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Glutamyl-Aspartate

July 21, 2017
Common Name

Glutamyl-Aspartate Description

Glutamyl-Aspartate is a dipeptide composed of glutamate and aspartate. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite. Structure

MOLSDFPDBSMILESInChI

Structure for HMDB28815 (Glutamyl-Aspartate)

Synonyms

Value Source e-D DipeptideHMDB ED dipeptideHMDB Glu-aspHMDB Glutamate aspartate dipeptideHMDB Glutamate-aspartate dipeptideHMDB GlutamylaspartateHMDB L-Glutamyl-L-aspartateHMDB

Chemical Formlia

C9H13N2O7 Average Molecliar Weight

261.2087 Monoisotopic Molecliar Weight

261.07227578 IUPAC Name

4-amino-4-[(1,2-dicarboxyethyl)carbamoyl]butanoate Traditional Name

4-amino-4-[(1,2-dicarboxyethyl)carbamoyl]butanoate CAS Registry Number

Not Available SMILES

NC(CCC([O-])=O)C(=O)NC(CC(O)=O)C(O)=O

InChI Identifier

InChI=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)/p-1

InChI Key

FYYSIASRLDJUNP-UHFFFAOYSA-M Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Kingdom

Chemical entities Super Class

Organic compounds Class

Organic acids and derivatives Sub Class

Carboxylic acids and derivatives Direct Parent

Dipeptides Alternative Parents

  • Glutamic acid and derivatives
  • Aspartic acid and derivatives
  • Acyl homoserines
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Tricarboxylic acids and derivatives
  • Amino fatty acids
  • N-acyl amines
  • Secondary carboxylic acid amides
  • Amino acids
  • Carboxylic acids
  • Organopnictogen compounds
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Monoalkylamines
  • Organic oxides
  • Organic anions

    • Substituents

  • Alpha-dipeptide
  • Glutamic acid or derivatives
  • Aspartic acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Acyl-homoserine
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Amino fatty acid
  • N-acyl-amine
  • Fatty acyl
  • Fatty amide
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic anion
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous

    • Biofunction

    Not Available Application

    Not Available Cellliar locations

    Not Available Physical Properties State

    Solid Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogP-4.64Extrapolated

    Predicted Properties

    Property Value Source Water Solubility13.8 mg/mLALOGPS logP-3.4ALOGPS logP-4.6ChemAxon logS-1.3ALOGPS pKa (Strongest Acidic)2.98ChemAxon pKa (Strongest Basic)8.45ChemAxon Physiological Charge-2ChemAxon Hydrogen Acceptor Count8ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area169.85 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity65.46 m3·mol-1ChemAxon Polarizability23.04 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

    Not Available Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    Not Available KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB28815 Metagene Link

    HMDB28815 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Gentamicin (sulfate)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. 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. [PubMed:17562295 ]
    2. 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. [PubMed:7911284 ]
    3. 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. [PubMed:18243394 ]
    4. 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. [PubMed:10606007 ]
    5. 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. [PubMed:14647472 ]
    6. 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. [PubMed:10656690 ]
    7. 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. [PubMed:7969817 ]
    8. 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. [PubMed:19373590 ]
    9. Yu SM, Tirrell DA: Thermal and structural properties of biologically derived monodisperse hairy-rod polymers. Biomacromolecules. 2000 Fall;1(3):310-2. [PubMed:11710117 ]
    10. 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. [PubMed:2051166 ]

    PMID: 25012236

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