Substitution effect on the one- and two-photon sensitivity of DMAQ "caging" groups

Org Lett. 2012 Dec 21;14(24):6366-9. doi: 10.1021/ol3031704. Epub 2012 Dec 6.


The systematic SAR study of a "caging" group showed a strong influence of the position of the donor dimethylamino group on the efficiency of photolysis of the DMAQ (2-hydroxymethylene-(N,N-dimethylamino)quinoline) caged acetate under one-photon near-UV or two-photon near-IR excitation. Photorelease of l-glutamate by the most efficient 8-DMAQ derivative strongly and efficiently activated glutamate receptors, generating large, fast rising responses similar to those elicited by glutamate photoreleased from the widely used MNI-caged glutamate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glutamates / chemistry*
  • Molecular Structure
  • Photolysis
  • Photons*
  • Quinolines / chemistry*
  • Structure-Activity Relationship


  • Glutamates
  • Quinolines