Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments

Guilford Jones, Lily N. Lu, Valentine Vullev, David J. Gosztola, Scott R. Greenfield, M. R. Wasielewski

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38 Citations (Scopus)


The (nitro)pyrenesulfonamide group has been attached to the N-terminus of tryptophan and tryptophan-containing peptides. Intramolecular electron transfer between pyrene and Trp indole side chains, observed by fluorescence quenching and laser flash photolysis, depends on the spacing between Pyr and Trp moieties and the strength of the electron acceptor.

Original languageEnglish
Pages (from-to)2385-2390
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Issue number20
Publication statusPublished - Oct 19 1995


ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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