Polypeptoids are a very interesting class of polypeptide-mimetics. It was shown that, in contrast to polypeptides, (multi-)block copolymers can be synthesized from solution [1] and, as we present here, from solid support [2]. Compared to these polymerizations the well-known step-wise synthesis of peptides and peptoids [3] lead to uniform monomer sequences that can be used for example as targeting sequences for selected receptors of tumor tissues or as structural units to generate three-dimensional constructions. Uniting the two approaches, provide a perfect modular toolkit for synthetic biology.During this work, we could optimize the reaction parameters of the solid-phase supported polymerization to gain polymers with narrow molecular weight distributions and identify the monomer diffusion as bottle-neck of the synthesis. Kinetic investigations revealed a strictly linear pseudo-first-order kinetics to high monomer conversion and a linear correlation of the apparent polymerization rate with the monomer concentration. Further, the molar mass increases in a linear manner with the monomer conversion to quantitative monomer conversion.As a final step, the synthesis of a pentablock copolymer compromising Sar-NCA and N-ethylglycine-NCA was performed and proofs the living character of the ring-opening polymerization of NNCAs from solid-support.1 C. Fetsch, R. Luxenhofer, Macromol. Rapid. Commun. 2012  , 33, 1708.2 N. Gangloff, C. Fetsch, R. Luxenhofer, Macromol. Rapid. Commun. 2013  , 34, 9979.3 J. Sung, R. N. Zuckermann, ACS Nano. 2013 , 7, 4715.

Solid-phase initiated polymerization of polypeptoids: A new building stone toward synthetic biology

248th National Meeting (2014)

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