Posted inUncategorized

Tyrosyl-Glycine

July 21, 2017
Common Name

Tyrosyl-Glycine Description

Tyrosyl-Glycine is a dipeptide composed of tyrosine 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 HMDB29105 (Tyrosyl-Glycine)

Synonyms

Value Source L-Tyrosyl-L-glycineHMDB Tyr-glyHMDB Tyrosine glycine dipeptideHMDB Tyrosine-glycine dipeptideHMDB TyrosylglycineHMDB Y-g dipeptideHMDB YG dipeptideHMDB

Chemical Formlia

C11H14N2O4 Average Molecliar Weight

238.2399 Monoisotopic Molecliar Weight

238.095356946 IUPAC Name

2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetic acid Traditional Name

[2-amino-3-(4-hydroxyphenyl)propanamido]acetic acid CAS Registry Number

Not Available SMILES

NC(CC1=CC=C(O)C=C1)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C11H14N2O4/c12-9(11(17)13-6-10(15)16)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,17)(H,15,16)

InChI Key

HPYDSVWYXXKHRD-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
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Amphetamines and derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • Aralkylamines
  • Fatty amides
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Monoalkylamines
  • Organic oxides
  • Organopnictogen compounds

    • Substituents

  • Alpha-dipeptide
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Phenol
  • Monocyclic benzene moiety
  • Fatty amide
  • Fatty acyl
  • Benzenoid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • 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-2.6Extrapolated

    Predicted Properties

    Property Value Source Water Solubility1.51 mg/mLALOGPS logP-2.3ALOGPS logP-2.6ChemAxon logS-2.2ALOGPS pKa (Strongest Acidic)3.51ChemAxon pKa (Strongest Basic)8.02ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area112.65 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity59.9 m3·mol-1ChemAxon Polarizability23.83 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

    HMDB29105 Metagene Link

    HMDB29105 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: BX517

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Schiesel S, Lammerhofer M, Leitner A, Lindner W: Quantitative high-performance liquid chromatography-tandem mass spectrometry impurity profiling methods for the analysis of parenteral infusion solutions for amino acid supplementation containing L-alanyl-L-glutamine. J Chromatogr A. 2012 Oct 12;1259:111-20. doi: 10.1016/j.chroma.2012.01.020. Epub 2012 Jan 18. [PubMed:22305362 ]
    2. Anderson L, Bussler B, Martins H, Dufton M: Enkephalin-processing oligopeptidases in cobra venom: inhibition by thiorphan and bestatin reveals co-operative actions. Toxicon. 1998 May;36(5):719-28. [PubMed:9655632 ]
    3. Ishimitsu T, Sakurai H: Structure-ionization relationship of tyrosine-containing peptides. Talanta. 1983 Nov;30(11):879-83. [PubMed:18963488 ]
    4. Jones JG, Scotland SM, Dodgson KS: The biological sulphation of L-tyrosyl peptides. Biochem J. 1966 Jan;98(1):138-41. [PubMed:5938633 ]
    5. Basford JM, Jones JG, Rose FA, Dodgson KS: A possible route to the production of free L-tyrosine O-sulphate by the rat. Biochem J. 1966 Jun;99(3):534-7. [PubMed:5965096 ]
    6. Mousa S, Couri D: Analysis of enkephalins, beta-endorphins and small peptides in their sequences by highly sensitive high-performance liquid chromatography with electrochemical detection: implications in opioid peptide metabolism. J Chromatogr. 1983 Sep 2;267(1):191-8. [PubMed:6313725 ]
    7. Zlokovic BV, Mackic JB, Djuricic B, Davson H: Kinetic analysis of leucine-enkephalin cellular uptake at the luminal side of the blood-brain barrier of an in situ perfused guinea-pig brain. J Neurochem. 1989 Nov;53(5):1333-40. [PubMed:2795003 ]
    8. Stohrer G, Brown GB: Adduct of tyrosine and the oncogen 3-acetoxyxanthine. Biochemistry. 1976 Jun 29;15(13):2772-5. [PubMed:949476 ]
    9. Krause JA, Eggleston DS: Linear tripeptide conformation. Crystal structures of Cbz-glycylglycyltyrosine methyl ester and Cbz-glycyl(D,L)tyrosylglycine ethyl ester. Int J Pept Protein Res. 1993 Feb;41(2):133-40. [PubMed:8458686 ]
    10. Crooks PA, Krechniak JW, Olson JW, Gillespie MN: High-performance liquid chromatographic analysis of pulmonary metabolites of Leu- and Met-enkephalins in isolated perfused rat lung. J Pharm Sci. 1985 Sep;74(9):1010-2. [PubMed:4067842 ]

