UNIT 1.17 Nucleobase-Caged Phosphoramidites for Oligonucleotide Synthesis

  1. Alexander Heckel

Published Online: 1 JUN 2007

DOI: 10.1002/0471142700.nc0117s29

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Heckel, A. 2007. Nucleobase-Caged Phosphoramidites for Oligonucleotide Synthesis. Current Protocols in Nucleic Acid Chemistry. 29:1.17:1.17.1–1.17.26.

Author Information

  1. University of Bonn, Bonn, Germany

Publication History

  1. Published Online: 1 JUN 2007
  2. Published Print: JUN 2007


Caged compounds are biologically active agents bearing a photolabile group in a strategic position, which makes them temporarily inactive. These compounds can then be delivered to a biological sample without immediately generating an effect. When the sample is then irradiated, e.g., with a laser in a (confocal) microscope, the activity of the substance is released with exact spatiotemporal and dose control. This unit deals with the synthesis of protected nucleoside phosphoramidites bearing a caging group on the nucleobase, which prevents the nucleobases from forming normal Watson-Crick base pairs. These amidites can be used to generate caged oligodeoxynucleotides with a transitory local perturbation that adds an element of spatiotemporal control to oligonucleotide-based applications.


  • caging;
  • temporary mismatch;
  • spatiotemporal control;
  • photoactivation;
  • light-trigger