Design, synthesis, and characterization of a novel hexa-azacyclophane and interactions with d(CGCA3T3GCG)2, ctDNA and T4DNA

Thomas C. Bruice, Yu Chi Yip, Andrei Blaskó, Felice C Lightstone, Kenneth A. Browne, Mark E. Petyak, Jia Luo

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

A novel polyazacyclophane hexa-amine (1) has been designed, synthesized and characterized by X-ray crystallography, 1H NMR and fluorescence spectroscopy. 1 has the structural shape and disposition of charges complementary to the major groove of B-DNA. Acid dissociation constants for the protonated 1 were pK(a1)(D) = 4.8 and pK(a2)(D) = 8.5. Equilibrium constants for the binding of 1 to ctDNA and T4 DNA were 1.2 x 105 and 1.8 x 106, respectively.

Original languageEnglish (US)
Pages (from-to)8105-8120
Number of pages16
JournalTetrahedron
Volume53
Issue number24
DOIs
StatePublished - Jun 16 1997

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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