Abstract

AbstractA novel synthetic methodology to diblock copolypeptides was developed by ring‐opening polymerization (ROP) ofN‐carboxyanhydrides (NCAs) fromα‐ω‐functionalized initiators combined with the Huisgen 1,3 dipolar cycloaddition (click chemistry). Poly(γ‐benzyl‐L‐glutamate) (PBLGlu) and poly(trifluoroacetyl‐L‐Lysine) (PTFALys) containing either an azide or an alkyne functional group inα‐position were first synthesized by ROP of the corresponding NCA at room temperature in DMF as a solvent, using appropriateω‐amino‐containingα‐alkyne andα‐azido difunctional initiators. The copper(I)‐catalyzed coupling reactions ofα‐azido‐PBLGlu with theα‐alkyne‐PTFALys, on the one hand, and of theα‐alkyne‐PBLGlu with theα‐azido‐PTFALys, on the other hand were suitably accomplished in DMF. This afforded the targeted PBLGlu‐b‐PTFALys diblock copolypeptides possessing a triazole group in between the two blocks, as evidenced by SEC, IR, and NMR analysis. Block copolypeptides could be successfully purified by selective extraction with chloroform.magnified image

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