4-Hexyloxyaniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranoseReport as inadecuate


4-Hexyloxyaniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose


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1

Ingénierie des Matériaux Polymères IMP, UMR CNRS 5223, Université Claude Bernard Lyon 1, Université de Lyon, Villeurbanne F-69622, France

2

Department of Chemistry, Institut Teknologi Bandung, Bandung 40132, Indonesia





*

Author to whom correspondence should be addressed.



Abstract Low molecular weight chitooligosaccharide with one 2,5-anhydro-D-mannofuranose unit at the reducing end COSamf was prepared by nitrous deamination of fully N-deacetylated chitosan. The functionalization of the amf unit by reductive amination with 4-hexyloxyaniline in presence of NaBH3CN was achieved in high yield. The chemical structure of the targeted 4-hexyloxyaniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose was fully characterized by NMR spectroscopy, MALDI-TOF mass spectrometry and size-exclusion chromatography. This synthesis opens the way to a new generation of COSamf derivatives with potential amphiphilic properties. View Full-Text

Keywords: chitosan; chitooligosaccharide-2,5-anhydro-D-mannofuranose; 4-hexyloxyaniline; nitrous deamination; reductive amination chitosan; chitooligosaccharide-2,5-anhydro-D-mannofuranose; 4-hexyloxyaniline; nitrous deamination; reductive amination





Author: Emil Salim 1,2, Alice Galais 1 and Stéphane Trombotto 1,*

Source: http://mdpi.com/



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