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Prolyl-Tyrosine

July 21, 2017
Common Name

Prolyl-Tyrosine Description

Prolyl-Tyrosine is a dipeptide composed of proline 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

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29029 (Prolyl-Tyrosine)

Synonyms

Value Source L-Prolyl-L-tyrosineHMDB P-Y dipeptideHMDB pro-TyrHMDB Proline tyrosine dipeptideHMDB Proline-tyrosine dipeptideHMDB ProlyltyrosineHMDB PY dipeptideHMDB L-Prolyl-L-tyrosine monohydrateMeSH

Chemical Formlia

C14H18N2O4 Average Molecliar Weight

278.3037 Monoisotopic Molecliar Weight

278.126657074 IUPAC Name

3-(4-hydroxyphenyl)-2-(pyrrolidin-2-ylformamido)propanoic acid Traditional Name

3-(4-hydroxyphenyl)-2-(pyrrolidin-2-ylformamido)propanoic acid CAS Registry Number

Not Available SMILES

OC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1CCCN1

InChI Identifier

InChI=1S/C14H18N2O4/c17-10-5-3-9(4-6-10)8-12(14(19)20)16-13(18)11-2-1-7-15-11/h3-6,11-12,15,17H,1-2,7-8H2,(H,16,18)(H,19,20)

InChI Key

OIDKVWTWGDWMHY-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

  • Tyrosine and derivatives
  • Phenylalanine and derivatives
  • Proline and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Phenylpropanoic acids
  • Amphetamines and derivatives
  • Pyrrolidinecarboxamides
  • 1-hydroxy-2-unsubstituted benzenoids
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Azacyclic compounds
  • Carboxylic acids
  • Dialkylamines
  • Organic oxides
  • Carbonyl compounds
  • Organopnictogen compounds
  • Hydrocarbon derivatives

    • Substituents

  • Alpha-dipeptide
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Proline or derivatives
  • Alpha-amino acid amide
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Alpha-amino acid or derivatives
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine-2-carboxamide
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyrrolidine
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Secondary aliphatic amine
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound

    • Molecliar Framework

    Aromatic heteromonocyclic 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-1.75Extrapolated

    Predicted Properties

    Property Value Source Water Solubility1.18 mg/mLALOGPS logP-1.3ALOGPS logP-1.8ChemAxon logS-2.4ALOGPS pKa (Strongest Acidic)3.49ChemAxon pKa (Strongest Basic)9.98ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area98.66 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity71.96 m3·mol-1ChemAxon Polarizability28.62 Å3ChemAxon Number of Rings2ChemAxon 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

    HMDB29029 Metagene Link

    HMDB29029 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: APS-2-79 (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Zherdev VP, Boiko SS, Mesonzhnik NV, Appolonova SA, Rodchenkov GN, Ostrovskaia RU, Gudasheva TA, Seredenin SB: [Experimental pharmacokinetics of the new neurotensine-derived antipsychotic drug dilept]. Eksp Klin Farmakol. 2009 May-Jun;72(3):16-21. [PubMed:19642587 ]
    2. Asmakova LS, Kalinina TS, Ostrovskaya RU, Gudasheva TA, Zaitseva NI, Bondarenko NA, Voronina TA, Seredenin SB: Comparison of antipsychotic activity and discriminative stimulus effects of the novel acylprolyltyrosine containing compound, GZR-123, and sulpiride. Pharmacol Biochem Behav. 1999 Oct;64(2):359-62. [PubMed:10515313 ]
    3. Shubenina EB, Kudrin VS, Klodt PM, Pokrovskii AA, Gudasheva TA, Voronina TA, Ostrovskaia RU: [Interstrain differences in the content of excitatory and inhibitory amino acids in the brain of DBA/2J, Balb/c and C57BL/6 mice: characteristics of the effect of a dipeptide antipsychotic drug dilept]. Eksp Klin Farmakol. 2008 Jul-Aug;71(4):7-10. [PubMed:18819433 ]
    4. Gu Y, Zhang J, Wang YB, Li SW, Yang HJ, Luo WX, Xia NS: [Selection of a peptide mimic the neutralization epitope of hepatitis E virus with phage peptide display technology]. Sheng Wu Gong Cheng Xue Bao. 2003 Nov;19(6):680-5. [PubMed:15971579 ]
    5. Gao S, Alarcon C, Sapkota G, Rahman S, Chen PY, Goerner N, Macias MJ, Erdjument-Bromage H, Tempst P, Massague J: Ubiquitin ligase Nedd4L targets activated Smad2/3 to limit TGF-beta signaling. Mol Cell. 2009 Nov 13;36(3):457-68. doi: 10.1016/j.molcel.2009.09.043. [PubMed:19917253 ]

    PMID: 1982659

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