Synthesis of Pyrrolidinyl PNA Containing Ir-Complex
Abstract
Iridium complex is a promising organometallic compound for bio-photophysical studies which have a large Stroke shift, long emissive lifetimes, and high quantum yields in visible range. Synthesis of pyrrolidinyl peptide nucleic acid (acpcPNA) containing [Ir(ppy)2(4’-methyl-2,2’-bipyridine-4-carboxylic acid)](PF6) or Ir-acpcPNA was studied in this research as a candidate probe for DNA detection in Fluorescence In Situ Hybridization (FISH) technique. The coupling condition for labeling Ir-COOH with linker was HATU/DIEA and DCC/NHS and gave 52 and 48 %yield, respectively. However, the coupling reaction between acpcPNA and Ir-COOH with HATU/DIEA condition gave low yield. For condition of DCC/NHS, Ir-acpcPNA product cannot be observed but the mass signal of decomposition of PNA was found. For this phenomenon, we assumed that iridium complexes can act as a catalyst for water oxidation, cause the decomposition of PNA. So, iridium complexes may be applied to use for PNA degradation within target cells.
Keywords : pyrrolidinyl PNA, iridium, fluorescent, biomarker
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