Interaction of bulged DNA with leucine-containing mimics of NCS-chrom

Bioorg Med Chem Lett. 2006 Mar 1;16(5):1185-90. doi: 10.1016/j.bmcl.2005.11.084. Epub 2006 Jan 10.

Abstract

Synthesis of chiral spirocyclic helical compounds containing leucine that mimic the molecular architecture of the potent DNA bulge binder obtained from the natural product metabolite NCSi-gb has been accomplished. The interaction between the compounds and DNA was studied by circular dichroism (CD) method. The results suggested that the two synthetic diastereoisomers specifically targeted the bulge site of DNA and induced conformational change of bulged DNA greatly.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Biological Products / chemistry
  • Biological Products / metabolism
  • Circular Dichroism
  • Cyclization
  • DNA / chemical synthesis
  • DNA / chemistry*
  • DNA / metabolism*
  • Leucine / analysis
  • Leucine / chemistry*
  • Molecular Mimicry*
  • Nucleic Acid Conformation* / drug effects
  • Nucleic Acid Denaturation
  • Stereoisomerism
  • Temperature
  • Titrimetry
  • Zinostatin / chemistry*
  • Zinostatin / metabolism*

Substances

  • Biological Products
  • DNA
  • Zinostatin
  • Leucine