Bio-supramolecular photochirogenesis with molecular chaperone: enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin

Photochem Photobiol Sci. 2010 May;9(5):655-60. doi: 10.1039/b9pp00186g. Epub 2010 Mar 2.

Abstract

Photocyclodimerization of 2-anthracenecarboxylate mediated by molecular chaperone protein was performed for the first time to afford chiral syn-head-to-tail and anti-head-to-head dimers (2 and 3) in 10% and 16% enantiomeric excess, respectively, with enhanced yields of sterically and electrostatically less-favored head-to-head dimers (3 and 4).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Carboxylic Acids / chemistry*
  • Crystallography, X-Ray
  • Cyclization
  • Dimerization
  • Models, Molecular
  • Molecular Chaperones / chemistry*
  • Molecular Structure
  • Photochemistry
  • Stereoisomerism

Substances

  • 2-anthracenecarboxylate
  • Anthracenes
  • Carboxylic Acids
  • Molecular Chaperones
  • prefoldin