Synthetic Strategy to Build High-Molecular-Weight Poly(L-tyrosine) and Its Unexplored β-Sheet Block Copolymer Nanoarchitectures.

IF 5.5 2区 化学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY
Parshuram Kambale, Rahul Nisal, Manickam Jayakannan
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引用次数: 0

Abstract

Synthesis of high-molecular-weight polypeptides and their block copolymer macromolecular architectures from β-sheet-promoting L-amino acids is still an unresolved problem. Here, an elegant steric hindrance-assisted ring-opening polymerization (SHAROP) strategy is introduced to access β-sheet poly(L-tyrosine) having more than 250 units. The scope of the synthetic methodology is expanded to access unexplored poly(L-tyrosine)-based higher-order β-sheet block copolymer nanoassemblies. In this strategy, a tert-butyl benzyl unit is employed as a steric handle that imbibes the solubility by promoting the α-helical conformation in the propagating polypeptide chains. The living ROP process enables the synthesis of well-defined block copolymers initiated by poly(L-tyrosine) living-chain ends or growing the poly(L-tyrosine) chains from the pre-existing macroinitiators of poly(L-glutamate) or poly(L-lysine). Acid-catalyzed postpolymerization deprotection restores the poly(L-tyrosine) blocks in their nascent β-sheet conformations. Thioflavin-T fluorescence assay establishes the β-sheet core-shell structures of these nanoassemblies, which are found to be nontoxic to mammalian cell lines.

构建高分子量聚l -酪氨酸的合成策略及其未开发的β-片嵌段共聚物纳米结构。
利用促β-片的l -氨基酸合成高分子量多肽及其嵌段共聚物大分子结构仍然是一个未解决的问题。在这里,一个优雅的空间位阻辅助开环聚合(SHAROP)策略被引入到具有超过250个单位的β-片聚(l -酪氨酸)。合成方法的范围扩展到未开发的基于聚l -酪氨酸的高阶β-片嵌段共聚物纳米组件。在该策略中,叔丁基苄基单元被用作空间柄,通过促进繁殖多肽链中的α-螺旋构象来吸收溶解度。活ROP工艺可以合成定义明确的嵌段共聚物,由聚(l-酪氨酸)活链末端引发,或从已有的聚(l-谷氨酸)或聚(l-赖氨酸)的大引发剂中生长聚(l-酪氨酸)链。酸催化聚合后去保护恢复聚l -酪氨酸块在其新生的β-片构象。巯基黄素- t荧光测定建立了这些纳米组件的β-片核-壳结构,发现这些纳米组件对哺乳动物细胞系无毒。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Biomacromolecules
Biomacromolecules 化学-高分子科学
CiteScore
10.60
自引率
4.80%
发文量
417
审稿时长
1.6 months
期刊介绍: Biomacromolecules is a leading forum for the dissemination of cutting-edge research at the interface of polymer science and biology. Submissions to Biomacromolecules should contain strong elements of innovation in terms of macromolecular design, synthesis and characterization, or in the application of polymer materials to biology and medicine. Topics covered by Biomacromolecules include, but are not exclusively limited to: sustainable polymers, polymers based on natural and renewable resources, degradable polymers, polymer conjugates, polymeric drugs, polymers in biocatalysis, biomacromolecular assembly, biomimetic polymers, polymer-biomineral hybrids, biomimetic-polymer processing, polymer recycling, bioactive polymer surfaces, original polymer design for biomedical applications such as immunotherapy, drug delivery, gene delivery, antimicrobial applications, diagnostic imaging and biosensing, polymers in tissue engineering and regenerative medicine, polymeric scaffolds and hydrogels for cell culture and delivery.
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