The use of 3,3-bis(2-imidazolyl) propionic acid (bip-OH) as a new chelating ligand for Re(CO)3 and Ru complexes: Formation of organometallic PNA oligomers with (bip)Re(CO)3 and their interaction with complementary DNA |
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Authors: | Ramin Hamzavi |
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Affiliation: | Institute for Pharmacy and Molecular Biotechnology, University of Heidelberg Im Neuenheimer Feld 364, D-69120 Heidelberg, Germany |
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Abstract: | We report the use of 3,3-bis(2-imidazolyl) propionic acid (bip-OH, 1) as a new chelating bis(imidazole) ligand. The synthesis and full characterization of complexes Re(bip-O)(CO)32 and [Ru(bpy)2(bip-OH)]2+3 is reported. Both complexes show interesting spectroscopic properties, namely IR for compound 2 and 1H NMR for 3, respectively. The free carboxylic acid functionality of 1 may be used for the coupling to biomolecules. We have prepared two peptide nucleic acid (PNA) decamers to which the rhenium complex 2 is coupled. All reactions were carried out by solid phase synthesis methods. The Re-PNA oligomer conjugates Re(CO)3(bip- tgt cta gca a -NH2) 4 and Re(CO)3(bip- agg agc aac t-Lys-NH2) 5 were obtained in good yield and high purity after HPLC purification and identified by their mass spectra. The interaction of 5 with complementary DNA yields a melting temperature of (53.9 ± 1) °C. This is the first DNA melting temperature reported for an organometallic metal-PNA conjugate. |
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Keywords: | Bio-organometallic chemistry Peptide nucleic acid Rhenium compounds Ruthenium compounds |
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