A new strategy has been developed for the rapid synthesis ofpeptide para-nitroanilides (
pNA). The method involves derivatization of commercially available tritylchloride resin(TCP-resin) with 1,4-phenylenediamine, subsequent coupling withdesired amino acids by the standard Fmoc protocol, and oxidationof 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.
chromogenic substrates - oxidation - Oxone® - para-nitroanilides - solid-phase synthesis