Chitooligosaccharide-2,5-anhydro-D-mannonic Acid
Ingénierie des Matériaux Polymères (IMP, UMR CNRS 5223), Université Claude Bernard Lyon 1, Université de Lyon, Villeurbanne F-69622, France
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Molbank 2014, 2014(3), M832; https://doi.org/10.3390/M832
Received: 26 June 2014 / Accepted: 14 August 2014 / Published: 19 August 2014
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 oxidation of the amf-unit by chlorite sodium was achieved in high yield. The chemical structure of the targeted chitooligosaccharide-2,5-anhydro-D-mannonic acid with a degree of polymerization ~10 was fully characterized by NMR spectroscopy, MALDI-TOF mass spectrometry and size-exclusion chromatography. The success of this synthesis opens the way to a new generation of end-functionalized COS building blocks.
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Keywords:
chitosan; chitooligosaccharide-2,5-anhydro-D-mannofuranose; 2,5-anhydro-D-mannonic acid; nitrous deamination; oxidation
This is an open access article distributed under the Creative Commons Attribution License
MDPI and ACS Style
Salim, E.; Ailincai, D.; Trombotto, S. Chitooligosaccharide-2,5-anhydro-D-mannonic Acid. Molbank 2014, 2014, M832.
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- Supplementary File 1:
3D structure (MOL, 3 KB)
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3D structure generated by CORINA by Molecular Networks. - Supplementary File 2:
INCHI-Document (INCHI, 823 B)
- Supplementary File 3:
MOL-Document (MOL, 3 KB)
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- Supplementary File 4:
Supporting Information (PDF, 2033 KB)
