University Library
  • Login
A gateway to Melbourne's research publications
Minerva Access is the University's Institutional Repository. It aims to collect, preserve, and showcase the intellectual output of staff and students of the University of Melbourne for a global audience.
View Item 
  • Minerva Access
  • Science
  • School of Chemistry
  • School of Chemistry - Research Publications
  • View Item
  • Minerva Access
  • Science
  • School of Chemistry
  • School of Chemistry - Research Publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

    Macrobicyclic Cage Amine Ligands for Copper Radiopharmaceuticals: A Single Bivalent Cage Amine Containing Two Lys(3)-bombesin Targeting Peptides

    Thumbnail
    Citations
    Scopus
    Web of Science
    Altmetric
    42
    37
    Author
    Ma, MT; Cooper, MS; Paul, RL; Shaw, KP; Karas, JA; Scanlon, D; White, JM; Blower, PJ; Donnelly, PS
    Date
    2011-07-18
    Source Title
    INORGANIC CHEMISTRY
    Publisher
    AMER CHEMICAL SOC
    University of Melbourne Author/s
    SCANLON, DENIS; White, Jonathan; Donnelly, Paul; MA, MICHELLE; Karas, John
    Affiliation
    Chemistry
    Metadata
    Show full item record
    Document Type
    Journal Article
    Citations
    Ma, M. T., Cooper, M. S., Paul, R. L., Shaw, K. P., Karas, J. A., Scanlon, D., White, J. M., Blower, P. J. & Donnelly, P. S. (2011). Macrobicyclic Cage Amine Ligands for Copper Radiopharmaceuticals: A Single Bivalent Cage Amine Containing Two Lys(3)-bombesin Targeting Peptides. INORGANIC CHEMISTRY, 50 (14), pp.6701-6710. https://doi.org/10.1021/ic200681s.
    Access Status
    This item is currently not available from this repository
    URI
    http://hdl.handle.net/11343/29098
    DOI
    10.1021/ic200681s
    ARC Grant code
    ARC/LE0775481
    Description

    C1 - Journal Articles Refereed

    Abstract
    The synthesis of new cage amine macrobicyclic ligands with pendent carboxylate functional groups designed for application in copper radiopharmaceuticals is described. Reaction of [Cu((NH(2))(2)sar)](2+) (sar = 3,6,10,13,16,19-hexaazabicyclo[6.6.6]icosane) with either succinic or glutaric anhydride results in selective acylation of the primary amine atoms of [Cu((NH(2))(2)sar)](2+) to give derivatives with either one or two aliphatic carboxylate functional groups separated from the cage amine framework by either a four- or five-atom linker. The Cu(II) serves to protect the secondary amine nitrogen atoms from acylation, and can be removed to give the free ligands. The newly appended carboxylate functional groups can be used as sites of attachment for cancer-targeting peptides such as Lys(3)-bombesin. The synthesis of the first dimeric sarcophagine-peptide conjugate, possessing two Lys(3)-bombesin peptides tethered to a single cage amine, is presented. This species has been radiolabeled with copper-64 at ambient temperature and there is minimal dissociation of Cu(II) from the conjugate even after two days of incubation in human serum.
    Keywords
    Bioinorganic Chemistry; Transition Metal Chemistry; Inorganic Chemistry not elsewhere classified; Proteins and Peptides; Organic Chemical Synthesis; Expanding Knowledge in the Chemical Sciences

    Export Reference in RIS Format     

    Endnote

    • Click on "Export Reference in RIS Format" and choose "open with... Endnote".

    Refworks

    • Click on "Export Reference in RIS Format". Login to Refworks, go to References => Import References


    Collections
    • Minerva Elements Records [53039]
    • School of Chemistry - Research Publications [575]
    Minerva AccessDepositing Your Work (for University of Melbourne Staff and Students)NewsFAQs

    BrowseCommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsThis CollectionBy Issue DateAuthorsTitlesSubjects
    My AccountLoginRegister
    StatisticsMost Popular ItemsStatistics by CountryMost Popular Authors