    PMID: 12000979

    Last updated on
    Posted inUncategorized

    Tyrosyl-Glycine

    July 21, 2017
    Common Name

    Tyrosyl-Glycine Description

    Tyrosyl-Glycine is a dipeptide composed of tyrosine 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 HMDB29105 (Tyrosyl-Glycine)

    Synonyms

    Value Source L-Tyrosyl-L-glycineHMDB Tyr-glyHMDB Tyrosine glycine dipeptideHMDB Tyrosine-glycine dipeptideHMDB TyrosylglycineHMDB Y-g dipeptideHMDB YG dipeptideHMDB

    Chemical Formlia

    C11H14N2O4 Average Molecliar Weight

    238.2399 Monoisotopic Molecliar Weight

    238.095356946 IUPAC Name

    2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetic acid Traditional Name

    [2-amino-3-(4-hydroxyphenyl)propanamido]acetic acid CAS Registry Number

    Not Available SMILES

    NC(CC1=CC=C(O)C=C1)C(=O)NCC(O)=O

    InChI Identifier

    InChI=1S/C11H14N2O4/c12-9(11(17)13-6-10(15)16)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,17)(H,15,16)

    InChI Key

    HPYDSVWYXXKHRD-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
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Amphetamines and derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • Aralkylamines
  • Fatty amides
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Monoalkylamines
  • Organic oxides
  • Organopnictogen compounds

    • Substituents

  • Alpha-dipeptide
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Phenol
  • Monocyclic benzene moiety
  • Fatty amide
  • Fatty acyl
  • Benzenoid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • 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-2.6Extrapolated

    Predicted Properties

    Property Value Source Water Solubility1.51 mg/mLALOGPS logP-2.3ALOGPS logP-2.6ChemAxon logS-2.2ALOGPS pKa (Strongest Acidic)3.51ChemAxon pKa (Strongest Basic)8.02ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area112.65 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity59.9 m3·mol-1ChemAxon Polarizability23.83 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

    HMDB29105 Metagene Link

    HMDB29105 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: BX517

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Schiesel S, Lammerhofer M, Leitner A, Lindner W: Quantitative high-performance liquid chromatography-tandem mass spectrometry impurity profiling methods for the analysis of parenteral infusion solutions for amino acid supplementation containing L-alanyl-L-glutamine. J Chromatogr A. 2012 Oct 12;1259:111-20. doi: 10.1016/j.chroma.2012.01.020. Epub 2012 Jan 18. [PubMed:22305362 ]
    2. Anderson L, Bussler B, Martins H, Dufton M: Enkephalin-processing oligopeptidases in cobra venom: inhibition by thiorphan and bestatin reveals co-operative actions. Toxicon. 1998 May;36(5):719-28. [PubMed:9655632 ]
    3. Ishimitsu T, Sakurai H: Structure-ionization relationship of tyrosine-containing peptides. Talanta. 1983 Nov;30(11):879-83. [PubMed:18963488 ]
    4. Jones JG, Scotland SM, Dodgson KS: The biological sulphation of L-tyrosyl peptides. Biochem J. 1966 Jan;98(1):138-41. [PubMed:5938633 ]
    5. Basford JM, Jones JG, Rose FA, Dodgson KS: A possible route to the production of free L-tyrosine O-sulphate by the rat. Biochem J. 1966 Jun;99(3):534-7. [PubMed:5965096 ]
    6. Mousa S, Couri D: Analysis of enkephalins, beta-endorphins and small peptides in their sequences by highly sensitive high-performance liquid chromatography with electrochemical detection: implications in opioid peptide metabolism. J Chromatogr. 1983 Sep 2;267(1):191-8. [PubMed:6313725 ]
    7. Zlokovic BV, Mackic JB, Djuricic B, Davson H: Kinetic analysis of leucine-enkephalin cellular uptake at the luminal side of the blood-brain barrier of an in situ perfused guinea-pig brain. J Neurochem. 1989 Nov;53(5):1333-40. [PubMed:2795003 ]
    8. Stohrer G, Brown GB: Adduct of tyrosine and the oncogen 3-acetoxyxanthine. Biochemistry. 1976 Jun 29;15(13):2772-5. [PubMed:949476 ]
    9. Krause JA, Eggleston DS: Linear tripeptide conformation. Crystal structures of Cbz-glycylglycyltyrosine methyl ester and Cbz-glycyl(D,L)tyrosylglycine ethyl ester. Int J Pept Protein Res. 1993 Feb;41(2):133-40. [PubMed:8458686 ]
    10. Crooks PA, Krechniak JW, Olson JW, Gillespie MN: High-performance liquid chromatographic analysis of pulmonary metabolites of Leu- and Met-enkephalins in isolated perfused rat lung. J Pharm Sci. 1985 Sep;74(9):1010-2. [PubMed:4067842 ]

    PMID: 12000979

    Last updated on