Summary
Spectrophotometric peptide probes, derivatized at the C-terminus, are conveniently prepared by means of an Fmoc solid-phase strategy. Using a resin such as Sasrin™, the fully protected peptide can be cleaved from the resin with hydrazine, yielding the protected peptide-hydrazide which is subsequently oxidized to the azide. An amino-containing chromophore or fluorophore such as 5-[(2′-aminoethyl)-amino]-naphthalene sulfonic acid (EDANS) can be coupled directly to this activated carboxyl group. This allows for specific placement of the fluorophore at the C-terminal carboxyl group in the presence of trifunctional amino acids.
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Pennington, M.W., Baur, P. A facile method to prepare C-terminal fluorescently labelled peptides by an Fmoc strategy. Lett Pept Sci 1, 143–148 (1994). https://doi.org/10.1007/BF00128532
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DOI: https://doi.org/10.1007/BF00128532