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Molbank 2014, 2014(1), M815; doi:10.3390/M815
Short Note

4-(Hexyloxy)aniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose

1,2, 1 and 1,*
Received: 17 January 2014; Accepted: 8 February 2014 / Published: 12 February 2014
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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-(hexyloxy)aniline in presence of NaBH3CN was achieved in high yield. The chemical structure of the targeted 4-(hexyloxy)aniline-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.
Keywords: chitosan; chitooligosaccharide-2,5-anhydro-D-mannofuranose; 4-(hexyloxy)aniline; nitrous deamination; reductive amination chitosan; chitooligosaccharide-2,5-anhydro-D-mannofuranose; 4-(hexyloxy)aniline; nitrous deamination; reductive amination
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Salim, E.; Galais, A.; Trombotto, S. 4-(Hexyloxy)aniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose. Molbank 2014, 2014, M815.

AMA Style

Salim E, Galais A, Trombotto S. 4-(Hexyloxy)aniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose. Molbank. 2014; 2014(1):M815.

Chicago/Turabian Style

Salim, Emil; Galais, Alice; Trombotto, Stéphane. 2014. "4-(Hexyloxy)aniline-linked chitooligosaccharide-2,5-anhydro-D-mannofuranose." Molbank 2014, no. 1: M815.


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