ABSTRACT
Chitosan with high number of deacetylated units, its reacetylated derivative and COS obtained through an enzymatic treatment with chitosanase were tested in pH controlled batch cultures to investigate the ability of the human faecal microbiota to utilise them. Chitosan derivatives with high number of deacetylated units decreased the bacterial populations: Bifidobacterium spp., Eubacterium rectale/Clostridium coccoides, C. Histolyticum and Bacteroides/Prevotella. On the other hand, chitosan derivatives with high content of acetylated residues maintained the tested bacterial groups and could increase Lactobacillus/Enterococcus. Regarding short chain fatty acids (SCFA), only low Mw COS increased the production in similar levels than fructo-oligossacharides (FOS). The acetylated chitosans and their COS do not appear as potential prebiotics but did not affect negatively the faecal microbiota, while derivatives with high number of deacetylated units could induce a colonic microbiota imbalance.
Subject(s)
Chitosan/chemistry , Feces/microbiology , Oligosaccharides/chemistry , Batch Cell Culture Techniques , Fermentation , Humans , Molecular WeightABSTRACT
A variety of fluorescent imino and secondary amino chitosans were synthesized under very mild conditions by reaction of the biopolymer amino functions with aromatic aldehydes in an acidified methanolic suspension. Simultaneous reactions of several aldehydes with chitosan were successfully carried out, and kinetic studies showed that 1-pyrenecarboxaldehyde reacts the fastest among them. An unprecedented study on the evaluation of the degree of N-substitution (DS, ranging from 31.7% to 12.0%) for the chitosan Schiff bases by using solid state CPMAS (13)C NMR is performed. A linear correlation between the DS obtained for the secondary amino chitosans by (1)H NMR (55.3-10.2%) and those obtained by CPMAS (13)C NMR (34.4-13.8%) has allowed us to calculate an empirical correlation factor that could be applied on chitosan-based aromatic systems. The new chiral-labelled chitosan derivatives exhibit a stable fluorescent behaviour, which was used to explore solvent sensoring applications.
Subject(s)
Chitosan/chemistry , Amines/chemistry , Imines/chemistry , Kinetics , Magnetic Resonance Spectroscopy , Pyrenes/chemistry , Schiff Bases/chemistry , Solvents/analysis , Spectrometry, Fluorescence , StereoisomerismABSTRACT
Chito-oligosaccharides (COS) are being used as important functional materials for many applications due to their bioactivities. The aim of this research has been to assess the relationship between the physico-chemical characteristics, average molecular weight (Mw), acetylation degree (DA), polymerization degree (DP) and specially sequence composition determined by MALDI-TOF MS and the antioxidant properties of COS. These oligosaccharides were obtained by enzymatic depolymerization with chitosanase and lysozyme using a specific chitosan and its reacetylated product. The COS fraction below 5 kDa obtained from chitosanase depolymerization showed the highest capacity to scavenge DPPH radicals and to reduce Fe(3+). A correlation was found between the relative amount of molecules with a given A/D (acetylated vs deacetylated units) ratio within the COS and their antioxidant activity, which could be used to predict the antioxidant behavior of a fraction of chito-oligosaccharides.
Subject(s)
Antioxidants/pharmacology , Chemical Phenomena , Oligosaccharides/pharmacology , Animals , Biphenyl Compounds/metabolism , Chickens , Chromans/metabolism , Chromatography, Gel , Chromatography, High Pressure Liquid , Free Radical Scavengers/pharmacology , Glycoside Hydrolases/metabolism , Magnetic Resonance Spectroscopy , Molecular Weight , Muramidase/metabolism , Oligosaccharides/chemistry , Penaeidae , Picrates/metabolism , Polymerization/drug effects , Spectrometry, Mass, Matrix-Assisted Laser Desorption-IonizationABSTRACT
A colorimetric method previously described for the determination of chitosan has been evaluated because lack of linearity had been observed at certain concentrations. Calibration curves of varied-characteristic chitosans, recovery studies and chitosan quantification in seven commercial dietary supplements have been performed. Some analysis conditions including the solvent of the samples have been studied and optimised. Different data combinations have been checked in order to select the widest range of concentrations where no serial correlation was found. With the selected conditions the method is linear, reproducible and provides reliable results in the analysis of the chitosan content in capsules. Its selectivity has been proved by the lack of interference with other compounds present in the dietary supplements. But in the case of tablet products, the presence of cellulose and magnesium stearate may produce an underestimation of the chitosan content.
