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Water-soluble poly(L-serine)s with elongated and charged side-chains: synthesis, conformations, and cell-penetrating properties.

ABSTRACT: Water-soluble poly(L-serine)s bearing long side-chain with terminal charge groups were synthesized via ring-opening polymerization of O-pentenyl-L-serine N-carboxyanhydride followed by thiol-ene reactions. These side-chain modified poly(L-serine)s adopt ?-sheet conformation in aqueous solution with excellent stability against changes in pH and temperature. These water-soluble poly(L-serine) derivatives with charged side-chain functional groups and stable ?-sheet conformations showed membrane-penetrating capabilities in different cell lines with low cytotoxicity.

SUBMITTER: Tang H 

PROVIDER: S-EPMC3555145 | biostudies-other | 2012 Sep

REPOSITORIES: biostudies-other

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Water-soluble poly(L-serine)s with elongated and charged side-chains: synthesis, conformations, and cell-penetrating properties.

Tang Haoyu H   Tang Haoyu H   Yin Lichen L   Lu Hua H   Cheng Jianjun J  

Biomacromolecules 20120814 9

Water-soluble poly(L-serine)s bearing long side-chain with terminal charge groups were synthesized via ring-opening polymerization of O-pentenyl-L-serine N-carboxyanhydride followed by thiol-ene reactions. These side-chain modified poly(L-serine)s adopt β-sheet conformation in aqueous solution with excellent stability against changes in pH and temperature. These water-soluble poly(L-serine) derivatives with charged side-chain functional groups and stable β-sheet conformations showed membrane-pen  ...[more]