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

Beilstein Journal of Organic Chemistry
Kathrin FiegePetra Mischnick

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).

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Citations

Nov 11, 2014·Beilstein Journal of Organic Chemistry·Thisbe K Lindhorst
Jan 7, 2020·Biomaterials Science·Ana Catarina PinhoJorge Fernando Jordão Coelho
Nov 26, 2019·Materials Science & Engineering. C, Materials for Biological Applications·A C PinhoJ F J Coelho

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Methods Mentioned

BETA
biosensing
NMR
biosensor
infrared spectroscopy
dynamic light scattering
scanning electron microscopy
electron microscopy
transmission electron microscopy

Software Mentioned

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