title: 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 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-penetrating capabilities in different cell lines with low cytotoxicity.
authors.affiliation: Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
authors.forename: Haoyu
authors.initials: H
authors.lastname: Tang
authors.forename: Lichen
authors.initials: L
authors.lastname: Yin
authors.forename: Hua
authors.initials: H
authors.lastname: Lu
authors.forename: Jianjun
authors.initials: J
authors.lastname: Cheng
mesh_terms: D000818:Animals; D002460:Cell Line; D002462:Cell Membrane / Q000187:drug effects / Q000378:metabolism*; D002463:Cell Membrane Permeability / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004705:Endocytosis / Q000187:drug effects; D005456:Fluorescent Dyes; D019833:Genistein / Q000494:pharmacology; D006367:HeLa Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D008264:Macrophages / Q000166:cytology / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D010455:Peptides / Q000138:chemical synthesis* / Q000378:metabolism* / Q000494:pharmacology; D017433:Protein Structure, Secondary; D012235:Rhodamines; D012995:Solubility; D055672:Static Electricity; D013696:Temperature; D014867:Water; D047392:beta-Cyclodextrins / Q000494:pharmacology
chemical_list: D005456:Fluorescent Dyes; D010455:Peptides; D012235:Rhodamines; D047392:beta-Cyclodextrins; D014867:Water; C027794:polyserine; D019833:Genistein; C031215:betadex