Functional dextran amino acid ester particles derived from N-protected S-trityl-L-cysteine

被引：5

作者：

Bratusa, Ana ^{[1
]}

Elschner, Thomas ^{[2
]}

Heinze, Thomas ^{[3
]}

Frohlich, Eleonore ^{[4
]}

Hribernik, Silvo ^{[1
]}

Bozic, Mojca ^{[1
]}

Zagar, Ema ^{[5
]}

Kleinschek, Karin Stana ^{[1
]}

Thonhofer, Martin ^{[1
]}

Kargl, Rupert ^{[1
,6
]}

机构：

[1] Univ Maribor, Fac Mech Engn, LCPP, Smetanova Ulica 17, SI-2000 Maribor, Slovenia

[2] Papiertech Stiftung, Pirnaer Str 37, D-01809 Heidenau, Germany

[3] Friedrich Schiller Univ Jena, Inst Organ Chem & Macromol Chem, Ctr Excellence Polysaccharide Res, Humboldtstr 10, D-07743 Jena, Germany

[4] ZMF Ctr Med Res, Stiftingtalstr 24, A-8010 Graz, Austria

[5] Natl Inst Chem, Dept Polymer Chem & Technol, Hajdrihova 19, SI-1000 Ljubljana, Slovenia

[6] Graz Univ Technol, Inst Paper Pulp & Fibre Technol IPZ, Inffeldgasse 23, A-8010 Graz, Austria

来源：

COLLOIDS AND SURFACES B-BIOINTERFACES | 2019年 / 181卷

关键词：

Dextran; Bio-Conjugation; Micro-/nano-particles; Emulsion precipitation; Cytotoxicity; Zeta-Potential; DRUG-DELIVERY; NANOPARTICLES; DERIVATIVES;

D O I：

10.1016/j.colsurfb.2019.06.005

中图分类号：

Q6 [生物物理学];

学科分类号：

071011 ;

摘要：

This work describes the derivatization of dextran using N-(tert-butyloxycarbonyl)-S-(trityl)-L-cysteine in the presence of N,N'-carbonyldiimidazole (CDI) as a coupling agent. Homogeneous reactions in dimethyl sulfoxide allowed for an efficient coupling of the amino acid derivative to the polymer backbone. Derivatization was confirmed by infrared and C-13 NMR spectroscopy, size exclusion chromatography and elemental analysis. The presence of hydrophobic protecting groups resulted in a product that can be shaped into water-insoluble particles stable in an aqueous environment and non-toxic for lung epithelial cells. It is suggested that materials composed of ester bonds between amino acids and polysaccharides are useful for targeted drug delivery, bioimaging or surface functionalization.

引用

页码：561 / 566

页数：6

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