Enantioselective Friedel-Crafts reactions in water catalyzed by a human telomeric G-quadruplex DNA metalloenzyme

Chem Commun (Camb). 2012 Jun 25;48(50):6232-4. doi: 10.1039/c2cc31320k. Epub 2012 May 18.

Abstract

A human telomeric G-quadruplex (G4DNA) metalloenzyme, assembled with G4DNA and Cu(2+) ions, can catalyze the enantioselective Friedel-Crafts (F-C) reaction in water with good enantioselectivity (up to 75% ee). Furthermore, we found that the absolute configuration and the enantioselectivity of the product largely depend on the conformation and the sequence of G4DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biocatalysis
  • Copper / chemistry
  • Copper / metabolism*
  • G-Quadruplexes*
  • Humans
  • Imidazoles / chemistry
  • Imidazoles / metabolism*
  • Indoles / chemistry
  • Indoles / metabolism*
  • Metalloproteins / chemistry
  • Metalloproteins / metabolism*
  • Molecular Structure
  • Stereoisomerism
  • Water / chemistry*

Substances

  • Imidazoles
  • Indoles
  • Metalloproteins
  • Water
  • Copper