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葡聚糖和普鲁兰聚糖的氰乙基化:取代模式和纳米结构的形成以及磁性纳米粒子的包埋。

Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles.

机构信息

Institute for Food Chemistry, Technische Universität Braunschweig, Schleinitzstraße 20, D-38106 Braunschweig, Germany.

出版信息

Beilstein J Org Chem. 2012;8:551-66. doi: 10.3762/bjoc.8.63. Epub 2012 Apr 13.

Abstract

Cyanoethylglucans with a degree of substitution in the range of 0.74 to 2.40 for dextran and 0.84 to 2.42 for pullulan were obtained by Michael addition of acrylonitrile to the glucans under various conditions. Products were thoroughly characterized, comprising elementary analysis, NMR and ATR-IR spectroscopy, and analysis of the substituent distribution in the glucosyl units by GC-FID and GC-MS of the constituting monosaccharide derivatives. Nanostructuring of the highly substituted cyanoethylpolysaccharides was performed by dialysis against a non-solvent. In the presence of ferromagnetic iron-oxide nanoparticles, multicore cyanoethylglucan-coated ferromagnetic nanoparticles were formed by selective entrapment. The specific interaction between cyano groups and iron could be proven. The size distribution and morphology of the nanoparticles were analyzed by dynamic light scattering (DLS), scanning electron microscopy (SEM) and energy-filtered transmission electron microscopy (EF-TEM) with parallel electron energy loss spectroscopy (PEELS).

摘要

通过在不同条件下将丙烯腈迈克尔加成到葡聚糖和普鲁兰上,得到取代度在 0.74 至 2.40 范围内的氰乙基葡聚糖和取代度在 0.84 至 2.42 范围内的氰乙基普鲁兰。对产物进行了彻底的表征,包括元素分析、NMR 和 ATR-IR 光谱,以及通过 GC-FID 和构成单糖衍生物的 GC-MS 分析糖苷单元中取代基的分布。通过向非溶剂中透析对高度取代的氰乙基多糖进行纳米结构化。在铁磁氧化铁纳米粒子存在下,通过选择性包封形成多核氰乙基葡聚糖包覆的铁磁纳米粒子。可以证明氰基和铁之间的特殊相互作用。通过动态光散射 (DLS)、扫描电子显微镜 (SEM) 和带有平行电子能量损失光谱 (PEELS)的能量过滤透射电子显微镜 (EF-TEM) 分析了纳米粒子的粒径分布和形态。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1bb/3343282/f9d811d55437/Beilstein_J_Org_Chem-08-551-g002.jpg

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