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Substituent effect on the preferred DNA binding mode and affinity of a homologous series of naphthalene diimides

  作者 McKnight, RE; Reisenauer, E; Pintado, MV; Polasani, SR; Dixon, DW  
  选自 期刊  Bioorganic & Medicinal Chemistry Letters;  卷期  2011年21-14;  页码  4288-4291  
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[摘要]A combination of isothermal titration calorimetry (ITC), topoisomerase I DNA unwinding assays, and ethidium bromide displacement studies were employed to investigate the binding of a homologous series of naphthalene diimides (NDI) to DNA. Our results suggest that the nature of the substituent plays a significant role in both the preferred binding mode and relative binding affinity of the compounds of this study. Only intercalative-type binding (K = 15 +/- 3 x 10(6) M(1)) was observed for the NDI with the smallest substituent (trimethyl-ethylamino), while larger members of the series (diethylmethyl-, dipropylmethyl- and dibutylmethyl-ethylamino substituents) adopted an additional binding mode of higher affinity (K(1)= 31 - 78 x 10(6) M(1)). (C) 2011 Elsevier Ltd. All rights reserved.

 
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