Na-L-Glutamyl-L-aspartic acid (CHEM024439)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:41:58 UTC
Update Date2016-11-09 01:17:53 UTC
Accession NumberCHEM024439
Identification
Common NameNa-L-Glutamyl-L-aspartic acid
ClassSmall Molecule
DescriptionA dipeptide composed of L-glutamic acid and L-aspartic acid joined by a peptide linkage.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
alpha-Glu-aspChEBI
alpha-Glutamylaspartic acidChEBI
alpha-L-Glu-L-aspChEBI
E-DChEBI
EDChEBI
L-Glu-L-aspChEBI
a-Glu-aspGenerator
Α-glu-aspGenerator
a-GlutamylaspartateGenerator
a-Glutamylaspartic acidGenerator
alpha-GlutamylaspartateGenerator
Α-glutamylaspartateGenerator
Α-glutamylaspartic acidGenerator
a-L-Glu-L-aspGenerator
Α-L-glu-L-aspGenerator
GlutamylaspartateGenerator
e-D DipeptideHMDB
ED dipeptideHMDB
Glu-aspHMDB
Glutamate aspartate dipeptideHMDB
Glutamate-aspartate dipeptideHMDB
L-Glutamyl-L-aspartateHMDB
Α-L-glutamyl-L-aspartic acidHMDB
Α-L-glutamyl-L-aspartateHMDB
L-Α-glutamyl-L-aspartic acidHMDB
L-Α-glutamyl-L-aspartateHMDB
N-Α-glutamylaspartic acidHMDB
N-Α-glutamylaspartateHMDB
N-Α-L-glutamyl-L-aspartic acidHMDB
N-Α-L-glutamyl-L-aspartateHMDB
N-L-Α-glutamylaspartic acidHMDB
N-L-Α-glutamylaspartateHMDB
N-L-Α-glutamyl-L-aspartic acidHMDB
N-L-Α-glutamyl-L-aspartateHMDB
alpha-L-Glutamyl-L-aspartic acidHMDB
alpha-L-Glutamyl-L-aspartateHMDB
L-alpha-Glutamyl-L-aspartic acidHMDB
L-alpha-Glutamyl-L-aspartateHMDB
N-alpha-Glutamylaspartic acidHMDB
N-alpha-GlutamylaspartateHMDB
N-alpha-L-Glutamyl-L-aspartic acidHMDB
N-alpha-L-Glutamyl-L-aspartateHMDB
N-L-alpha-Glutamyaspartic acidHMDB
N-L-alpha-GlutamylaspartateHMDB
N-L-alpha-Glutamyl-L-aspartic acidHMDB
N-L-alpha-Glutamyl-L-aspartateHMDB
NSC 186905HMDB
L-Glutamyl-L-aspartic acidHMDB
N-Glutamylaspartic acidHMDB
N-GlutamylaspartateHMDB
N-L-Glutamyl-L-aspartic acidHMDB
N-L-Glutamyl-L-aspartateHMDB
Glutamyl-aspartic acidHMDB
Glutamyl-aspartateHMDB
Glutamic acid aspartic acid dipeptideHMDB
Glutamic acid aspartate dipeptideHMDB
Glutamate aspartic acid dipeptideHMDB
Glutamic acid-aspartic acid dipeptideHMDB
Glutamic acid-aspartate dipeptideHMDB
Glutamate-aspartic acid dipeptideHMDB
Glutamylaspartic acidHMDB, ChEBI
Chemical FormulaC9H14N2O7
Average Molecular Mass262.217 g/mol
Monoisotopic Mass262.080 g/mol
CAS Registry Number3918-84-1
IUPAC Name(2S)-2-[(2S)-2-amino-4-carboxybutanamido]butanedioic acid
Traditional Name(2S)-2-[(2S)-2-amino-4-carboxybutanamido]butanedioic acid
SMILESNC(CCC(O)=O)C(\O)=N\C(CC(O)=O)C(O)=O
InChI IdentifierInChI=1S/C9H14N2O7/c10-4(1-2-6(12)13)8(16)11-5(9(17)18)3-7(14)15/h4-5H,1-3,10H2,(H,11,16)(H,12,13)(H,14,15)(H,17,18)
InChI KeyFYYSIASRLDJUNP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassHybrid peptides
Direct ParentHybrid peptides
Alternative Parents
Substituents
  • Hybrid peptide
  • Aspartic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Acyl-l-homoserine
  • Acyl-homoserine
  • Gamma amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Amino fatty acid
  • Fatty acyl
  • Amino acid or derivatives
  • Amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility9.23 g/LALOGPS
logP-3.2ALOGPS
logP-4.6ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.98ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area167.02 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity54.62 m³·mol⁻¹ChemAxon
