weight:
47345
Reactions
GTP + IMP + L-aspartate = GDP + phosphate + N(6)-(1,2-dicarboxyethyl)-AMP.
General function:
Involved in ATP binding
Specific function:
ATP + 5-amino-1-(5-phospho-D- ribosyl)imidazole-4-carboxylate + L-aspartate = ADP + phosphate + (S)-2-(5-amino-1-(5-phospho-D-ribosyl)imidazole-4- carboxamido)succinate
Gene Name:
purC
Uniprot ID:
P0A7D7
Molecular weight:
26995
Reactions
ATP + 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate + L-aspartate = ADP + phosphate + (S)-2-(5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido)succinate.
General function:
Involved in 'de novo' pyrimidine base biosynthetic process
Specific function:
Involved in allosteric regulation of aspartate carbamoyltransferase
Gene Name:
pyrI
Uniprot ID:
P0A7F3
Molecular weight:
17121
General function:
Involved in asparaginase activity
Specific function:
L-asparagine + H(2)O = L-aspartate + NH(3)
Gene Name:
ansA
Uniprot ID:
P0A962
Molecular weight:
37127
Reactions
L-asparagine + H(2)O = L-aspartate + NH(3).
General function:
Involved in aspartate ammonia-lyase activity
Specific function:
L-aspartate = fumarate + NH(3)
Gene Name:
aspA
Uniprot ID:
P0AC38
Molecular weight:
52356
Reactions
L-aspartate = fumarate + NH(3).
General function:
Involved in electron carrier activity
Specific function:
Catalyzes the oxidation of L-aspartate to iminoaspartate
Gene Name:
nadB
Uniprot ID:
P10902
Molecular weight:
60337
Reactions
L-aspartate + O(2) = iminosuccinate + H(2)O(2).
General function:
Involved in nucleotide binding
Specific function:
ATP + L-aspartate + tRNA(Asp) = AMP + diphosphate + L-aspartyl-tRNA(Asp)
Gene Name:
aspS
Uniprot ID:
P21889
Molecular weight:
65913
Reactions
ATP + L-aspartate + tRNA(Asp) = AMP + diphosphate + L-aspartyl-tRNA(Asp).
General function:
Involved in asparagine synthase (glutamine-hydrolyzing) activity
Specific function:
ATP + L-aspartate + L-glutamine + H(2)O = AMP + diphosphate + L-asparagine + L-glutamate
Gene Name:
asnB
Uniprot ID:
P22106
Molecular weight:
62659
Reactions
ATP + L-aspartate + L-glutamine + H(2)O = AMP + diphosphate + L-asparagine + L-glutamate.
General function:
Involved in hydrolase activity
Specific function:
May be involved in glutathione, and possibly other peptide, transport, although these results could also be due to polar effects of disruption
Gene Name:
iaaA
Uniprot ID:
P37595
Molecular weight:
33394
Reactions
Cleavage of a beta-linked Asp residue from the N-terminus of a polypeptide.
General function:
Involved in glutamate decarboxylase activity
Specific function:
Converts glutamate to gamma-aminobutyrate (GABA), consuming one intracellular proton in the reaction. The gad system helps to maintain a near-neutral intracellular pH when cells are exposed to extremely acidic conditions. The ability to survive transit through the acidic conditions of the stomach is essential for successful colonization of the mammalian host by commensal and pathogenic bacteria
Gene Name:
gadA
Uniprot ID:
P69908
Molecular weight:
52685
Reactions
L-glutamate = 4-aminobutanoate + CO(2).
General function:
Involved in glutamate decarboxylase activity
Specific function:
Converts glutamate to gamma-aminobutyrate (GABA), consuming one intracellular proton in the reaction. The gad system helps to maintain a near-neutral intracellular pH when cells are exposed to extremely acidic conditions. The ability to survive transit through the acidic conditions of the stomach is essential for successful colonization of the mammalian host by commensal and pathogenic bacteria
Gene Name:
gadB
Uniprot ID:
P69910
Molecular weight:
52668
Reactions
L-glutamate = 4-aminobutanoate + CO(2).
