Effect of azide and alkyne orientation and presence of linker on CuAAC cyclization.
Peptide | Cyclic peptide | Linear peptide precursor | % converteda | Monomer : dimer |
---|---|---|---|---|
1 | (YYTYT-Tz4)cy | Fmoc-Pra-YYTYT-Az4 | 87.4 | 8.28 : 1 |
2 | (Tz4-YYTYT)cy | Fmoc-Az4-YYTYT-Pra | 78.8 | 7.02 : 1 |
3 | (YYTYT-Tz4)cy-(PEG)5 | Fmoc-Pra-YYTYT-Az4-(PEG)5 | 53.5 | 4.41 : 1 |
Compared to pure linear starting material.