Cargando…

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

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 sp...

Descripción completa

Detalles Bibliográficos
Autores principales: Fiege, Kathrin, Lünsdorf, Heinrich, Atarijabarzadeh, Sevil, Mischnick, Petra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343282/
https://www.ncbi.nlm.nih.gov/pubmed/22563354
http://dx.doi.org/10.3762/bjoc.8.63
_version_ 1782231799372447744
author Fiege, Kathrin
Lünsdorf, Heinrich
Atarijabarzadeh, Sevil
Mischnick, Petra
author_facet Fiege, Kathrin
Lünsdorf, Heinrich
Atarijabarzadeh, Sevil
Mischnick, Petra
author_sort Fiege, Kathrin
collection PubMed
description 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).
format Online
Article
Text
id pubmed-3343282
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-33432822012-05-04 Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles Fiege, Kathrin Lünsdorf, Heinrich Atarijabarzadeh, Sevil Mischnick, Petra Beilstein J Org Chem Full Research Paper 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). Beilstein-Institut 2012-04-13 /pmc/articles/PMC3343282/ /pubmed/22563354 http://dx.doi.org/10.3762/bjoc.8.63 Text en Copyright © 2012, Fiege et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Fiege, Kathrin
Lünsdorf, Heinrich
Atarijabarzadeh, Sevil
Mischnick, Petra
Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title_full Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title_fullStr Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title_full_unstemmed Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title_short Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
title_sort cyanoethylation of the glucans dextran and pullulan: substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343282/
https://www.ncbi.nlm.nih.gov/pubmed/22563354
http://dx.doi.org/10.3762/bjoc.8.63
work_keys_str_mv AT fiegekathrin cyanoethylationoftheglucansdextranandpullulansubstitutionpatternandformationofnanostructuresandentrapmentofmagneticnanoparticles
AT lunsdorfheinrich cyanoethylationoftheglucansdextranandpullulansubstitutionpatternandformationofnanostructuresandentrapmentofmagneticnanoparticles
AT atarijabarzadehsevil cyanoethylationoftheglucansdextranandpullulansubstitutionpatternandformationofnanostructuresandentrapmentofmagneticnanoparticles
AT mischnickpetra cyanoethylationoftheglucansdextranandpullulansubstitutionpatternandformationofnanostructuresandentrapmentofmagneticnanoparticles