title: A novel organometallic ReI complex with favourable properties for bioimaging and applicability in solid-phase peptide synthesis.
abstract: Organometallic complexes possess great potential for imaging applications in biology, due to their kinetic stability and often favourable intrinsic properties. In this work we present a new class of Re(I) -tricarbonyl complexes with a substituted bis(phenanthridinylmethyl)amine (bpm) ligand. The complex Re(CO)(3) (R-bpm) could be conveniently prepared by microwave synthesis from [Re(CO)(3)(H(2)O)(3) ]Br and a suitably substituted bis(phenanthridinylmethyl)amine (R-bpm). Complex 5, with R=CH(2)-CO(2)-CH(3) , was characterized by a single-crystal X-ray structure. Complex 6 (R=CH(2)-C(6)H(4)-CO(2)H) was used in solid-phase peptide synthesis (SPPS) to label the neurotensin(8-13) (NT) fragment N-terminally. The complexes show luminescence emission with large Stokes shifts (λ(ex) =350 nm, λ(em) =570 nm). Cellular uptake and intracellular localization studies in several cell lines demonstrate the utility of the new Re(CO)(3) (R-bpm) complexes for fluorescence imaging and reveal significant differences between the simple methyl ester 5 and the NT bioconjugate 7.
authors.affiliation: Lehrstuhl für Anorganische Chemie I-Bioanorganische Chemie, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44801 Bochum, Germany.
authors.forename: Lukasz
authors.initials: L
authors.lastname: Raszeja
authors.forename: Abdelouahid
authors.initials: A
authors.lastname: Maghnouj
authors.forename: Stephan
authors.initials: S
authors.lastname: Hahn
authors.forename: Nils
authors.initials: N
authors.lastname: Metzler-Nolte
mesh_terms: D045744:Cell Line, Tumor; D056831:Coordination Complexes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006801:Humans; D008024:Ligands; D008856:Microscopy, Fluorescence; D008872:Microwaves; D008968:Molecular Conformation; D057054:Molecular Imaging; D009942:Organometallic Compounds / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D012211:Rhenium / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D008024:Ligands; D009942:Organometallic Compounds; D010455:Peptides; D012211:Rhenium