Orthogonally Positioned Diamino Pyrrole-and Imidazole-Containing Polyamides: Synthesis of 1-(3-Substituted-propyl)-4-nitropyrrole-2-carboxylic Acid and 1-(3- …

V Satam, P Patil, B Babu, T Rice, A Porte…

Index: Satam, Vijay; Patil, Pravin; Babu, Balaji; Rice, Toni; Porte, Alexander; Alger, Shannon; Zeller, Matthias; Lee, Moses Synthetic Communications, 2014 , vol. 44, # 7 p. 968 - 975

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Abstract

Pyrrole- and imidazole-containing polyamides can be tailored to recognize the DNA 6–8 base pair sequence. We found that adding a second amino group via the N1-position of pyrrole or imidazole in polyamides could enhance their DNA binding affinity and water solubility while retaining sequence specificity. Synthesis of the key 1-substituted-4-nitropyrrole (and imidazole)-2-carboxylic acid building blocks are described. ... [Supplementary materials are available for this ...