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Bioactive Peptide Brush Polymers via Photoinduced Reversible-Deactivation Radical Polymerization.


ABSTRACT: Harnessing metal-free photoinduced reversible-deactivation radical polymerization (photo-RDRP) in organic and aqueous phases, we report a synthetic approach to enzyme-responsive and pro-apoptotic peptide brush polymers. Thermolysin-responsive peptide-based polymeric amphiphiles assembled into spherical micellar nanoparticles that undergo a morphology transition to worm-like micelles upon enzyme-triggered cleavage of coronal peptide sidechains. Moreover, pro-apoptotic polypeptide brushes show enhanced cell uptake over individual peptide chains of the same sequence, resulting in a significant increase in cytotoxicity to cancer cells. Critically, increased grafting density of pro-apoptotic peptides on brush polymers correlates with increased uptake efficiency and concurrently, cytotoxicity. The mild synthetic conditions afforded by photo-RDRP, make it possible to access well-defined peptide-based polymer bioconjugate structures with tunable bioactivity.

SUBMITTER: Sun H 

PROVIDER: S-EPMC7299178 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Bioactive Peptide Brush Polymers via Photoinduced Reversible-Deactivation Radical Polymerization.

Sun Hao H   Choi Wonmin W   Zang Nanzhi N   Battistella Claudia C   Thompson Matthew P MP   Cao Wei W   Zhou Xuhao X   Forman Christopher C   Gianneschi Nathan C NC  

Angewandte Chemie (International ed. in English) 20191025 48


Harnessing metal-free photoinduced reversible-deactivation radical polymerization (photo-RDRP) in organic and aqueous phases, we report a synthetic approach to enzyme-responsive and pro-apoptotic peptide brush polymers. Thermolysin-responsive peptide-based polymeric amphiphiles assembled into spherical micellar nanoparticles that undergo a morphology transition to worm-like micelles upon enzyme-triggered cleavage of coronal peptide sidechains. Moreover, pro-apoptotic polypeptide brushes show enh  ...[more]

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