Cell-penetrating poly(disulfide)s: focus on substrate-initiated co-polymerization

作者: Eun-Kyoung Bang , Sandra Ward , Giulio Gasparini , Naomi Sakai , Stefan Matile

DOI: 10.1039/C3PY01570J

关键词: PolymerizationVesicleGel permeation chromatographyPolymer chemistryBranching (polymer chemistry)Covalent bondDispersityCounterionChemistryGuanidinium Cation

摘要: Outperforming cell-penetrating peptides, poly(disulfide)s are attracting increasing attention. Recently we have shown that can be grown directly on substrates of free choice before delivery and depolymerized right afterwards. These unique characteristics compatible with the general, non-toxic, traceless yet covalent in an unmodified form. The objective this study was to elaborate substrate-initiated co-polymerization. original propagators contain a strained disulfide for ring-opening disulfide-exchange polymerization guanidinium cation assure activity. Here, report individually optimized conditions polymerize these together several other propagators. nature new significantly affected efficiency as well size, polydispersity transport activity final co-polymers. According gel permeation chromatography, length co-polymers increases hydrophobicity, bulk valency co-propagators, whereas ion pairing boronates gives shorter branching polydispersity. length, π-acidity, superhydrophobicity boronate counterions. Hydrophobicity, π-basicity, appear less important fluorogenic vesicles. here reported design, synthesis evaluation will essential find best poly(disulfide)s.

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