Lysyl-Lysine

Common Name

Lysyl-Lysine Description

Lysyl-Lysine is a dipeptied compoosed of two lysine residues. 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

Synonyms

Value Source K-K DipeptideHMDB KK DipeptideHMDB L-Lysyl-L-lysineHMDB Lys-lysHMDB Lysine lysine dipeptideHMDB Lysine-lysine dipeptideHMDB LysyllysineHMDB Lysyllysine dihydrochlorideMeSH Lysyllysine hydrochlorideMeSH Lysyllysine mono-trifluoroacetateMeSH L-Lys-L-lysMeSH

Chemical Formlia

C₁₂H₂₆N₄O₃ Average Molecliar Weight

274.3598 Monoisotopic Molecliar Weight

274.200490718 IUPAC Name

6-amino-2-(2,6-diaminohexanamido)hexanoic acid Traditional Name

6-amino-2-(2,6-diaminohexanamido)hexanoic acid CAS Registry Number

Not Available SMILES

InChI Identifier

InChI Key

NVGBPTNZLWRQSY-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

Medium-chain fatty acids

Amino fatty acids

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

Alpha-amino acid or derivatives

Medium-chain fatty acid

Amino fatty acid

Fatty amide

N-acyl-amine

Fatty acid

Fatty acyl

Secondary carboxylic acid amide

Amino acid or derivatives

Carboxamide group

Amino acid

Carboxylic acid

Monocarboxylic acid or derivatives

Amine

Organic nitrogen compound

Primary aliphatic amine

Organic oxide

Organonitrogen compound

Carbonyl group

Organopnictogen compound

Organooxygen compound

Primary amine

Hydrocarbon derivative

Organic oxygen 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-3.97Extrapolated

Predicted Properties

Property Value Source Water Solubility2.38 mg/mLALOGPS logP-3.1ALOGPS logP-4ChemAxon logS-2.1ALOGPS pKa (Strongest Acidic)3.85ChemAxon pKa (Strongest Basic)10.51ChemAxon Physiological Charge2ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count5ChemAxon Polar Surface Area144.46 ŲChemAxon Rotatable Bond Count11ChemAxon Refractivity72.42 m³·mol^-1ChemAxon Polarizability31.07 ųChemAxon 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

HMDB28956 Metagene Link

HMDB28956 METLIN ID

Not Available PubChem Compound

Not Available PDB ID

Not Available ChEBI ID

Not Available

Product: GSK189254A

References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References

1. Thorne BA, Viveros OH, Thomas G: Expression and processing of mouse proopiomelanocortin in bovine adrenal chromaffin cells. A model system to study tissue-specific prohormone processing. J Biol Chem. 1991 Jul 25;266(21):13607-15. [PubMed:1856197 ]
2. Graf J, Hodgson R, van Daal A: Single nucleotide polymorphisms in the MATP gene are associated with normal human pigmentation variation. Hum Mutat. 2005 Mar;25(3):278-84. [PubMed:15714523 ]
3. Perron MS, Gobeil F Jr, Pelletier S, Regoli D, Sirois P: Involvement of bradykinin B1 and B2 receptors in pulmonary leukocyte accumulation induced by Sephadex beads in guinea pigs. Eur J Pharmacol. 1999 Jul 2;376(1-2):83-9. [PubMed:10440093 ]
4. Jun YJ, Kim JH, Choi SJ, Lee HJ, Jun MJ, Sohn YS: A tetra(L-lysine)-grafted poly(organophosphazene) for gene delivery. Bioorg Med Chem Lett. 2007 Jun 1;17(11):2975-8. Epub 2007 Mar 25. [PubMed:17428658 ]
5. Staffilani M, Hoss E, Giesen U, Schneider E, Hartl F, Josel HP, De Cola L: Multimetallic ruthenium(II) complexes as electrochemiluminescent labels. Inorg Chem. 2003 Dec 1;42(24):7789-98. [PubMed:14632494 ]
6. Dray A, Patel IA, Perkins MN, Rueff A: Bradykinin-induced activation of nociceptors: receptor and mechanistic studies on the neonatal rat spinal cord-tail preparation in vitro. Br J Pharmacol. 1992 Dec;107(4):1129-34. [PubMed:1334751 ]

PMID: 19736308