Extended Data Table 5 Chemoselective synthesis of N-acetyl dipeptidyl nitriles

From: Peptide ligation by chemoselective aminonitrile coupling in water

  1. Yields of the oxidative coupling of Ac-AA1-SH (50 mM) and AA2-CN (100 mM) with K3[Fe(CN)6] (150 mM) in water at room temperature and pH 9.0. 1H NMR yields were determined with an internal NMR standard, unless stated otherwise.
  2. aThe observed ratio of mono- and di-acylated products varies with solution pH (see Extended Data Fig. 1b for α-selectivity of Lys-CN ligation at pH 7.5 and Supplementary Table 13).
  3. bYield for the coupling of Ac-Lys-SH (32 mM) with Gly-CN (64 mM) and K3[Fe(CN)6] (96 mM).
  4. cIsolated yield.
Back to article page