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for aspartate/glutamate; probably responsible for the translocation of the substrate across the membrane
Gene Name:
gltJ
Uniprot ID:
P0AER3
Molecular weight:
27502
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for aspartate/glutamate; probably responsible for the translocation of the substrate across the membrane
Gene Name:
gltK
Uniprot ID:
P0AER5
Molecular weight:
24914
General function:
Involved in nucleotide binding
Specific function:
Part of the binding-protein-dependent transport system for glutamate and aspartate. Probably responsible for energy coupling to the transport system
Gene Name:
gltL
Uniprot ID:
P0AAG3
Molecular weight:
26661
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for glutamate and aspartate. Binds to both aspartate and glutamate
Gene Name:
gltI
Uniprot ID:
P37902
Molecular weight:
33420

Transporters

General function:
Involved in nucleotide binding
Specific function:
Probably part of a binding-protein-dependent transport system yecCS for an amino acid. Probably responsible for energy coupling to the transport system
Gene Name:
yecC
Uniprot ID:
P37774
Molecular weight:
27677
General function:
Involved in transporter activity
Specific function:
Probably part of the binding-protein-dependent transport system yecCS for an amino acid; probably responsible for the translocation of the substrate across the membrane
Gene Name:
yecS
Uniprot ID:
P0AFT2
Molecular weight:
24801
General function:
Involved in C4-dicarboxylate transmembrane transporter activity
Specific function:
Responsible for the transport of C4-dicarboxylates from the periplasm across the inner membrane
Gene Name:
dcuA
Uniprot ID:
P0ABN5
Molecular weight:
45750
General function:
Involved in C4-dicarboxylate transmembrane transporter activity
Specific function:
Responsible for the transport of C4-dicarboxylates from the periplasm across the inner membrane
Gene Name:
dcuB
Uniprot ID:
P0ABN9
Molecular weight:
47935
General function:
Involved in C4-dicarboxylate transmembrane transporter activity
Specific function:
Responsible for the transport of C4-dicarboxylates during anaerobic growth
Gene Name:
dcuC
Uniprot ID:
P0ABP3
Molecular weight:
48412
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for aspartate/glutamate; probably responsible for the translocation of the substrate across the membrane
Gene Name:
gltJ
Uniprot ID:
P0AER3
Molecular weight:
27502
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for aspartate/glutamate; probably responsible for the translocation of the substrate across the membrane
Gene Name:
gltK
Uniprot ID:
P0AER5
Molecular weight:
24914
General function:
Involved in sodium:dicarboxylate symporter activity
Specific function:
This carrier protein is part of the Na(+)-independent, binding-protein-independent glutamate-aspartate transport system
Gene Name:
gltP
Uniprot ID:
P21345
Molecular weight:
47159
General function:
Involved in transporter activity
Specific function:
Non-specific porin
Gene Name:
ompN
Uniprot ID:
P77747
Molecular weight:
41220
General function:
Involved in transporter activity
Specific function:
Uptake of inorganic phosphate, phosphorylated compounds, and some other negatively charged solutes
Gene Name:
phoE
Uniprot ID:
P02932
Molecular weight:
38922
General function:
Involved in symporter activity
Specific function:
Responsible for the aerobic transport of the dicarboxylates fumarate, L- and D-malate and to a lesser extent succinate, from the periplasm across the inner membrane
Gene Name:
dctA
Uniprot ID:
P0A830
Molecular weight:
45436
General function:
Involved in nucleotide binding
Specific function:
Part of the binding-protein-dependent transport system for glutamate and aspartate. Probably responsible for energy coupling to the transport system
Gene Name:
gltL
Uniprot ID:
P0AAG3
Molecular weight:
26661
General function:
Involved in transporter activity
Specific function:
OmpF is a porin that forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane. It is also a receptor for the bacteriophage T2
Gene Name:
ompF
Uniprot ID:
P02931
Molecular weight:
39333
General function:
Involved in transporter activity
Specific function:
Forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane
Gene Name:
ompC
Uniprot ID:
P06996
Molecular weight:
40368
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system for glutamate and aspartate. Binds to both aspartate and glutamate
Gene Name:
gltI
Uniprot ID:
P37902
Molecular weight:
33420