| Common Name |
Tyrosyl-Cysteine
| Description |
Tyrosyl-Cysteine is a dipeptide composed of tyrosine and cysteine. 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 HMDB29102 (Tyrosyl-Cysteine)
| Synonyms |
| Value |
Source |
L-Tyrosyl-L-cysteineHMDB
Tyr-cysHMDB
Tyrosine cysteine dipeptideHMDB
Tyrosine-cysteine dipeptideHMDB
TyrosylcysteineHMDB
Y-C dipeptideHMDB
YC dipeptideHMDB
| Chemical Formlia |
C12H16N2O4S
| Average Molecliar Weight |
284.331
| Monoisotopic Molecliar Weight |
284.0830777
| IUPAC Name |
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-slifanylpropanoic acid
| Traditional Name |
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-slifanylpropanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(CC1=CC=C(O)C=C1)C(=O)NC(CS)C(O)=O
| InChI Identifier |
InChI=1S/C12H16N2O4S/c13-9(5-7-1-3-8(15)4-2-7)11(16)14-10(6-19)12(17)18/h1-4,9-10,15,19H,5-6,13H2,(H,14,16)(H,17,18)
| InChI Key |
WJKJJGXZRHDNTN-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 |
Tyrosine and derivatives
Phenylalanine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Cysteine and derivatives
Amphetamines and derivatives
Aralkylamines
1-hydroxy-2-unsubstituted benzenoids
Fatty amides
Amino acids
Secondary carboxylic acid amides
Monocarboxylic acids and derivatives
Carboxylic acids
Alkylthiols
Monoalkylamines
Hydrocarbon derivatives
Organopnictogen compounds
Carbonyl compounds
Organic oxides
| Substituents |
Alpha-dipeptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Alkylthiol
Amine
Hydrocarbon derivative
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organoslifur compound
Primary amine
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic 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-1.98Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.86 mg/mLALOGPS
logP-1.7ALOGPS
logP-2ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)8.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area112.65 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity72.12 m3·mol-1ChemAxon
Polarizability28.83 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 |
HMDB29102
| Metagene Link |
HMDB29102
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: PF06650833
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Doolittle RF, Singer SJ, Metzger H: Evolution of immunoglobulin polypeptide chains: carboxy-terminal of an IgM heavy chain. Science. 1966 Dec 23;154(3756):1561-2. [PubMed:4162777 ]
- Zhang H, Xu Y, Joseph J, Kalyanaraman B: Influence of intramolecular electron transfer mechanism in biological nitration, nitrosation, and oxidation of redox-sensitive amino acids. Methods Enzymol. 2008;440:65-94. doi: 10.1016/S0076-6879(07)00804-X. [PubMed:18423211 ]
- Lee Y, Lee DH, Sarjeant AA, Karlin KD: Thiol-copper(I) and disulfide-dicopper(I) complex O2-reactivity leading to sulfonate-copper(II) complex or the formation of a cross-linked thioether-phenol product with phenol addition. J Inorg Biochem. 2007 Nov;101(11-12):1845-58. Epub 2007 Jun 16. [PubMed:17651805 ]
- Zhang H, Zielonka J, Sikora A, Joseph J, Xu Y, Kalyanaraman B: The effect of neighboring methionine residue on tyrosine nitration and oxidation in peptides treated with MPO, H2O2, and NO2(-) or peroxynitrite and bicarbonate: role of intramolecular electron transfer mechanism? Arch Biochem Biophys. 2009 Apr 15;484(2):134-45. doi: 10.1016/j.abb.2008.11.018. Epub 2008 Nov 24. [PubMed:19056332 ]
|
PMID: 2460616
