Bis-4-aminobenzamidines: versatile, fluorogenic A/T-selective dsDNA binders

Org Lett. 2010 Jan 15;12(2):216-9. doi: 10.1021/ol902501j.

Abstract

N(1),N(3)-Bis(4-amidinophenyl)propane-1,3-diamine (BAPPA, R = H) is a bisaminobenzamidine fluorogenic derivative that displays a large increase in its emission fluorescence when bound to the minor groove of specific A/T DNA sites (K(d) for an AATT site approximately 79 +/- 6 nM). Moreover, the structural characteristics of BAPPA allow the easy introduction of functional groups that protrude out of the DNA surface.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • DNA / chemistry*
  • Diamines / chemical synthesis
  • Diamines / chemistry*
  • Fluorescence
  • Molecular Structure
  • Propane / analogs & derivatives*
  • Propane / chemical synthesis
  • Propane / chemistry

Substances

  • Diamines
  • N1,N3-bis(4-amidinophenyl)propane-1,3-diamine
  • DNA
  • Propane