| Common Name |
Prolyl-Arginine
| Description |
Prolyl-Arginine is a dipeptide composed of proline 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 HMDB29011 (Prolyl-Arginine)
| Synonyms |
| Value |
Source |
L-Prolyl-L-arginineHMDB
P-R DipeptideHMDB
PR DipeptideHMDB
pro-ArgHMDB
Proline arginine dipeptideHMDB
Proline-arginine dipeptideHMDB
ProlylarginineHMDB
Prolylarginine, (D-arg-L-pro)-isomerMeSH
Prolylarginine, (L-arg-D-pro)-isomerMeSH
| Chemical Formlia |
C11H21N5O3
| Average Molecliar Weight |
271.3161
| Monoisotopic Molecliar Weight |
271.164439563
| IUPAC Name |
5-carbamimidamido-2-(pyrrolidin-2-ylformamido)pentanoic acid
| Traditional Name |
5-carbamimidamido-2-(pyrrolidin-2-ylformamido)pentanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(=N)NCCCC(NC(=O)C1CCCN1)C(O)=O
| InChI Identifier |
InChI=1S/C11H21N5O3/c12-11(13)15-6-2-4-8(10(18)19)16-9(17)7-3-1-5-14-7/h7-8,14H,1-6H2,(H,16,17)(H,18,19)(H4,12,13,15)
| InChI Key |
HMNSRTLZAJHSIK-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 |
Proline and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Pyrrolidinecarboxamides
Heterocyclic fatty acids
Secondary carboxylic acid amides
Amino acids
Guanidines
Propargyl-type 1,3-dipolar organic compounds
Monocarboxylic acids and derivatives
Azacyclic compounds
Dialkylamines
Carboxylic acids
Carboximidamides
Carbonyl compounds
Hydrocarbon derivatives
Organic oxides
Organopnictogen compounds
| Substituents |
Alpha-dipeptide
N-acyl-alpha-amino acid
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Guanidine
Amino acid
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Secondary amine
Carboxylic acid
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Amine
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound
| Molecliar Framework |
Aliphatic heteromonocyclic 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-3.41Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.36 mg/mLALOGPS
logP-2.9ALOGPS
logP-3.3ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.65ChemAxon
pKa (Strongest Basic)12.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area140.33 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity78.79 m3·mol-1ChemAxon
Polarizability28.63 Å3ChemAxon
Number of Rings1ChemAxon
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 |
HMDB29011
| Metagene Link |
HMDB29011
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Betulin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Schug KA, Lindner W, Lemr K: Isomeric discrimination of arginine-containing dipeptides using electrospray ionization-ion trap mass spectrometry and the kinetic method. J Am Soc Mass Spectrom. 2004 Jun;15(6):840-7. [PubMed:15144973 ]
- Kurzwelly D, Barann M, Kostanian A, Combrink S, Bonisch H, Gothert M, Bruss M: Pharmacological and electrophysiological properties of the naturally occurring Pro391Arg variant of the human 5-HT3A receptor. Pharmacogenetics. 2004 Mar;14(3):165-72. [PubMed:15167704 ]
- Zhu YS, Zhang XY, Cartwright CP, Tipper DJ: Kex2-dependent processing of yeast K1 killer preprotoxin includes cleavage at ProArg-44. Mol Microbiol. 1992 Feb;6(4):511-20. [PubMed:1560780 ]
- Yegneswaran S, Nguyen PM, Gale AJ, Griffin JH: Prothrombin amino terminal region helps protect coagulation factor Va from proteolytic inactivation by activated protein C. Thromb Haemost. 2009 Jan;101(1):55-61. [PubMed:19132189 ]
- Chang JY, Alkan SS, Hilschmann N, Braun DG: Thrombin specificity. Selective cleavage of antibody light chains at the joints of variable with joining regions and joining with constant regions. Eur J Biochem. 1985 Sep 2;151(2):225-30. [PubMed:3928376 ]
|
PMID: 16970404
