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Nanosecond generation of tyrosyl radicals via laser-initiated decaging of oxalate-modified amino acids

Journal of Organic Chemistry, ISSN: 0022-3263, Vol: 67, Issue: 19, Page: 6820-6822
2002
  • 6
    Citations
  • 0
    Usage
  • 15
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    6
    • Citation Indexes
      6
  • Captures
    15

Article Description

We describe a general method for the unimolecular photochemical generation of tyrosyl radicals from a diaryl oxalate ester platform on the nanosecond time scale. Symmetric and asymmetric tyrosine oxalate esters have been prepared in gram quantities. Direct photocleavage of the oxalate linkage by laser flash photolysis affords tyrosyl radicals within 50 ns. This approach provides unnatural caged amino acids that may be incorporated into model and biological systems for the study of proton-coupled electron transfer in enzymatic catalysis.

Bibliographic Details

Michelle C.Y. Chang; Scott E. Miller; Scott D. Carpenter; Jo Anne Stubbe; Daniel G. Nocera

American Chemical Society (ACS)

Chemistry

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