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Cysteinyl-Serine

July 21, 2017
Common Name

Cysteinyl-Serine Description

Cysteinyl-Serine is a dipeptide composed of cysteine and serine. 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 HMDB28784 (Cysteinyl-Serine)

Synonyms

Value Source C-S DipeptideHMDB CS DipeptideHMDB Cys-serHMDB Cysteine serine dipeptideHMDB Cysteine-serine dipeptideHMDB CysteinylserineHMDB L-Cysteinyl-L-serineHMDB

Chemical Formlia

C6H12N2O4S Average Molecliar Weight

208.235 Monoisotopic Molecliar Weight

208.051777572 IUPAC Name

2-(2-amino-3-slifanylpropanamido)-3-hydroxypropanoic acid Traditional Name

2-(2-amino-3-slifanylpropanamido)-3-hydroxypropanoic acid CAS Registry Number

Not Available SMILES

NC(CS)C(=O)NC(CO)C(O)=O

InChI Identifier

InChI=1S/C6H12N2O4S/c7-3(2-13)5(10)8-4(1-9)6(11)12/h3-4,9,13H,1-2,7H2,(H,8,10)(H,11,12)

InChI Key

YXQDRIRSAHTJKM-UHFFFAOYSA-N Chemical Taxonomy Classification

Not classified 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-4.38Extrapolated

    Predicted Properties

    Property Value Source Water Solubility7.88 mg/mLALOGPS logP-2.9ALOGPS logP-4.4ChemAxon logS-1.4ALOGPS pKa (Strongest Acidic)3.44ChemAxon pKa (Strongest Basic)8.07ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count5ChemAxon Polar Surface Area112.65 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity47.06 m3·mol-1ChemAxon Polarizability19.69 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

    HMDB28784 Metagene Link

    HMDB28784 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Vapreotide (acetate)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Wilkinson BL, Day S, Malins LR, Apostolopoulos V, Payne RJ: Self-adjuvanting multicomponent cancer vaccine candidates combining per-glycosylated MUC1 glycopeptides and the Toll-like receptor 2 agonist Pam3CysSer. Angew Chem Int Ed Engl. 2011 Feb 11;50(7):1635-9. doi: 10.1002/anie.201006115. Epub 2011 Jan 7. [PubMed:21308921 ]
    2. Wilkinson BL, Day S, Chapman R, Perrier S, Apostolopoulos V, Payne RJ: Synthesis and immunological evaluation of self-assembling and self-adjuvanting tricomponent glycopeptide cancer-vaccine candidates. Chemistry. 2012 Dec 14;18(51):16540-8. doi: 10.1002/chem.201202629. Epub 2012 Oct 22. [PubMed:23090901 ]
    3. Wilkinson BL, Malins LR, Chun CK, Payne RJ: Synthesis of MUC1-lipopeptide chimeras. Chem Commun (Camb). 2010 Sep 14;46(34):6249-51. doi: 10.1039/c0cc01360a. Epub 2010 Jul 28. [PubMed:20664875 ]
    4. Fernandes I, Frisch B, Muller S, Schuber F: Synthetic lipopeptides incorporated in liposomes: in vitro stimulation of the proliferation of murine splenocytes and in vivo induction of an immune response against a peptide antigen. Mol Immunol. 1997 Jun;34(8-9):569-76. [PubMed:9393959 ]

    PMID: 7194096

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