| Common Name |
Glutamyl-Alanine
| Description |
Glutamyl-Alanine is a dipeptide composed of glutamate and alanine. 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 HMDB28812 (Glutamyl-Alanine)
| Synonyms |
| Value |
Source |
e-a DipeptideHMDB
EA dipeptideHMDB
Glu-alaHMDB
Glutamate alanine dipeptideHMDB
Glutamate-alanine dipeptideHMDB
GlutamylalanineHMDB
L-Glutamyl-L-alanineHMDB
| Chemical Formlia |
C8H13N2O5
| Average Molecliar Weight |
217.1992
| Monoisotopic Molecliar Weight |
217.082446536
| IUPAC Name |
4-amino-4-[(1-carboxyethyl)carbamoyl]butanoate
| Traditional Name |
4-amino-4-[(1-carboxyethyl)carbamoyl]butanoate
| CAS Registry Number |
Not Available
| SMILES |
CC(NC(=O)C(N)CCC([O-])=O)C(O)=O
| InChI Identifier |
InChI=1S/C8H14N2O5/c1-4(8(14)15)10-7(13)5(9)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1
| InChI Key |
JZDHUJAFXGNDSB-UHFFFAOYSA-M
| 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 |
Glutamic acid and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Alanine and derivatives
N-acyl amines
Dicarboxylic acids and derivatives
Fatty acids and conjugates
Secondary carboxylic acid amides
Amino acids
Carboxylic acid salts
Carboxylic acids
Organopnictogen compounds
Hydrocarbon derivatives
Monoalkylamines
Carbonyl compounds
Organic oxides
Organic salts
Organic anions
| Substituents |
Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid salt
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Amino acid or derivatives
Carboxylic acid
Organooxygen compound
Primary amine
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organic anion
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-4.01Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility36.9 mg/mLALOGPS
logP-3ALOGPS
logP-4ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)3.27ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area132.55 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity59.42 m3·mol-1ChemAxon
Polarizability20.48 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 |
HMDB28812
| Metagene Link |
HMDB28812
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: NH2-QGGYTMHQDQEGDTDAGLK-COOH
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Kanazawa A, Kakimoto Y, Nakajima T, Sano I: Identification of gamma-glutamylserine, gamma-glutamylalanine, gamma-glutamylvaline and S-methylglutathione of bovine brain. Biochim Biophys Acta. 1965 Nov 15;111(1):90-5. [PubMed:5867340 ]
- Conway de Macario E, Macario AJ, Magarinos MC, Konig H, Kandler O: Dissecting the antigenic mosaic of the Archaebacterium Methanobacterium thermoautotrophicum by monoclonal antibodies of defined molecular specificity. Proc Natl Acad Sci U S A. 1983 Oct;80(20):6346-50. [PubMed:6194530 ]
- Kondo H, Hashimoto M, Nagata K, Tomita K, Tsubota H: Assay of gamma-glutamyltransferase with amino acid dehydrogenases from Bacillus stearothermophilus as auxiliary enzymes. Clin Chim Acta. 1992 Apr 30;207(1-2):1-9. [PubMed:1350523 ]
- Konig H, Kandler O, Jensen M, Rietschel ET: The primary structure of the glycan moiety of pseudomurein from Methanobacterium thermoautotrophicum. Hoppe Seylers Z Physiol Chem. 1983 Jun;364(6):627-36. [PubMed:6884989 ]
- Fukuda M, Ogawa T, Sasaoka K: Optical configuration of -glutamylalanine in pea seedlings. Biochim Biophys Acta. 1973 Apr 28;304(2):363-6. [PubMed:4710763 ]
|
PMID: 1828859