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Aspartyl-Alanine

July 21, 2017
Common Name

Aspartyl-Alanine Description

Aspartyl-Alanine is a dipeptide composed of aspartate and alanine. 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

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB28746 (Aspartyl-Alanine)

Synonyms

Value Source Asp-alaHMDB Aspartate alanine dipeptideHMDB Aspartate-alanine dipeptideHMDB AspartylalanineHMDB D-a DipeptideHMDB DA dipeptideHMDB L-Aspartyl-L-alanineHMDB

Chemical Formlia

C7H12N2O5 Average Molecliar Weight

204.1806 Monoisotopic Molecliar Weight

204.074621504 IUPAC Name

3-amino-3-[(1-carboxyethyl)carbamoyl]propanoic acid Traditional Name

3-amino-3-[(1-carboxyethyl)carbamoyl]propanoic acid CAS Registry Number

Not Available SMILES

CC(NC(=O)C(N)CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C7H12N2O5/c1-3(7(13)14)9-6(12)4(8)2-5(10)11/h3-4H,2,8H2,1H3,(H,9,12)(H,10,11)(H,13,14)

InChI Key

DVUFTQLHHHJEMK-UHFFFAOYSA-N 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

  • Aspartic acid and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Alanine and derivatives
  • N-acyl amines
  • Fatty acids and conjugates
  • Dicarboxylic acids and derivatives
  • Secondary carboxylic acid amides
  • Amino acids
  • Carboxylic acids
  • Organopnictogen compounds
  • Organic oxides
  • Monoalkylamines
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Alpha-dipeptide
  • Aspartic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Fatty amide
  • N-acyl-amine
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • 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-4.1Extrapolated

    Predicted Properties

    Property Value Source Water Solubility16.7 mg/mLALOGPS logP-3.4ALOGPS logP-4.3ChemAxon logS-1.1ALOGPS pKa (Strongest Acidic)3.06ChemAxon pKa (Strongest Basic)8.53ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area129.72 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity43.83 m3·mol-1ChemAxon Polarizability18.81 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

    HMDB28746 Metagene Link

    HMDB28746 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Neuropathiazol

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Brown SP, Lesage A, Elena B, Emsley L: Probing proton-proton proximities in the solid state: high-resolution two-dimensional 1H-1H double-quantum CRAMPS NMR spectroscopy. J Am Chem Soc. 2004 Oct 20;126(41):13230-1. [PubMed:15479070 ]
    2. Bradley JP, Tripon C, Filip C, Brown SP: Determining relative proton-proton proximities from the build-up of two-dimensional correlation peaks in 1H double-quantum MAS NMR: insight from multi-spin density-matrix simulations. Phys Chem Chem Phys. 2009 Aug 28;11(32):6941-52. doi: 10.1039/b906400a. Epub 2009 Jun 30. [PubMed:19652828 ]
    3. Cheung ST, Lim R: Isolation of gamma-glutamylaspartic acid and alpha-aspartylalanine from pig brain. Biochim Biophys Acta. 1979 Aug 22;586(2):418-24. [PubMed:476146 ]
    4. 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 ]
    5. van der Leij FR, Welling GW: Determination of beta-aspartylpeptidase activity in human faeces by high-performance liquid chromatography using pre-column derivatization with phenyl isothiocyanate. J Chromatogr. 1986 Nov 28;383(1):35-42. [PubMed:3818845 ]
    6. Liang T, Walsh TR: Molecular dynamics simulations of peptide carboxylate hydration. Phys Chem Chem Phys. 2006 Oct 14;8(38):4410-9. Epub 2006 Aug 29. [PubMed:17001408 ]

    PMID: 24282028

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