Letters in Peptide Science

, Volume 7, Issue 6, pp 347–351 | Cite as

An efficient Fmoc strategy for the rapid synthesis of peptide para-nitroanilides

  • G. AbbenanteEmail author
  • D. Leung
  • T. Bond
  • D. P. Fairlie


A new strategy has been developed for the rapid synthesis of peptide para-nitroanilides (pNA). The method involves derivatization of commercially available tritylchloride resin (TCP-resin) with 1,4-phenylenediamine, subsequent coupling with desired amino acids by the standard Fmoc protocol, and oxidation of the intermediate para-aminoanilides (pAA) with Oxone®. This procedure allows easy assembly of the desired para-aminoanilides (pAA) on standard resin and efficient oxidation and purification of the corresponding para-nitroanilides (pNA). The method allows easy access to any desired peptide para-nitroanilides, which are useful substrates for the characterization and study of proteolytic enzymes.

Key words

chromogenic substrates oxidation Oxone® para-nitroanilides solid-phase synthesis 









reversed phase high performance liquid chromatography








2-(H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium, hexafluorophosphate


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Copyright information

© Kluwer Academic Publishers 2001

Authors and Affiliations

  • G. Abbenante
    • 1
    Email author
  • D. Leung
    • 1
  • T. Bond
    • 1
  • D. P. Fairlie
    • 1
  1. 1.Institute for Molecular BioscienceUniversity of QueenslandBrisbaneAustralia

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