| 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 |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB28956 (Lysyl-Lysine)
| 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 |
NCCCCC(N)C(=O)NC(CCCCN)C(O)=O
| InChI Identifier |
InChI=1S/C12H26N4O3/c13-7-3-1-5-9(15)11(17)16-10(12(18)19)6-2-4-8-14/h9-10H,1-8,13-15H2,(H,16,17)(H,18,19)
| 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 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity72.42 m3·mol-1ChemAxon
Polarizability31.07 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 |
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 |
- 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 ]
- 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 ]
- 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 ]
- 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 ]
- 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 ]
- 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 ]
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PMID: 19736308