Polarizability23.63 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0390000000-820e080ca9de71f47a7cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uy1-7950000000-b89b56e96e286b1ff5c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-e98b8e83c22cafe04cf9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xu-0190000000-e5e3a9dddb857f35c13dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0295-1970000000-c942b81c045e4b9e6919Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06s9-7910000000-c3253f947c209d19f9b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0950000000-70395b50e44b3b5a1998Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-7900000000-9e4404be522432a6bb9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9300000000-8f389f9d50d8ac10d40fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dl-0790000000-b2a0c941cec030091ff2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-6900000000-f971c08b29482ef40f13Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9200000000-b727e24915b51b47c69aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0028815
FooDB IDFDB111860
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID90091
ChEBI ID73503
PubChem Compound ID99716
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Tamemoto H, Ishikawa SE, Kawakami M: Association of the Glu298Asp polymorphism of the eNOS Gene with ischemic heart disease in Japanese diabetic subjects. Diabetes Res Clin Pract. 2008 May;80(2):275-9. doi: 10.1016/j.diabres.2007.12.019. Epub 2008 Feb 19.
2. Bergman AC, Beshara S, Byman I, Karim R, Landin B: A new beta-chain variant: Hb stockholm [beta 7(A4)GluAsp] causes falsely low Hb A(1c). Hemoglobin. 2009;33(2):137-42. doi: 10.1080/03630260902861956.
3. Yu SM, Tirrell DA: Thermal and structural properties of biologically derived monodisperse hairy-rod polymers. Biomacromolecules. 2000 Fall;1(3):310-2.
4. Varga V, Janaky R, Saransaari P, Oja SS: Endogenous gamma-L-glutamyl and beta-L-aspartyl peptides and excitatory aminoacidergic neurotransmission in the brain. Neuropeptides. 1994 Jul;27(1):19-26.
5. Andine P, Orwar O, Jacobson I, Sandberg M, Hagberg H: Extracellular acidic sulfur-containing amino acids and gamma-glutamyl peptides in global ischemia: postischemic recovery of neuronal activity is paralleled by a tetrodotoxin-sensitive increase in cysteine sulfinate in the CA1 of the rat hippocampus. J Neurochem. 1991 Jul;57(1):230-6.
6. Sandberg M, Li X, Folestad S, Weber SG, Orwar O: Liquid chromatographic determination of acidic beta-aspartyl and gamma-glutamyl peptides in extracts of rat brain. Anal Biochem. 1994 Feb 15;217(1):48-61.
7. Belokrylov GA, Popova OYa, Sorochinskaya EI: Immuno-, phagocytosis-modulating and antitoxic properties of dipeptides are defined by the activity of their constituent amino acids. Int J Immunopharmacol. 1999 Dec;21(12):879-83.
8. Yingzhong Y, Droma Y, Guoen J, Zhenzhong B, Lan M, Haixia Y, Yue C, Kubo K, Rili G: Molecular cloning of hemoglobin alpha-chain gene from Pantholops hodgsonii, a hypoxic tolerance species. J Biochem Mol Biol. 2007 May 31;40(3):426-31.
9. Gryz EA, Meakin SO: Acidic substitution of the activation loop tyrosines in TrkA supports nerve growth factor-dependent, but not nerve growth factor-independent, differentiation and cell cycle arrest in the human neuroblastoma cell line, SY5Y. Oncogene. 2003 Nov 27;22(54):8774-85.
10. Gryz EA, Meakin SO: Acidic substitution of the activation loop tyrosines in TrkA supports nerve growth factor-independent cell survival and neuronal differentiation. Oncogene. 2000 Jan 20;19(3):417-30.
11. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.