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Adamantane-Terminated Polypeptides: Synthesis by N-Carboxyanhydride Polymerization and Template-Based Self-Assembly of Responsive Nanocontainers via Host-Guest Complexation with β-Cyclodextrin.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-05-17 , DOI: 10.1002/marc.202000049 Sharafudheen Pottanam Chali 1 , Bart Jan Ravoo 1
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-05-17 , DOI: 10.1002/marc.202000049 Sharafudheen Pottanam Chali 1 , Bart Jan Ravoo 1
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The synthesis of adamantane‐terminated polypeptides by N‐carboxyanhydride (NCA) polymerization and their use in the template‐based self‐assembly of redox‐responsive nanocontainers is described. Cyclodextrin vesicles (CDV) serve as a supramolecular template to anchor adamantane terminated polypeptides on to the surface of CDV and to form polypeptide shelled vesicles (PPSVss) which are stabilized by crosslinking with cystamin. Polypeptides are characterized by nuclear magnetic resonance, matrix‐assisted laser desorption/ionization (MALDI), and gel permeation chromatography, and nanocontainer formation at each step is confirmed by dynamic light scattering (DLS) and zeta potential measurements. MALDI confirms the presence of the adamantane at the end of the polymers, and isothermal titration calomatry (ITC) of the adamantane‐terminated polypeptides with β‐cyclodextrin proves the capability of adamantane on the polypeptides to form host–guest inclusion complexes even with the longest polypeptides. Encapsulation of a model dye carboxyfluorescein in PPSVss and its redox‐responsive release demonstrates the potential use of this novel type of completely biodegradable and biocompatible nanocontainer for the purpose of intracellullar delivery.
中文翻译：
金刚烷终止的多肽：反应性纳米容器通过N-羧基氰化物聚合和基于模板的自组装，通过主体-客体与β-环糊精的络合而合成。
N合成金刚烷末端的多肽描述了羧酐（NCA）聚合及其在基于模板的氧化还原反应性纳米容器自组装中的使用。环糊精囊泡（CDV）充当超分子模板，将金刚烷封端的多肽锚固在CDV的表面上，并形成多肽壳囊泡（PPSVss），通过与胱氨酸交联来稳定。多肽的特征在于核磁共振，基质辅助激光解吸/电离（MALDI）和凝胶渗透色谱，并且在每个步骤中通过动态光散射（DLS）和zeta电位测量证实了纳米容器的形成。MALDI确认了在聚合物末端存在金刚烷，β-环糊精对金刚烷封端的多肽进行等温滴定热量法（ITC），证明了金刚烷对多肽的形成能力，即使是最长的多肽也能形成客体-客体包涵体。在PPSVss中封装模型染料羧基荧光素及其氧化还原反应性释放证明，这种新型的可完全生物降解和生物相容性的纳米容器可用于细胞内递送。
更新日期：2020-05-17
中文翻译：
金刚烷终止的多肽：反应性纳米容器通过N-羧基氰化物聚合和基于模板的自组装，通过主体-客体与β-环糊精的络合而合成。
N合成金刚烷末端的多肽描述了羧酐（NCA）聚合及其在基于模板的氧化还原反应性纳米容器自组装中的使用。环糊精囊泡（CDV）充当超分子模板，将金刚烷封端的多肽锚固在CDV的表面上，并形成多肽壳囊泡（PPSVss），通过与胱氨酸交联来稳定。多肽的特征在于核磁共振，基质辅助激光解吸/电离（MALDI）和凝胶渗透色谱，并且在每个步骤中通过动态光散射（DLS）和zeta电位测量证实了纳米容器的形成。MALDI确认了在聚合物末端存在金刚烷，β-环糊精对金刚烷封端的多肽进行等温滴定热量法（ITC），证明了金刚烷对多肽的形成能力，即使是最长的多肽也能形成客体-客体包涵体。在PPSVss中封装模型染料羧基荧光素及其氧化还原反应性释放证明，这种新型的可完全生物降解和生物相容性的纳米容器可用于细胞内递送。
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