Photochemistry of Aryl and Aroyl Azides: Application to Photolabeling of Biological Systems

  • Gary B. Schuster
Part of the NATO ASI Series book series (ASIC, volume 272)


The major objective of this work is to provide the knowledge necessary for the sound application and interpretation of photolabeling experiments. A major goal in the study of living systems is to associate function with chemical structure. Several experimental approaches have been developed to facilitate this goal. Among the most useful of these are photolabeling procedures. In this approach, an activatable reagent is positioned adjacent to a target structure. The latent reactivity of the reagent is revealed by irradiation with light and the intermediate so formed binds irreversible to some functional group at the site. Later, the biological structure is degraded and the labeled site identified. The aim of the work described herein is the definition and characterization of the chemical and physical properties of the high-reactivity intermediate. We detect these intermediates by time-resolved laser spectroscopy. The main focus of our effort has been aroyl and axyl nitrenes. Their properties are described herein and recommendations for their use in photolabeling experiments are made.


Global Reactivity Photoaffinity Label Aryl Azide Phenyl Azide Triplet Sensitization 
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Copyright information

© Kluwer Academic Publishers 1989

Authors and Affiliations

  • Gary B. Schuster
    • 1
  1. 1.Department of ChemistryRoger Adams LaboratoryUrbanaUSA

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