| Common Name |
Lysyl-Proline
| Description |
Lysyl-Proline is a dipeptide composed of lysine and proline. 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 HMDB28959 (Lysyl-Proline)
| Synonyms |
| Value |
Source |
K-P DipeptideHMDB
KP DipeptideHMDB
L-Lysyl-L-prolineHMDB
Lys-proHMDB
Lysine proline dipeptideHMDB
Lysine-proline dipeptideHMDB
LysylprolineHMDB
| Chemical Formlia |
C11H21N3O3
| Average Molecliar Weight |
243.3027
| Monoisotopic Molecliar Weight |
243.158291553
| IUPAC Name |
1-(2,6-diaminohexanoyl)pyrrolidine-2-carboxylic acid
| Traditional Name |
1-(2,6-diaminohexanoyl)pyrrolidine-2-carboxylic acid
| CAS Registry Number |
Not Available
| SMILES |
NCCCCC(N)C(=O)N1CCCC1C(O)=O
| InChI Identifier |
InChI=1S/C11H21N3O3/c12-6-2-1-4-8(13)10(15)14-7-3-5-9(14)11(16)17/h8-9H,1-7,12-13H2,(H,16,17)
| InChI Key |
AIXUQKMMBQJZCU-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
Pyrrolidine carboxylic acids
N-acylpyrrolidines
Tertiary carboxylic acid amides
Amino acids
Monocarboxylic acids and derivatives
Carboxylic acids
Azacyclic compounds
Organopnictogen compounds
Organic oxides
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Alpha-dipeptide
N-acyl-alpha amino acid or derivatives
Proline or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen 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-3.35Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility20.7 mg/mLALOGPS
logP-3.1ALOGPS
logP-3.4ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area109.65 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity62.8 m3·mol-1ChemAxon
Polarizability26.1 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 |
HMDB28959
| Metagene Link |
HMDB28959
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Glaucocalyxin B
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Kieliszewski MJ, Leykam JF, Lamport DT: Trypsin cleaves lysylproline in a hydroxyproline-rich glycoprotein from Zea mays. Pept Res. 1989 May-Jun;2(3):246-8. [PubMed:2520761 ]
- Nausch I, Heymann E: Substance P in human plasma is degraded by dipeptidyl peptidase IV, not by cholinesterase. J Neurochem. 1985 May;44(5):1354-7. [PubMed:2580948 ]
- Katinas GS, Petriaeva MA: [The dynamics of the reparative regeneration of the rat epidermis exposed to lysylproline]. Morfologiia. 1992 May;102(5):106-12. [PubMed:1285287 ]
- Karanewsky DS, Badia MC, Cushman DW, DeForrest JM, Dejneka T, Loots MJ, Perri MG, Petrillo EW Jr, Powell JR: (Phosphinyloxy)acyl amino acid inhibitors of angiotensin converting enzyme (ACE). 1. Discovery of (S)-1-[6-amino-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L -proline a novel orally active inhibitor of ACE. J Med Chem. 1988 Jan;31(1):204-12. [PubMed:3336020 ]
- Marino AM, Chong S, Dando SA, Kripalani KJ, Bathala MS, Morrison RA: Distribution of the dipeptide transporter system along the gastrointestinal tract of rats based on absorption of a stable and specific probe, SQ-29852. J Pharm Sci. 1996 Mar;85(3):282-6. [PubMed:8699329 ]
|
PMID: 11734183
