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Erschienen in: Polymer Bulletin 4/2014

01.04.2014 | Original Paper

Facile synthesis of branched chitin by glycosylation of fully trimethylsilylated chitin with a glucosamine-derived oxazoline

verfasst von: Kazuhiro Sugita, Yuhki Tanabe, Naoki Kodaira, Masaaki Hirakawa, Shohko Yamaguchi, Asuka Shibata, Manabu Shimojoh, Keisuke Kurita

Erschienen in: Polymer Bulletin | Ausgabe 4/2014

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Abstract

A simple and straightforward procedure for synthesizing branched chitin and chitosan has been developed on the basis of the glycosylation of trimethylsilylated chitin with an oxazoline derived from d-glucosamine. Chitin was first trimethylsilylated, and the derivative was treated with the oxazoline to introduce peracetylated d-glucosamine branches into the chitin backbone. The extent of branching was dependent on the amount of the oxazoline and reaction time, and under appropriate conditions, it reached around 0.65. Selective O-deacetylation or thorough N,O-deacetylation of the resulting glycosylated product gave chitin having N-acetyl-d-glucosamine branches or chitosan having d-glucosamine branches.

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Metadaten
Titel
Facile synthesis of branched chitin by glycosylation of fully trimethylsilylated chitin with a glucosamine-derived oxazoline
verfasst von
Kazuhiro Sugita
Yuhki Tanabe
Naoki Kodaira
Masaaki Hirakawa
Shohko Yamaguchi
Asuka Shibata
Manabu Shimojoh
Keisuke Kurita
Publikationsdatum
01.04.2014
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 4/2014
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-014-1104-7

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