Cysteine-based amphiphilic peptide-polymer conjugates via thiol-mediated radical polymerization: Synthesis, self-assembly, RNA polyplexation and N-terminus fluorescent labeling for cell imaging

被引：13

作者：

Dule, Madhab ^{[1
]}

Biswas, Mrinmoy ^{[1
]}

Biswas, Yajnaseni ^{[1
]}

Mandal, Kuheli ^{[2
]}

Jana, Nikhil R. ^{[2
]}

Mandal, Tarun K. ^{[1
]}

机构：

[1] Indian Assoc Cultivat Sci, Polymer Sci Unit, Kolkata 700032, India

[2] Indian Assoc Cultivat Sci, Ctr Adv Mat, Kolkata 700032, India

来源：

POLYMER | 2017年 / 112卷

关键词：

Peptide-polymer conjugate; Amphiphilic; Fluorescent; Self-assembly; Micelles; Cell imaging; RNA polyplex; BLOCK-COPOLYMERS; DRUG-DELIVERY; PROTEIN; NANOPARTICLES; AGGREGATION; POLYELECTROLYTES; NANOSTRUCTURES; STRATEGIES; HYBRIDS; GLYCOL);

D O I：

10.1016/j.polymer.2017.01.083

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

A water-soluble amphiphilic peptide-poly (1-vinylimidazole) [Boc-Cys (PVim)-Trp-OMe] bioconjugate is synthesized by 'grafting from' technique based on thiol-mediated radical polymerization. The attachment of fluorescein isothiocyanate (FITC) at the N-terminus of the peptide moiety of the bioconjugate results in the generation of fluorescent bioconjugate [FITC-Cys (PVim)-Trp-OMe]. MALDI-TOF-MS analysis confirms the attachment dipeptide moiety as well as FITC group. Owing to the amphiphilic nature, the [Boc-Cys (PVim)-Trp-OMe] bioconjugate undergoes spontaneous self-assembly into primary micelles and their subsequent secondary aggregation into spherical micellar aggregates (nanospheres) in water. The aqueous FITC-Cys (PVim)-Trp-OMe bioconjugate solution emits green light and exhibits a fluorescence emission with a maximum at 520 nm. The amphiphilicity of the fluorescent bioconjuagte molecules also triggers their self-assembly into micelles and micellar aggregates (nanospheres) with hydrophobic FITC-tagged dipeptide core and hydrophilic PVim cell in water. Further, the highly stable and non-toxic fluorescent bioconjugates are used for imaging of Chinese Hamster Ovary (CHO) cells. Finally, the polyplex formation between the untagged cationic Boc-Cys (PVim)-Trp-OMe bioconjugate and ribonucleic acid (RNA) at pH 5.5 is studied by fluorescence spectroscopy. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：125 / 135

页数：11

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