A comparative study of the interactions of cationic hetarenes with quadruplex-DNA forming oligonucleotide sequences of the insulin-linked polymorphic region (ILPR)

作者：Dzubiel Darinka; Ihmels Heiko^*; Mahmoud Mohamed M A; Thomas Laura

来源：Beilstein Journal of Organic Chemistry, 2014, 10: 2963-2974.

DOI：10.3762/bjoc.10.314

• DNA ligands
• fluorescent probes
• ILPR
• nucleic acids
• quadruplex DNA

The interactions of the ILPR sequence (ILPR = %26quot;insulin- linked polymorphic region%26quot;) a2 [d(ACAG(4)TGTG(4)ACAG(4)TGTG(4))] with [2.2.2] heptamethinecyanine derivatives 1a-e and with the already established quadruplex ligands coralyne (2), 3,3%26apos;-[2,6pyridinediylbis(carbonylimino)]bis[1-methylquinolinium] (3), 4,4%26apos;,4 %26apos;%26apos;,4%26apos;%26apos;%26apos;-(21H, 23H-porphine-5,10,15,20-tetrayl) tetrakis[1-methylpyridinium] (4), naphtho[2,1-b:3,4-b%26apos;:6,5-b %26apos;%26apos;:7,8-b%26apos;%26apos;%26apos;]tetraquinolizinium (5) and thiazole orange (6) were studied. It is demonstrated with absorption, fluorescence and CD spectroscopy that all investigated ligands bind with relatively high affinity to the ILPR-quadruplex DNA a2 (0.2-5.5 x 10(6) M-1) and that in most cases the binding parameters of ligand-ILPR complexes are different from the ones observed with other native quadruplex-forming DNA sequences.

• 出版日期2014-12-11