| Common Name |
Glycyl-Lysine
| Description |
Glycyl-Lysine is a dipeptide composed of glycine and lysine. 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 HMDB28846 (Glycyl-Lysine)
| Synonyms |
| Value |
Source |
g-K DipeptideHMDB
GK DipeptideHMDB
Gly-lysHMDB
Glycine lysine dipeptideHMDB
Glycine-lysine dipeptideHMDB
GlycyllysineHMDB
L-Glycyl-L-lysineHMDB
| Chemical Formlia |
C8H17N3O3
| Average Molecliar Weight |
203.2389
| Monoisotopic Molecliar Weight |
203.126991425
| IUPAC Name |
6-amino-2-(2-aminoacetamido)hexanoic acid
| Traditional Name |
6-amino-2-(2-aminoacetamido)hexanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NCCCCC(NC(=O)CN)C(O)=O
| InChI Identifier |
InChI=1S/C8H17N3O3/c9-4-2-1-3-6(8(13)14)11-7(12)5-10/h6H,1-5,9-10H2,(H,11,12)(H,13,14)
| InChI Key |
IKAIKUBBJHFNBZ-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
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 acyl
Fatty acid
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
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-4.2Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility16.8 mg/mLALOGPS
logP-3.4ALOGPS
logP-4.2ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.8ChemAxon
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
Polarizability21.34 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 |
HMDB28846
| Metagene Link |
HMDB28846
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: JNJ-42153605
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Girelli AM, Mattei E, Messina A, Tarola AM: Inhibition of polyphenol oxidases activity by various dipeptides. J Agric Food Chem. 2004 May 19;52(10):2741-5. [PubMed:15137808 ]
- Zamolodchikova TS, Smirnova EV, Andrianov AN, Kashparov IV, Kotsareva OD, Sokolova EA, Ignatov KB, Pemberton AD: Cloning and molecular modeling of duodenase with respect to evolution of substrate specificity within mammalian serine proteases that have lost a conserved active-site disulfide bond. Biochemistry (Mosc). 2005 Jun;70(6):672-84. [PubMed:16038610 ]
- Xi M, Hai C, Tang H, Wen A, Chen H, Liu R, Liang X, Chen M: Antioxidant and antiglycation properties of triterpenoid saponins from Aralia taibaiensis traditionally used for treating diabetes mellitus. Redox Rep. 2010;15(1):20-8. doi: 10.1179/174329210X12650506623041. [PubMed:20196925 ]
- Aquilina JA, Carver JA, Truscott RJ: Elucidation of a novel polypeptide cross-link involving 3-hydroxykynurenine. Biochemistry. 1999 Aug 31;38(35):11455-64. [PubMed:10471297 ]
- Aquilina JA, Carver JA, Truscott RJ: Polypeptide modification and cross-linking by oxidized 3-hydroxykynurenine. Biochemistry. 2000 Dec 26;39(51):16176-84. [PubMed:11123946 ]
- Oh HB, Lin C, Hwang HY, Zhai H, Breuker K, Zabrouskov V, Carpenter BK, McLafferty FW: Infrared photodissociation spectroscopy of electrosprayed ions in a Fourier transform mass spectrometer. J Am Chem Soc. 2005 Mar 23;127(11):4076-83. [PubMed:15771545 ]
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PMID: 1893914