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Glycyl-Valine

July 21, 2017
Common Name

Glycyl-Valine Description

Glycyl-Valine is a dipeptide composed of glycine and valine. 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 HMDB28854 (Glycyl-Valine)

Synonyms

Value Source Gly-DL-valChEMBL g-V DipeptideHMDB Gly-valHMDB Glycine valine dipeptideHMDB Glycine-valine dipeptideHMDB GlycylvalineHMDB GV DipeptideHMDB L-Glycyl-L-valineHMDB Glycylvaline, (D)-isomerMeSH Glycyl-L-valineMeSH Glycylvaline, (L)-isomerMeSH

Chemical Formlia

C7H14N2O3 Average Molecliar Weight

174.1977 Monoisotopic Molecliar Weight

174.100442324 IUPAC Name

2-(2-aminoacetamido)-3-methylbutanoic acid Traditional Name

L-valine, N-glycyl- CAS Registry Number

Not Available SMILES

CC(C)C(NC(=O)CN)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O3/c1-4(2)6(7(11)12)9-5(10)3-8/h4,6H,3,8H2,1-2H3,(H,9,10)(H,11,12)

InChI Key

STKYPAFSDFAEPH-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

  • Valine and derivatives
  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Methyl-branched fatty acids
  • Secondary carboxylic acid amides
  • Amino acids
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Organopnictogen compounds
  • Organic oxides
  • Monoalkylamines
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • Valine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organooxygen compound
  • Primary amine
  • Amine
  • Hydrocarbon derivative
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

    Not Available Ontology Status

    Detected 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-3.06Extrapolated

    Predicted Properties

    Property Value Source Water Solubility34.2 mg/mLALOGPS logP-2.5ALOGPS logP-3.1ChemAxon logS-0.71ALOGPS pKa (Strongest Acidic)3.81ChemAxon pKa (Strongest Basic)8.14ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area92.42 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity42.3 m3·mol-1ChemAxon Polarizability17.63 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

  • Saliva

    • Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations

    Biofluid Status Value Age Sex Condition Reference Details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details SalivaDetected but not Quantified Adlit (>18 years old)Male

    Normal

  • 22308371

    • details

    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

    HMDB28854 Metagene Link

    HMDB28854 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Nelociguat

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Steininger R, Karner J, Roth E, Langer K: Infusion of dipeptides as nutritional substrates for glutamine, tyrosine, and branched-chain amino acids in patients with acute pancreatitis. Metabolism. 1989 Aug;38(8 Suppl 1):78-81. [PubMed:2503685 ]
    2. Guardiola J, De Felice M, Klopotowski T, Iaccarino M: Mutations affecting the different transport systems for isoleucine, leucine, and valine in Escherichia coli K-12. J Bacteriol. 1974 Feb;117(2):393-405. [PubMed:4590465 ]
    3. De Felice M, Guardiola J, Lamberti A, Iaccarino M: Escherichia coli K-12 mutants altered in the transport systems for oligo- and dipeptides. J Bacteriol. 1973 Nov;116(2):751-6. [PubMed:4126826 ]
    4. Zhang CX, Tong HB, Yan CG: First soluble multipolymer MPEG-supported liquid-phase convergent synthesis of tripeptide Fmoc-GlyVal-GlyOH. J Comb Chem. 2007 Nov-Dec;9(6):924-5. Epub 2007 Oct 31. [PubMed:17970597 ]
    5. SHELTON DC, NUTTER WE: UPTAKE OF VALINE AND GLYCYLVALINE BY LEUCONOSTOC MESENTEROIDES. J Bacteriol. 1964 Oct;88:1175-84. [PubMed:14219035 ]
    6. Huckle KR, Hutson DH, Millburn P: Species differences in the metabolism of 3-phenoxybenzoic acid. Drug Metab Dispos. 1981 Jul-Aug;9(4):352-9. [PubMed:6114835 ]
    7. Valenkevich LN: [Clinical importance of the determination of intestinal dipeptidase and enterokinase activity in patients with chronic enteritis]. Ter Arkh. 1987;59(11):88-90. [PubMed:3481658 ]
    8. Kline EL, Brown CS, Umbarger HE: Effect of a leu-linked mutation on the valine sensitivity of acetohydroxy acid synthase activity in Escherichia coli. J Bacteriol. 1975 Feb;121(2):491-6. [PubMed:1089631 ]
    9. Nath M, Pokharia S, Eng G, Song X, Kumar A: New triorganotin(IV) derivatives of dipeptides as anti-inflammatory-antimicrobial agents. Eur J Med Chem. 2005 Mar;40(3):289-98. Epub 2005 Jan 4. [PubMed:15725498 ]

    PMID: 27439030

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