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 Citations (Scopus)

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

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B-Form DNA
X ray crystallography
X Ray Crystallography
Fluorescence Spectrometry
Equilibrium constants
Fluorescence spectroscopy
Nuclear magnetic resonance spectroscopy
Amines
Magnetic Resonance Spectroscopy
Acids
DNA
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Design, synthesis, and characterization of a novel hexa-azacyclophane and interactions with d(CGCA3T3GCG)2, ctDNA and T4DNA. / Bruice, Thomas C.; Yip, Yu Chi; Blaskó, Andrei; Lightstone, Felice C; Browne, Kenneth A.; Petyak, Mark E.; Luo, Jia.

In: Tetrahedron, Vol. 53, No. 24, 16.06.1997, p. 8105-8120.

Research output: Contribution to journalArticle

Bruice, Thomas C. ; Yip, Yu Chi ; Blaskó, Andrei ; Lightstone, Felice C ; Browne, Kenneth A. ; Petyak, Mark E. ; Luo, Jia. / Design, synthesis, and characterization of a novel hexa-azacyclophane and interactions with d(CGCA3T3GCG)2, ctDNA and T4DNA. In: Tetrahedron. 1997 ; Vol. 53, No. 24. pp. 8105-8120.
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