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Glycyl-Methionine

July 21, 2017
Common Name

Glycyl-Methionine Description

Glycyl-Methionine is a dipeptide composed of glycine 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

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB28847 (Glycyl-Methionine)

Synonyms

Value Source g-m DipeptideHMDB Gly-metHMDB Glycine methionine dipeptideHMDB Glycine-methionine dipeptideHMDB GlycylmethionineHMDB GM DipeptideHMDB L-Glycyl-L-methionineHMDB

Chemical Formlia

C7H14N2O3S Average Molecliar Weight

206.263 Monoisotopic Molecliar Weight

206.072513014 IUPAC Name

2-(2-aminoacetamido)-4-(methylslifanyl)butanoic acid Traditional Name

2-(2-aminoacetamido)-4-(methylslifanyl)butanoic acid CAS Registry Number

Not Available SMILES

CSCCC(NC(=O)CN)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O3S/c1-13-3-2-5(7(11)12)9-6(10)4-8/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)

InChI Key

PFMUCCYYAAFKTH-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

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

    • Substituents

  • Alpha-dipeptide
  • Methionine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Thia fatty acid
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Slifenyl compound
  • Thioether
  • Organonitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organic oxide
  • Carbonyl group
  • Organooxygen compound
  • Organoslifur compound
  • Primary amine
  • Amine
  • Organopnictogen 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-3.3Extrapolated

    Predicted Properties

    Property Value Source Water Solubility12.3 mg/mLALOGPS logP-2ALOGPS logP-3.3ChemAxon logS-1.2ALOGPS pKa (Strongest Acidic)3.73ChemAxon pKa (Strongest Basic)8.14ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area92.42 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity50.39 m3·mol-1ChemAxon Polarizability20.92 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

    HMDB28847 Metagene Link

    HMDB28847 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: BAY 11-7085

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Williams WA, Zhang RG, Zhou M, Joachimiak G, Gornicki P, Missiakas D, Joachimiak A: The membrane-associated lipoprotein-9 GmpC from Staphylococcus aureus binds the dipeptide GlyMet via side chain interactions. Biochemistry. 2004 Dec 28;43(51):16193-202. [PubMed:15610013 ]
    2. Morozova OB, Korchak SE, Vieth HM, Yurkovskaya AV: Photo-CIDNP study of transient radicals of Met-Gly and Gly-Met peptides in aqueous solution at variable pH. J Phys Chem B. 2009 May 21;113(20):7398-406. doi: 10.1021/jp8112182. [PubMed:19438284 ]
    3. Cascieri T Jr, Mallette MF: New method for study of peptide transport in bacteria. Appl Microbiol. 1974 Mar;27(3):457-63. [PubMed:4596381 ]
    4. Pan Y, Bender PK, Akers RM, Webb KE Jr: Methionine-containing peptides can be used as methionine sources for protein accretion in cultured C2C12 and MAC-T cells. J Nutr. 1996 Jan;126(1):232-41. [PubMed:8558306 ]
    5. Nagy Z, Fabian I, Sovago I: [Model studies on the transport processes of anticancer platinum complexes]. Acta Pharm Hung. 2000 Jul-Dec;70(3-6):211-22. [PubMed:11379028 ]
    6. Bugarcic ZD, Rosic J, Petrovic B, Summa N, Puchta R, van Eldik R: Kinetics and mechanism of the substitution reactions of [PtCl(bpma)]+, [PtCl(gly-met-S,N,N)] and their aqua analogues with L-methionine, glutathione and 5-GMP. J Biol Inorg Chem. 2007 Nov;12(8):1141-50. Epub 2007 Aug 21. [PubMed:17710451 ]
    7. Boka B, Nagy Z, Varnagy K, Sovago I: Solution equilibria and structural characterisation of the palladium(II) and mixed metal complexes of peptides containing methionyl residues. J Inorg Biochem. 2001 Jan 15;83(2-3):77-89. [PubMed:11237266 ]
    8. Cascieri T, Mallette MF: Intracellular peptide hydrolysis by Pseudomonas putida and Pseudomonas maltophilia. J Gen Microbiol. 1976 Feb;92(2):296-303. [PubMed:1255132 ]
    9. Yang X, Wu Z, Wang X, Yang C, Xu H, Shen Y: Crystal structure of lipoprotein GNA1946 from Neisseria meningitidis. J Struct Biol. 2009 Dec;168(3):437-43. doi: 10.1016/j.jsb.2009.09.001. Epub 2009 Sep 3. [PubMed:19733245 ]
    10. Cascieri T, Mallette MF: Peptide utilization by Pseudomonas putida and Pseudomonas maltophilia. J Gen Microbiol. 1976 Feb;92(2):283-95. [PubMed:1255131 ]
    11. Nagy Z, Fabian I, Sovago I: Thermodynamic, kinetic and structural studies on the ternary palladium(II) complexes of thioether ligands. J Inorg Biochem. 2000 Apr;79(1-4):129-38. [PubMed:10830857 ]

    PMID: 1964908

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