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Paclitaxel-terminated peptide brush polymers

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Abstract

In this paper, we report the preparation of paclitaxel-terminated peptide brush polymers wherein cell uptake and toxicity are tunable based on peptide sequence. Synthesis was enabled using a new paclitaxel-containing chain termination agent for ring-opening metathesis polymerization (ROMP). Critically, reverse phase HPLC could be used to efficiently separate peptide brush polymers consisting of one fluorophore and one terminal paclitaxel from crude polymer mixtures. These purified terminally-modified polymers showed greater potency than the original mixtures. Drug-terminated peptide brush polymers carrying positive charges exhibited enhanced cell uptake and cytotoxicity as compared to their neutral and negatively charged analogues.

Graphical abstract: Paclitaxel-terminated peptide brush polymers

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Supplementary files

Article information


Submitted
27 Dec 2019
Accepted
09 Apr 2020
First published
22 May 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Paclitaxel-terminated peptide brush polymers

J. Zhu, H. Sun, C. E. Callmann, M. P. Thompson, C. Battistella, M. T. Proetto, A. S. Carlini and N. C. Gianneschi, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC10023G

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