Open AccessPolyamide-Scorpion Cyclam Lexitropsins Selectively Bind AT-Rich DNA Independently of the Nature of the Coordinated Metal
Author(s) -
Anthony T. S. Lo,
Noeris K. Salam,
David E. Hibbs,
Peter J. Rutledge,
Matthew H. Todd
Publication year - 2011
Publication title -
plos one
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.99
H-Index - 332
ISSN - 1932-6203
DOI - 10.1371/journal.pone.0017446
Subject(s) - cyclam , isothermal titration calorimetry , scorpion , dna , chemistry , copper , ligand (biochemistry) , zinc , metal , titration , pyrrole , stereochemistry , combinatorial chemistry , inorganic chemistry , biochemistry , organic chemistry , receptor , venom
Cyclam was attached to 1-, 2- and 3-pyrrole lexitropsins for the first time through a synthetically facile copper-catalyzed “click” reaction. The corresponding copper and zinc complexes were synthesized and characterized. The ligand and its complexes bound AT-rich DNA selectively over GC-rich DNA, and the thermodynamic profile of the binding was evaluated by isothermal titration calorimetry. The metal, encapsulated in a scorpion azamacrocyclic complex, did not affect the binding, which was dominated by the organic tail.
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