| Common Name |
Lysyl-Glycine
| Description |
Lysyl-Glycine is a dipeptide composed of lysine and glycine. 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 HMDB28951 (Lysyl-Glycine)
| Synonyms |
| Value |
Source |
K-g DipeptideHMDB
KG DipeptideHMDB
L-Lysyl-L-glycineHMDB
Lys-glyHMDB
Lysine glycine dipeptideHMDB
Lysine-glycine dipeptideHMDB
LysylglycineHMDB
| Chemical Formlia |
C8H17N3O3
| Average Molecliar Weight |
203.2389
| Monoisotopic Molecliar Weight |
203.126991425
| IUPAC Name |
2-(2,6-diaminohexanamido)acetic acid
| Traditional Name |
(2,6-diaminohexanamido)acetic acid
| CAS Registry Number |
Not Available
| SMILES |
NCCCCC(N)C(=O)NCC(O)=O
| InChI Identifier |
InChI=1S/C8H17N3O3/c9-4-2-1-3-6(10)8(14)11-5-7(12)13/h6H,1-5,9-10H2,(H,11,14)(H,12,13)
| InChI Key |
HGNRJCINZYHNOU-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
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
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-4.16Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility11.2 mg/mLALOGPS
logP-3.4ALOGPS
logP-4.2ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area118.44 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity50.61 m3·mol-1ChemAxon
Polarizability21.62 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 |
HMDB28951
| Metagene Link |
HMDB28951
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: AZ960
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Ikeda Y, Ikeda D, Kondo S: Total syntheses of bellenamine and its isomers. J Antibiot (Tokyo). 1992 Oct;45(10):1677-80. [PubMed:1473996 ]
- Rajantie J, Simell O, Perheentupa J: Basolateral-membrane transport defect for lysine in lysinuric protein intolerance. Lancet. 1980 Jun 7;1(8180):1219-21. [PubMed:6104037 ]
- WALSHAW KB, YOUNG GT: AMINO-ACIDS AND PEPTIDES. XXII. SYNTHESIS OF N-ALPHA-L-ARGINYL-L-LYSYLGLYCINE. J Chem Soc. 1965 Jan;47:786-8. [PubMed:14275665 ]
- Csonka IP, Paizs B, Lendvay G, Suhai S: Proton mobility and main fragmentation pathways of protonated lysylglycine. Rapid Commun Mass Spectrom. 2001;15(16):1457-72. [PubMed:11507760 ]
- Shields JE: Synthesis and some properties of N-alpha-glycyl-N-epsilon-[beta-(glycyl-alpha-L-aspartylglycine)]-L-lysylglycine and related peptides. Biochemistry. 1966 Mar;5(3):1041-50. [PubMed:5911282 ]
|
PMID: 22691374