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. Author manuscript; available in PMC: 2022 Sep 24.
Published in final edited form as: Org Biomol Chem. 2020 Sep 30;18(37):7253–7272. doi: 10.1039/d0ob01417f

Table 8.

Nucleophilic cleavage of N-acyl triazoles (activated diaminobenzoyl linker).

graphic file with name nihms-1628130-t0030.jpg
entry peptide Nuc-H yield (%)
1 H EtOH 82
2 C EtOH 84
3 HSSKLQL H2o 82
4 HSSKLQL propargylamine 78
5 LMYKA aniline 66
6 AYRGA mercaptopropionic acid 80
7a HSSKLQL dendrimer 70
8 VPGVG VPGVG 92
a

The nucleophilic dendrimer has a structure of (G:5)-dendri-PAMAM-(NH2)128, which resulted in the product (G:5)-dendri-PAMAM-(LQLKSSH)32.