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Octanoic Hydrazide-Linked Chitooligosaccharides-2,5-Anhydro-d-Mannofuranose

Ingénierie des Matériaux Polymères (IMP, UMR CNRS 5223), Université Claude Bernard Lyon 1, Univ Lyon, Campus LyonTech-La Doua, bâtiment Polytech, 15 bd Latarjet, Villeurbanne F-69622, France
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Academic Editor: Norbert Haider
Molbank 2016, 2016(3), M904; https://doi.org/10.3390/M904
Received: 5 July 2016 / Revised: 18 July 2016 / Accepted: 25 July 2016 / Published: 16 August 2016
Chitooligosaccharide with one 2,5-anhydro-d-mannofuranose unit at the reducing end (COSamf) was prepared by nitrous acid depolymerization of chitosan. The reducing-end functionalization of COSamf by reductive amination with octanoic hydrazide in the presence of NaBH3CN was achieved in high yield. The chemical structure of the targeted octanoic hydrazide-linked COSamf was fully characterized by NMR spectroscopy and MALDI-TOF mass spectrometry. 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; octanoic hydrazide; nitrous acid depolymerization; reductive amination, amphiphilic oligomer chitosan; chitooligosaccharide-2,5-anhydro-d-mannofuranose; octanoic hydrazide; nitrous acid depolymerization; reductive amination, amphiphilic oligomer
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MDPI and ACS Style

Moussa, A.; Trombotto, S. Octanoic Hydrazide-Linked Chitooligosaccharides-2,5-Anhydro-d-Mannofuranose. Molbank 2016, 2016, M904.

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