ORTHOGONALLY POSITIONED DIAMINO PYRROLEAND IMIDAZOLE- CONTAINING POLYAMIDES: SYNTHESIS OF 1-(3-SUBSTITUTED-PROPYL)-4NITROPYRROLE-2-CARBOXYLIC ACID AND 1-( 3-CHLOROPROPYL)-4-NITROIMIDAZOLE-2CARBOXYLIC ACID. Satam, V., Patil, P., Babu, B., Rice, T., Porte, A., Alger, S., Zeller, M., & Lee, M. Synthetic Communications, 44(7):968--975, April, 2014. WOS:000331692600009
doi  abstract   bibtex   
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 article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
@article{ satam_orthogonally_2014,
  title = {{ORTHOGONALLY} {POSITIONED} {DIAMINO} {PYRROLEAND} {IMIDAZOLE}- {CONTAINING} {POLYAMIDES}: {SYNTHESIS} {OF} 1-(3-{SUBSTITUTED}-{PROPYL})-4NITROPYRROLE-2-{CARBOXYLIC} {ACID} {AND} 1-( 3-{CHLOROPROPYL})-4-{NITROIMIDAZOLE}-2CARBOXYLIC {ACID}},
  volume = {44},
  issn = {0039-7911},
  doi = {10.1080/00397911.2013.839795},
  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 article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]},
  number = {7},
  journal = {Synthetic Communications},
  author = {Satam, Vijay and Patil, Pravin and Babu, Balaji and Rice, Toni and Porte, Alexander and Alger, Shannon and Zeller, Matthias and Lee, Moses},
  month = {April},
  year = {2014},
  note = {{WOS}:000331692600009},
  pages = {968--975}
}

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