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Binding Properties of Anthryl Derivatives to Synthetic Polynucleotide and the Role of Guanine Amine Group in the Energy Transfer
Binding Properties of Anthryl Derivatives to Synthetic Polynucleotide and the Role of Guanine Amine Group in the Energy Transfer
Journal of the Korean Chemical Society. 2000. Feb, 44(1): 45-51
  • Published : February 20, 2000
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Cho, Chang-Beom
Son, Gwan-Su
Han, Sung-Wook
Jung, Maeng-Jun
Chong, Hyun-Suk
Lee, Gil-Jun

Abstract
The binding mode of anthryl derivatives to synthetic polynucleotides were investigated by various spectroscopic methods. The spectroscopic properties of anthracence with metbylamine and methylethylenediamine side chains, complexed with $poly[d(A-T)_2]$ and $poly[d(G-C)_2]$, can be summarized as a red-shift, with a strong hypochromism in the absortion spectrum, similar induced CD spectra, and a strong negative LD spectrum with an $LD^r$ magnitude comparable to the DNA absorption region. These observations indicate that anthracene moiety is intercalated between the nucleo-bases of $poly[d(A-T)_2]$ and $poly[d(G-C)_2]$. The side chains did not alter the spectroscopic properties, demonstrating that the binding mode was not affected by them. A strong energy transfer was observed from poly[d(A-T),] and $poly[d(I-C)_2]$ but not from $poly[d(G-C)_2]$, as reported by Kumar et al. (J. Am. Chem. Soc.(1993) 115, 8547). Since the binding mode is the same for all the polynucleotides, the amine group of the guanine base, which protrudes into the minor groove of $poly[d(G-C)_2]$, is concluded to disrupt the energy transfer.