Posted inUncategorized

Lysyl-Alanine

July 21, 2017
Common Name

Lysyl-Alanine Description

Lysyl-Alanine is a dipeptide composed of lysine and alanine. 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 HMDB28944 (Lysyl-Alanine)

Synonyms

Value Source K-a DipeptideHMDB KA dipeptideHMDB L-Lysyl-L-alanineHMDB Lys-alaHMDB Lysine alanine dipeptideHMDB Lysine-alanine dipeptideHMDB LysylalanineHMDB

Chemical Formlia

C9H19N3O3 Average Molecliar Weight

217.2655 Monoisotopic Molecliar Weight

217.142641489 IUPAC Name

2-(2,6-diaminohexanamido)propanoic acid Traditional Name

2-(2,6-diaminohexanamido)propanoic acid CAS Registry Number

Not Available SMILES

CC(NC(=O)C(N)CCCCN)C(O)=O

InChI Identifier

InChI=1S/C9H19N3O3/c1-6(9(14)15)12-8(13)7(11)4-2-3-5-10/h6-7H,2-5,10-11H2,1H3,(H,12,13)(H,14,15)

InChI Key

QOOWRKBDDXQRHC-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

  • N-acyl-alpha amino acids
  • Alpha amino acid amides
  • Alanine and derivatives
  • N-acyl amines
  • 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
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Amine
  • 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-3.62Extrapolated

    Predicted Properties

    Property Value Source Water Solubility14.0 mg/mLALOGPS logP-3.3ALOGPS logP-3.6ChemAxon logS-1.2ALOGPS pKa (Strongest Acidic)3.71ChemAxon pKa (Strongest Basic)10.21ChemAxon Physiological Charge1ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area118.44 Å2ChemAxon Rotatable Bond Count7ChemAxon Refractivity55.11 m3·mol-1ChemAxon Polarizability23.51 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

    HMDB28944 Metagene Link

    HMDB28944 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Mutagenic Impurity of Tenofovir Disoproxil

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Nandineni MR, Gowrishankar J: Evidence for an arginine exporter encoded by yggA (argO) that is regulated by the LysR-type transcriptional regulator ArgP in Escherichia coli. J Bacteriol. 2004 Jun;186(11):3539-46. [PubMed:15150242 ]
    2. Wallace RJ, McKain N, Broderick GA, Rode LM, Walker ND, Newbold CJ, Kopecny J: Peptidases of the rumen bacterium, Prevotella ruminicola. Anaerobe. 1997 Feb;3(1):35-42. [PubMed:16887560 ]
    3. Wallace RJ, McKain N: A survey of peptidase activity in rumen bacteria. J Gen Microbiol. 1991 Sep;137(9):2259-64. [PubMed:1748877 ]
    4. Baboshina OV, Crinelli R, Siepmann TJ, Haas AL: N-end rule specificity within the ubiquitin/proteasome pathway is not an affinity effect. J Biol Chem. 2001 Oct 19;276(42):39428-37. Epub 2001 Aug 7. [PubMed:11493606 ]
    5. Bolumar T, Sanz Y, Aristoy MC, Toldra F: Protease (PrA and PrB) and prolyl and arginyl aminopeptidase activities from Debaryomyces hansenii as a function of growth phase and nutrient sources. Int J Food Microbiol. 2006 Mar 1;107(1):20-6. Epub 2006 Jan 10. [PubMed:16376448 ]
    6. Nonaka T, Ishikawa H, Tsumuraya Y, Hashimoto Y, Dohmae N: Characterization of a thermostable lysine-specific metalloendopeptidase from the fruiting bodies of a basidiomycete, Grifola frondosa. J Biochem. 1995 Nov;118(5):1014-20. [PubMed:8749321 ]
    7. KE LT, KUNG YT, HUANG WT, CHI KY, NIU CI: Synthesis of peptide fragments of the B-chain of insulin. I. Synthesis of carbobenzoxyglycylphenylalanylphenylalanyltryosylthreonylprolyl (epsilontosyl)-lysylalanine methyl ester. Sci Sin. 1962 Mar;11:337-52. [PubMed:14454717 ]
    8. Lawson TG, Sweep ME, Schlax PE, Bohnsack RN, Haas AL: Kinetic analysis of the conjugation of ubiquitin to picornavirus 3C proteases catalyzed by the mammalian ubiquitin-protein ligase E3alpha. J Biol Chem. 2001 Oct 26;276(43):39629-37. Epub 2001 Aug 28. [PubMed:11526102 ]

    PMID: 7752204

    Last updated on