title: Charge-Compensated Metallacarborane Building Blocks for Conjugation with Peptides.
abstract: The cobalt bis(dicarbollide) complex [commo-3,3'-Co(1,2-C2 B9 H11 )2 ](-) has captured much attention in biochemical and medical contexts, in particular for the treatment of tumors by boron neutron capture therapy (BNCT). Derivatives of cobalt bis(dicarbollide) are commonly prepared through ring-opening reactions of cyclic oxonium ions, so the corresponding products are usually charged. Furthermore, attempts to incorporate cobalt bis(dicarbollide) into peptides are rare, despite obvious potential advantages. Here the synthesis of an imidazolium-based charge-compensated cobalt bis(dicarbollide) building block, which allows additional modifications with moieties of biochemical relevance, such as monosaccharides, is reported. Furthermore, conjugates of these building blocks with the Y1 -receptor-selective derivative of neuropeptide Y ([F(7) ,P(34) ]-NPY) retained excellent response to hY1 receptors found to be overexpressed in breast tumors and metastases.
authors.affiliation: Universität Leipzig, Fakultät für Chemie und Mineralogie, Institut für Anorganische Chemie, Johannisallee 29, 04103 Leipzig, Germany.
authors.forename: René
authors.initials: R
authors.lastname: Frank
authors.affiliation: Universität Leipzig, Fakultät für Biochemie, Pharmazie und Psychologie, Institut für Biochemie, Brüderstrasse 34, 04103 Leipzig, Germany.
authors.forename: Verena M
authors.initials: VM
authors.lastname: Ahrens
authors.affiliation: Universität Leipzig, Fakultät für Chemie und Mineralogie, Institut für Anorganische Chemie, Johannisallee 29, 04103 Leipzig, Germany.
authors.forename: Solveig
authors.initials: S
authors.lastname: Boehnke
authors.affiliation: Universität Leipzig, Fakultät für Biochemie, Pharmazie und Psychologie, Institut für Biochemie, Brüderstrasse 34, 04103 Leipzig, Germany. abeck-sickinger@uni-leipzig.de.
authors.forename: Annette G
authors.initials: AG
authors.lastname: Beck-Sickinger
authors.affiliation: Universität Leipzig, Fakultät für Chemie und Mineralogie, Institut für Anorganische Chemie, Johannisallee 29, 04103 Leipzig, Germany. hey@uni-leipzig.de.
authors.forename: Evamarie
authors.identifier: http://orcid.org/0000-0003-4267-0603
authors.initials: E
authors.lastname: Hey-Hawkins
mesh_terms: D000595:Amino Acid Sequence; D001880:Boranes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D016754:Boron Neutron Capture Therapy; D003035:Cobalt / Q000737:chemistry* / Q000494:pharmacology; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D057809:HEK293 Cells; D006801:Humans; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009369:Neoplasms / Q000532:radiotherapy; D009479:Neuropeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D017476:Receptors, Neuropeptide Y / Q000378:metabolism
chemical_list: D001880:Boranes; D056831:Coordination Complexes; D009479:Neuropeptides; D017476:Receptors, Neuropeptide Y; C097212:neuropeptide Y-Y1 receptor; D003035:Cobalt
keywords: boron neutron capture therapy; carboranes; metallacarboranes; peptides; zwitterions