| Common Name |
Leucyl-Arginine
| Description |
Leucyl-Arginine is a dipeptide composed of leucine and arginine. 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 HMDB28923 (Leucyl-Arginine)
| Synonyms |
| Value |
Source |
L-Leucyl-L-arginineHMDB
L-R DipeptideHMDB
Leu-argHMDB
Leucine arginine dipeptideHMDB
Leucine-arginine dipeptideHMDB
LeucylarginineHMDB
LR DipeptideHMDB
| Chemical Formlia |
C12H25N5O3
| Average Molecliar Weight |
287.3586
| Monoisotopic Molecliar Weight |
287.195739691
| IUPAC Name |
2-(2-amino-4-methylpentanamido)-5-carbamimidamidopentanoic acid
| Traditional Name |
2-(2-amino-4-methylpentanamido)-5-carbamimidamidopentanoic acid
| CAS Registry Number |
Not Available
| SMILES |
CC(C)CC(N)C(=O)NC(CCCNC(N)=N)C(O)=O
| InChI Identifier |
InChI=1S/C12H25N5O3/c1-7(2)6-8(13)10(18)17-9(11(19)20)4-3-5-16-12(14)15/h7-9H,3-6,13H2,1-2H3,(H,17,18)(H,19,20)(H4,14,15,16)
| InChI Key |
SENJXOPIZNYLHU-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 |
Leucine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Branched fatty acids
N-acyl amines
Secondary carboxylic acid amides
Guanidines
Amino acids
Monocarboxylic acids and derivatives
Carboxylic acids
Carboximidamides
Propargyl-type 1,3-dipolar organic compounds
Organopnictogen compounds
Organic oxides
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Alpha-dipeptide
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Amino acid or derivatives
Amino acid
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboximidamide
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen 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-2.43Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.27 mg/mLALOGPS
logP-3.2ALOGPS
logP-2.4ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)3.82ChemAxon
pKa (Strongest Basic)12.09ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area154.32 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity84.89 m3·mol-1ChemAxon
Polarizability31.31 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 |
HMDB28923
| Metagene Link |
HMDB28923
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Columbin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Moradkhani K, Mazurier E, Giordano PC, Wajcman H, Prehu C: An alpha0-thalassemia-like mutation: Hb Suan-Dok [alpha109(G16)Leu–>Arg] carried by a recombinant -alpha(3.7) gene. Hemoglobin. 2008;32(4):419-24. doi: 10.1080/03630260802173619. [PubMed:18654893 ]
- Pyshnyi DV, Repkova MN, Lokhov SG, Ivanova EM, Veniaminova AG, Zarytova VF: [Artificial ribonucleases I. Targeted RNA cleavage by 5-peptidyloligodeoxyribonucleotides containing arginine and leucine residues]. Bioorg Khim. 1997 Jun;23(6):497-504. [PubMed:9265472 ]
|
PMID: 16846858