Facile carbohydrate-mimetic modifications of poly(ethylene imine) carriers for gene delivery applications

被引：11

作者：

Englert, Christoph ^{[1
,2
,3
]}

Fevre, Mareva ^{[1
]}

Wojtecki, Rudy J. ^{[1
]}

Cheng, Wei ^{[4
]}

Xu, Qingxing ^{[4
]}

Yang, Chuan ^{[4
]}

Ke, Xiyu ^{[4
]}

Hartlieb, Matthias ^{[2
,3
,5
]}

Kempe, Kristian ^{[2
,3
,5
]}

Garcia, Jeannette M. ^{[1
]}

Ono, Robert J. ^{[1
]}

Schubert, Ulrich S. ^{[2
,3
]}

Yang, Yi Yan ^{[4
]}

Hedrick, James L. ^{[1
]}

机构：

[1] IBM Corp, Almaden Res Ctr, 650 Harry Rd, San Jose, CA 95120 USA

[2] Univ Jena, Lab Organ & Macromol Chem IOMC, Humboldtstr 10, D-07743 Jena, Germany

[3] Univ Jena, Jena Ctr Soft Matter, Philosophenweg 7, D-07743 Jena, Germany

[4] Inst Bioengn & Nanotechnol, 31 Biopolis Way, Singapore 138669, Singapore

[5] Univ Warwick, Dept Chem, Gibbet Hill Rd, Coventry CV4 7AL, W Midlands, England

来源：

POLYMER CHEMISTRY | 2016年 / 7卷 / 37期

关键词：

VITRO TRANSFECTION EFFICIENCY; CELLS IN-VITRO; LINEAR POLYETHYLENIMINE; PROTON SPONGE; NONVIRAL VECTORS; DNA TRANSFECTION; MAMMALIAN-CELLS; LOW TOXICITY; PLASMID DNA; PEI;

D O I：

10.1039/c6py00940a

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Commercially-available linear and branched PEIs (LPEI and BPEI) were chemically-modified with carbohydrates and carbohydrate-mimetics to improve biocompatibility. Hydroxyl moieties were installed in a close proximity via reaction of PEI's amines with paraformaldehyde (pF) or glycidol. Mixing PEI with pF led to the formation of hemiaminal moieties as well as N-methylation of the backbone through an Eschweiler-Clarke-type rearrangement. The amount of attached hydroxyl groups depended on the initial amount of pF and the results were in agreement with NMR studies on model reactions with primary and secondary amines. The primary amines of BPEI triggered the ring-opening of glycidol and sugar-containing epoxides, in methanol and at room temperature. PEI chains modified with pF displayed the same cytotoxicity as the parent polymer, unless a sufficient amount of pF was added to trigger N-methylation of the backbone. In contrast, glycidol and sugar-functionalized BPEIs exhibited lower toxicity but similar (if not higher) transfection efficiency as compared to unmodified BPEI.

引用

页码：5862 / 5872

页数：11

共 77 条

[1] Biodegradable poly (ethylenimine) for plasmid DNA delivery [J].