| Common Name |
Leucyl-Glycine
| Description |
Leucyl-Glycine is a dipeptide composed of leucine 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 HMDB28929 (Leucyl-Glycine)
| Synonyms |
| Value |
Source |
L-g DipeptideHMDB
L-Leucyl-L-glycineHMDB
Leu-glyHMDB
Leucine glycine dipeptideHMDB
Leucine-glycine dipeptideHMDB
LeucylglycineHMDB
LG DipeptideHMDB
Glycyl-L-leucineMeSH
GlycylleucineMeSH
Glycylleucine, (D)-isomerMeSH
Gly-leuMeSH
| Chemical Formlia |
C8H16N2O3
| Average Molecliar Weight |
188.2242
| Monoisotopic Molecliar Weight |
188.116092388
| IUPAC Name |
2-(2-amino-4-methylpentanamido)acetic acid
| Traditional Name |
(2-amino-4-methylpentanamido)acetic acid
| CAS Registry Number |
Not Available
| SMILES |
CC(C)CC(N)C(=O)NCC(O)=O
| InChI Identifier |
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)
| InChI Key |
LESXFEZIFXFIQR-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
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
Leucine or derivatives
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-2.69Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility11.8 mg/mLALOGPS
logP-1.8ALOGPS
logP-2.7ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
pKa (Strongest Basic)8.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity46.97 m3·mol-1ChemAxon
Polarizability19.85 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 |
HMDB28929
| Metagene Link |
HMDB28929
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: MELK-8a (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Fujii Y, Kiss T, Gajda T, Tan XS, Sato T, Nakano Y, Hayashi Y, Yashiro M: Copper(II)- cis, cis-1,3,5-triaminocyclohexane complex-promoted hydrolysis of dipeptides: kinetic, speciation and structural studies. J Biol Inorg Chem. 2002 Sep;7(7-8):843-51. Epub 2002 Apr 30. [PubMed:12203021 ]
- Yoshino AH, Okabayashi HF, Kanbe HH, Suzuki K, OConnor CJ: Folded structures of L-leucylglycine oligopeptides and their aggregational behavior in aqueous solution: Raman scattering spectra and proton NMR spin-lattice relaxation studies. J Phys Chem B. 2008 May 8;112(18):5824-33. doi: 10.1021/jp074732q. Epub 2008 Apr 12. [PubMed:18407703 ]
- Nethery A, OGrady RL: Interstitial collagenase from rat mammary carcinoma cells: interaction with substrates and inhibitors. Invasion Metastasis. 1991;11(5):241-8. [PubMed:1666066 ]
- Kiyotani T, Sugawara Y: L-Leucylglycine 0.67-hydrate and [(4S)-2,2-dimethyl-4-(2-methylpropyl)-5-oxoimidazolidin-3-ium-1-yl]acetate. Acta Crystallogr C. 2012 Dec;68(Pt 12):o498-501. doi: 10.1107/S010827011204810X. Epub 2012 Nov 28. [PubMed:23221255 ]
- Xia T, Akers K, Eisen AZ, Seltzer JL: Comparison of cleavage site specificity of gelatinases A and B using collagenous peptides. Biochim Biophys Acta. 1996 Apr 16;1293(2):259-66. [PubMed:8620038 ]
- Suzuki H, Kamatani S, Kumagai H: Purification and characterization of aminopeptidase B from Escherichia coli K-12. Biosci Biotechnol Biochem. 2001 Jul;65(7):1549-58. [PubMed:11515538 ]
|
PMID: 23032875
