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Glutamyl-Tyrosine

July 21, 2017
Common Name

Glutamyl-Tyrosine Description

Glutamyl-Tyrosine is a dipeptide composed of glutamate and tyrosine. 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 HMDB28831 (Glutamyl-Tyrosine)

Synonyms

Value Source e-Y dipeptideHMDB EY dipeptideHMDB Glu-tyrHMDB Glutamate tyrosine dipeptideHMDB Glutamate-tyrosine dipeptideHMDB GlutamyltyrosineHMDB L-Glutamyl-L-tyrosineHMDB

Chemical Formlia

C14H17N2O6 Average Molecliar Weight

309.2946 Monoisotopic Molecliar Weight

309.108661286 IUPAC Name

4-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoate Traditional Name

4-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoate CAS Registry Number

Not Available SMILES

NC(CCC([O-])=O)C(=O)NC(CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C14H18N2O6/c15-10(5-6-12(18)19)13(20)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,20)(H,18,19)(H,21,22)/p-1

InChI Key

YSWHPLCDIMUKFE-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

  • Tyrosine and derivatives
  • Phenylalanine and derivatives
  • Glutamic acid and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Phenylpropanoic acids
  • Amphetamines and derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • Amino fatty acids
  • Hydroxy fatty acids
  • N-acyl amines
  • Dicarboxylic acids and derivatives
  • Secondary carboxylic acid amides
  • Amino acids
  • Carboxylic acids
  • Organopnictogen compounds
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Monoalkylamines
  • Organic oxides
  • Organic anions

    • Substituents

  • Alpha-dipeptide
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • Glutamic acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • 3-phenylpropanoic-acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Amino fatty acid
  • Phenol
  • Hydroxy fatty acid
  • Monocyclic benzene moiety
  • N-acyl-amine
  • Fatty amide
  • Benzenoid
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic anion
  • Aromatic homomonocyclic compound

    • Molecliar Framework

    Aromatic homomonocyclic 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-2.7Extrapolated

    Predicted Properties

    Property Value Source Water Solubility1.89 mg/mLALOGPS logP-2.4ALOGPS logP-2.7ChemAxon logS-2.2ALOGPS pKa (Strongest Acidic)3.17ChemAxon pKa (Strongest Basic)8.41ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count7ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area152.78 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity86.02 m3·mol-1ChemAxon Polarizability30.21 Å3ChemAxon Number of Rings1ChemAxon 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

    HMDB28831 Metagene Link

    HMDB28831 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Vps34-PIK-III

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Jeffrey RF, MacDonald TM, Lee MR: A comparison of the renal actions of gamma-L-glutamyl-L-dopa and gamma-L-glutamyl-L-tyrosine in normal man. Clin Sci (Lond). 1988 Jan;74(1):37-40. [PubMed:3123118 ]
    2. Saville MK, Houslay MD: The role of polybasic compounds in determining the tyrosyl phosphorylation of calmodulin by the human insulin receptor. Cell Signal. 1993 Nov;5(6):709-25. [PubMed:8130075 ]
    3. Ichishima E, Yamane A, Nitta T, Kinoshita M, Nikkuni S: Production of a new type of acid carboxypeptidase of molds of the Aspergillus niger group. Appl Microbiol. 1973 Sep;26(3):327-31. [PubMed:4796163 ]
    4. Sadiq S, Berndt TJ, Nath KA, Knox FG: Effect of gamma-L-glutamyl-L-dopa on phosphate excretion. J Lab Clin Med. 2000 Jan;135(1):52-6. [PubMed:10638694 ]
    5. Izaddoost M, Harris BG, Gracy RW: Structure and toxicity of alkaloids and amino acids of Sophora secundiflora. J Pharm Sci. 1976 Mar;65(3):352-4. [PubMed:1263081 ]
    6. Kwok CF, Jap TS, Ho LT: Changes of insulin receptor in aortic endothelial cells from diabetic rats. Diabetes Res. 1990 May;14(1):27-31. [PubMed:1966886 ]

    PMID: 19766402

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