A Novel Organometallic Re-I Complex with Favourable Properties for Bioimaging and Applicability in Solid-Phase Peptide Synthesis

作者：Raszeja Lukasz; Maghnouj Abdelouahid; Hahn Stephan; Metzler Nolte Nils^*

来源：ChemBioChem, 2011, 12(3): 371-376.

DOI：10.1002/cbic.201000576

• bioorganometallic chemistry
• fluorescence microscopy
• imaging agents
• microwave chemistry
• rhenium

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)(H2O)(3) ]Br and a suitably substituted bis(phenanthridinylmethyl)amine (R-bpm). Complex 5, with R=CH2-CO2 -H-3, was characterized by a single-crystal X-ray structure. Complex 6 (R=CH2-C-6 H-4-CO2H) 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 (lambda(ex) = 350 nm, lambda(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.

• 出版日期2011-2-11