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Glutamyl-Methionine

July 21, 2017
Common Name

Glutamyl-Methionine Description

Glutamyl-Methionine is a dipeptide composed of glutamate and methionine. 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 HMDB28825 (Glutamyl-Methionine)

Synonyms

Value Source e-m DipeptideHMDB EM dipeptideHMDB Glu-metHMDB Glutamate methionine dipeptideHMDB Glutamate-methionine dipeptideHMDB GlutamylmethionineHMDB L-Glutamyl-L-methionineHMDB

Chemical Formlia

C10H17N2O5S Average Molecliar Weight

277.317 Monoisotopic Molecliar Weight

277.085817354 IUPAC Name

4-amino-4-{[1-carboxy-3-(methylslifanyl)propyl]carbamoyl}butanoate Traditional Name

4-amino-4-{[1-carboxy-3-(methylslifanyl)propyl]carbamoyl}butanoate CAS Registry Number

Not Available SMILES

CSCCC(NC(=O)C(N)CCC([O-])=O)C(O)=O

InChI Identifier

InChI=1S/C10H18N2O5S/c1-18-5-4-7(10(16)17)12-9(15)6(11)2-3-8(13)14/h6-7H,2-5,11H2,1H3,(H,12,15)(H,13,14)(H,16,17)/p-1

InChI Key

SXGAGTVDWKQYCX-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
  • Methionine and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Thia fatty acids
  • Amino fatty acids
  • Dicarboxylic acids and derivatives
  • N-acyl amines
  • Secondary carboxylic acid amides
  • Amino acids
  • Slifenyl compounds
  • Carboxylic acids
  • Dialkylthioethers
  • Organic oxides
  • Organopnictogen compounds
  • Carbonyl compounds
  • Monoalkylamines
  • Hydrocarbon derivatives
  • Organic anions

    • Substituents

  • Alpha-dipeptide
  • Glutamic acid or derivatives
  • Methionine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amino fatty acid
  • Thia fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acid
  • Fatty acyl
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Thioether
  • Dialkylthioether
  • Slifenyl compound
  • Carboxylic acid
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organoslifur compound
  • Primary 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-3.36Extrapolated

    Predicted Properties

    Property Value Source Water Solubility5.81 mg/mLALOGPS logP-2.5ALOGPS logP-3.4ChemAxon logS-1.7ALOGPS pKa (Strongest Acidic)3.35ChemAxon pKa (Strongest Basic)8.45ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area132.55 Å2ChemAxon Rotatable Bond Count9ChemAxon Refractivity76.51 m3·mol-1ChemAxon Polarizability27.3 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

    HMDB28825 Metagene Link

    HMDB28825 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: RG14620

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Orlowski M, Wilk S: Intermediates of the gamma-glutamyl cycle in mouse tissues. Influence of administration of amino acids on pyrrolidone carboxylate and gamma-glutamyl amino acids. Eur J Biochem. 1975 May 6;53(2):581-90. [PubMed:237763 ]
    2. Griffith OW, Bridges RJ, Meister A: Transport of gamma-glutamyl amino acids: role of glutathione and gamma-glutamyl transpeptidase. Proc Natl Acad Sci U S A. 1979 Dec;76(12):6319-22. [PubMed:42913 ]
    3. Thornley-Brown D, Dass PD, Welbourne TC: Acetazolamide inhibition of renal gamma-glutamyl transpeptidase. Biochem Pharmacol. 1982 Nov 1;31(21):3347-52. [PubMed:6128982 ]

    PMID: 23935583

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