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Aspartyl-Glycine

July 21, 2017
Common Name

Aspartyl-Glycine Description

Aspartyl-Glycine is a dipeptide composed of aspartate and glycine. 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 HMDB28753 (Aspartyl-Glycine)

Synonyms

Value Source Asp-glyHMDB Aspartate glycine dipeptideHMDB Aspartate-glycine dipeptideHMDB AspartylglycineHMDB D-g DipeptideHMDB DG DipeptideHMDB L-Aspartyl-L-glycineHMDB

Chemical Formlia

C6H10N2O5 Average Molecliar Weight

190.154 Monoisotopic Molecliar Weight

190.05897144 IUPAC Name

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

3-amino-3-(carboxymethylcarbamoyl)propanoic acid CAS Registry Number

Not Available SMILES

NC(CC(O)=O)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C6H10N2O5/c7-3(1-4(9)10)6(13)8-2-5(11)12/h3H,1-2,7H2,(H,8,13)(H,9,10)(H,11,12)

InChI Key

JHFNSBBHKSZXKB-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
  • 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
  • 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-4.67Extrapolated

    Predicted Properties

    Property Value Source Water Solubility28.4 mg/mLALOGPS logP-3.5ALOGPS logP-4.9ChemAxon logS-0.83ALOGPS pKa (Strongest Acidic)2.97ChemAxon pKa (Strongest Basic)8.53ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area129.72 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity39.34 m3·mol-1ChemAxon Polarizability16.96 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

    HMDB28753 Metagene Link

    HMDB28753 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: GLP-1(7-37)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. 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 ]
    2. Collinder E, Lindholm A, Midtvedt T, Norin E: Six intestinal microflora-associated characteristics in sport horses. Equine Vet J. 2000 May;32(3):222-7. [PubMed:10836477 ]
    3. Collinder E, Berge GN, Gronvold B, Lindholm A, Midtved T, Norin E: Influence of bacitracin on microbial functions in the gastrointestinal tract of horses. Equine Vet J. 2000 Jul;32(4):345-50. [PubMed:10952385 ]
    4. Norin KE: Influence of antibiotics on some intestinal microflora associated characteristics. Anaerobe. 1997 Apr-Jun;3(2-3):145-8. [PubMed:16887579 ]
    5. 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 ]
    6. Sovago I, Farkas E, Bertalan C, Lebkiri A, Kowalik-Jankowska T, Kozlowski H: Copper(II) complexes of dipeptides containing aspartyl, glutamyl, and histidyl residues in the side chain. J Inorg Biochem. 1993 Sep;51(4):715-26. [PubMed:7902418 ]
    7. Collinder E, Cardona ME, Kozakova H, Norin E, Stern S, Midtvedt T: Biochemical intestinal parameters in pigs reared outdoors and indoors, and in germ-free pigs. J Vet Med A Physiol Pathol Clin Med. 2002 May;49(4):203-9. [PubMed:12069263 ]
    8. Bagriantseva OV, Kalamkarova LI, Rokutova AV, Aznametova GK, Idrisova RS: [The diagnosis of intestinal dysbacteriosis by the spectrum of fecal amino acids]. Zh Mikrobiol Epidemiol Immunobiol. 1999 Jul-Aug;(4):67-9. [PubMed:10852057 ]
    9. Benno P, Alam M, Henriksson K, Norin E, Uribe A, Midtvedt T: Abnormal colonic microbial function in patients with rheumatoid arthritis. Scand J Rheumatol. 1994;23(6):311-5. [PubMed:7801055 ]
    10. Cardona ME, Kozakova H, Collinder E, Persson AK, Midtvedt T, Norin E: Biochemical intestinal parameters in germ-free minipigs and rats and in ex-germ-free minipigs and rats monoassociated with Escherichia coli. J Vet Med A Physiol Pathol Clin Med. 2005 Apr;52(3):109-13. [PubMed:15836440 ]
    11. Kelo E, Noronkoski T, Stoineva IB, Petkov DD, Mononen I: Beta-aspartylpeptides as substrates of L-asparaginases from Escherichia coli and Erwinia chrysanthemi. FEBS Lett. 2002 Sep 25;528(1-3):130-2. [PubMed:12297292 ]
    12. Becker N, Kunath J, Loh G, Blaut M: Human intestinal microbiota: characterization of a simplified and stable gnotobiotic rat model. Gut Microbes. 2011 Jan-Feb;2(1):25-33. doi: 10.4161/gmic.2.1.14651. [PubMed:21637015 ]

    PMID: 25290058

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