Table 2. Results of Copper-Catalyzed Click Reactions on Various Azp-Containing Polypeptides.
backbonea | alkynea | equivsb | product | graft %c |
---|---|---|---|---|
Azp35 | Gal | 5 | GalTzp35 | 99+ |
Azp35 | EG | 5 | EGTzp35 | 96 |
Azp15-s-Hyp45 | Gal | 2 | GalTzp15-s-Hyp45 | 99+ |
Azp15-s-Hyp45 | Gal | 5 | GalTzp15-s-Hyp45 | 99+ |
Azp15-s-Hyp45 | Glc | 5 | GalTzp15-s-Hyp45 | 99+ |
Azp15-s-Hyp45 | EG | 5 | EGTzp15-s-Hyp45 | 99+ |
Azp15-s-Hyp45 | Glu70 | 5 | (Tzp15-s-Hyp45)-g-Glu70 | 99+ |
For the click reaction, Hyp, Gal, and Glc were protected with acetate groups and Glu with benzyl groups. All protecting groups were removed post-click.
Equivalents of alkyne per azide.
Grafting efficiency as determined by the combination of relative azide vs amide integrations by ATR–FTIR, 1H NMR, and Mn SEC/MALS/RI.