Document Detail

Preparation and characterisation of oligosaccharides produced by nitrous acid depolymerisation of chitosans.
MedLine Citation:
PMID:  11448674     Owner:  NLM     Status:  MEDLINE    
Two chitosans with widely different chemical composition (fraction of N-acetylated units (F(A))<0.001 and F(A)=0.59), were degraded by nitrous acid, to obtain the reactive 2,5-anhydro-D-mannose- (M-) unit at the new reducing end. The fully N-acetylated and fully N-deacetylated oligomers were separated by size-exclusion chromatography. Both the chemical structure and purity were studied by one- and two-dimensional 1H and 13C NMR methods. The fully N-acetylated oligomers were found to be stable, whereas the N-deacetylated oligomers reacted intermolecularly by a Schiff base reaction between the 2-amino group on the N-deacetylated units and the M-units, facilitating the cleavage of the glycosidic bond next to the M-unit and the formation of 5-hydroxymethylfurfural (HMF).
K Tømmeraas; K M Vårum; B E Christensen; O Smidsrød
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Carbohydrate research     Volume:  333     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2001 Jul 
Date Detail:
Created Date:  2001-07-12     Completed Date:  2001-12-04     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  137-44     Citation Subset:  IM    
Norwegian Biopolymer Laboratory (NOBIPOL), Department of Biotechnology, Norwegian University of Science and Technology (NTNU), N-7491, Trondheim, Norway.
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MeSH Terms
Carbohydrate Sequence
Chitin / analogs & derivatives,  chemistry*,  metabolism
Chromatography / methods
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Molecular Structure
Nitrous Acid / chemistry*
Oligosaccharides / chemistry*,  metabolism
Reg. No./Substance:
0/Oligosaccharides; 1398-61-4/Chitin; 7782-77-6/Nitrous Acid; 9012-76-4/Chitosan

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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