Synthesis of 2,2- and 2,5-disubstituted 1-oxyl pyrrolidine radicals as new homobifunctional cross-linking spin labels

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Abstract

The synthesis of 2,2- and 2,5-disubstituted pyrrolidine nitroxide radicals starting from readily available nitrones 1, 11 is described. The stable radicals are acylating (10, 20), alkylating (7, 17) and thiol-specific (8, 18) reagents capable of producing cross-links in proteins over distances in the range of 10-15 Å.

Original languageEnglish
Pages (from-to)2084-2088
Number of pages5
JournalSynthesis
Issue number13
DOIs
Publication statusPublished - Jan 1 2003

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Keywords

  • Cross linking reagents
  • Free radicals
  • Grignard reactions
  • Lithium
  • Nitrones
  • Proteins

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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