期刊
DALTON TRANSACTIONS
卷 41, 期 8, 页码 2304-2313出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2dt12114j
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资金
- Swiss National Science Foundation [No PZ00P2_126404, No PP00P2_133568]
- Alexander von Humboldt Foundation
- Research Department Interfacial Systems Chemistry
- DFG through Research Unit Biological Function of Organometallic Compounds [FOR 630]
- Fonds der Chemischen Industrie
- German Research Foundation
A new rhenium tricarbonyl complex of a bis(quinoline)-derived ligand (2-azido-N, N-bis((quinolin-2-yl)methyl)ethanamine, L-N-3), namely [Re(CO)(3)(L-N-3)]Br was synthesized and characterized in-depth, including by X-ray crystallography. [Re(CO)(3)(L-N-3)] Br exhibits a strong UV absorbance in the range 300-400 nm with a maximum at 322 nm, and upon photoexcitation, shows two distinct emission bands at about 430 and 560 nm in various solvents (water, ethylene glycol). [Re(CO)(3)(L-N-3)] Br could be conjugated, on a solid phase, to a peptide nucleic acid (PNA) oligomer using the copper(I)-catalyzed azide-alkyne cycloaddition reaction (Cu-AAC, click chemistry) and an alkyne-containing PNA building block to give Re-PNA. It was demonstrated that upon hybridisation with a complementary DNA strand (DNA), the position of the maxima and emission intensity for the hybrid Re-PNA . DNA remained mainly unchanged compared to those of the single strand Re-PNA. The rhenium-containing PNA oligomer Re-PNA could be then mediated in living cells where they have been shown to be non-toxic contrary to the general notion that organometallic compounds are usually unstable under physiological conditions and/or cytotoxic. Furthermore, Re-PNA could be detected in living cells using fluorescent microscopy.
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