A porphycene-DNA hybrid and its DNA-templated interactions with a porphyrin

作者:Haug Ruediger; Richert Clemens*
来源:Journal of Porphyrins and Phthalocyanines, 2012, 16(5-6): 545-555.
DOI:10.1142/S1088424612500575

摘要

A porphycene with a hydroxyethyl side chain was coupled to the 3%26apos;-terminus of an oligodeoxynucleotide via solid-phase synthesis. The resulting porphycene-DNA hybrid binds to a complementary region of a DNA target strand with greater affinity than the unmodified control oligonucleotide, resulting in an increase of the UV-melting point of 12.7 degrees C. Duplex formation is accompanied by an increase in porphycene fluorescence at 640 nm by 18%. When a tetrakis(p-hydroxyphenyl)porphyrin appended to the 5%26apos;-terminus of another DNA-strand is brought into close proximity of the porphycene by hybridizing it to the downstream-region of the template strand, 94% of the porphycene fluorescence is quenched. By quenching each others fluorescence to different degrees, porphycene and porphyrin, together, report on local DNA structure in a fashion reminiscent of that of molecular beacons. The introduction of porphycenes and the porphycene-porphyrin %26quot;two hybrid system%26quot; to DNA-based structuring may open up new avenues to designed functional materials.

  • 出版日期2012-6