| Common Name |
Glutamyl-Valine
| Description |
Glutamyl-Valine is a dipeptide composed of glutamate and valine. 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 |
MOLSDFPDBSMILESInChI
Structure for HMDB28832 (Glutamyl-Valine)
| Synonyms |
| Value |
Source |
e-V DipeptideHMDB
EV dipeptideHMDB
Glu-valHMDB
Glutamate valine dipeptideHMDB
Glutamate-valine dipeptideHMDB
GlutamylvalineHMDB
L-Glutamyl-L-valineHMDB
| Chemical Formlia |
C10H17N2O5
| Average Molecliar Weight |
245.2524
| Monoisotopic Molecliar Weight |
245.113746664
| IUPAC Name |
4-amino-4-[(1-carboxy-2-methylpropyl)carbamoyl]butanoate
| Traditional Name |
4-amino-4-[(1-carboxy-2-methylpropyl)carbamoyl]butanoate
| CAS Registry Number |
Not Available
| SMILES |
CC(C)C(NC(=O)C(N)CCC([O-])=O)C(O)=O
| InChI Identifier |
InChI=1S/C10H18N2O5/c1-5(2)8(10(16)17)12-9(15)6(11)3-4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/p-1
| InChI Key |
SITLTJHOQZFJGG-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
Valine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Amino fatty acids
Methyl-branched fatty acids
N-acyl amines
Dicarboxylic acids and derivatives
Secondary carboxylic acid amides
Amino acids
Carboxylic acids
Monoalkylamines
Organopnictogen compounds
Carbonyl compounds
Organic oxides
Hydrocarbon derivatives
Organic anions
| Substituents |
Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha-amino acid
Valine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
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-3.08Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility33.7 mg/mLALOGPS
logP-2.5ALOGPS
logP-3.1ChemAxon
logS-0.89ALOGPS
pKa (Strongest Acidic)3.43ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area132.55 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity68.42 m3·mol-1ChemAxon
Polarizability24.05 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 |
HMDB28832
| Metagene Link |
HMDB28832
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Cyclo(his-pro)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Sovago I, Farkas E, Bertalan C, Lebkiri A, Kowalik-Jankowska T, Kozlowski H: Copper(II) complexes of dipeptides containing aspartyl, glutamyl, and histidyl residues in the side chain. J Inorg Biochem. 1993 Sep;51(4):715-26. [PubMed:7902418 ]
- 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 ]
- Schmugge M, Waye JS, Basran RK, Zurbriggen K, Frischknecht H: THE Hb S/beta+ -thalassemia phenotype demonstrates that the IVS-I (-2) (A>C) mutation is a mild beta-thalassemia allele. Hemoglobin. 2008;32(3):303-7. doi: 10.1080/03630260802004459. [PubMed:18473247 ]
- Suzuki H, Kato K, Kumagai H: Enzymatic synthesis of gamma-glutamylvaline to improve the bitter taste of valine. J Agric Food Chem. 2004 Feb 11;52(3):577-80. [PubMed:14759151 ]
- Frischknecht H, Troxler H, Greiner J, Hengartner H, Dutly F: Compound heterozygosity for Hb S [beta6(A3)GluVal, GAG–>GTG] and a new thalassemic mutation [beta132(H10)Lys–>term, AAA–>TAA] detected in a family from West Africa. Hemoglobin. 2008;32(3):309-13. doi: 10.1080/03630260701758866. [PubMed:18473248 ]
|
PMID: 20978350
