Chitin and Chitosan in Selected Biomedical Applications

Multidrug-resistant (MDR) enterococci are important nosocomial pathogens and a growing clinical challenge. These organisms have developed resistance to virtually all antimicrobials currently used in clinical practice using a diverse number of genetic strategies. Due to this ability to recruit antibiotic resistance determinants, MDR enterococci display a wide repertoire of antibiotic resistance mechanisms including modification of drug targets, inactivation of therapeutic agents, overexpression of efflux pumps and a sophisticated cell envelope adaptive response that promotes survival in the human host and the nosocomial environment. MDR enterococci are well adapted to survive in the gastrointestinal tract and can become the dominant flora under antibiotic pressure, predisposing the severely ill and immunocompromised patient to invasive infections. A thorough understanding of the mechanisms underlying antibiotic resistance in enterococci is the first step for devising strategies to control the spread of these organisms and potentially establish novel therapeutic approaches.

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Mechanisms of antibiotic resistance in enterococci.

Extraction, chemical modification and characterization of chitin and chitosan.

Electrospun hydroxyapatite-containing chitosan nanofibers crosslinked with genipin for bone tissue engineering

Shell fish processing industry is very common in coastal areas. While processing, only the meat is taken, the head and shells are discarded as waste. On an average, the sea food industry produces 80,000 tons of waste per year. The sheer amount of waste makes degradation a slow process causing accumulation of waste over a period of time. A very simple and effective solution to this environmental hazard is the recycling of shell waste to commercially viable products like chitin. Chitosan is the N-acetyl derivative of chitin obtained by N-deacetylation. Chitosan is widely used in food and bioengineering industries for encapsulation of active food ingredients, enzyme immobilization, as a carrier for controlled drug delivery, in agriculture as a plant growth promoter. Chitosan is also a defense elicitor and an antimicrobial agent. Chitosan has interesting properties such as biodegradability, biocompatibility, bioactivity, nontoxicity and polycationic nature. This review presents structural characteristics and physicochemical properties of chitosan. The methods of preparation of chitosan nanoparticles are detailed. Applications of chitosan nanoparticles are discussed. Applications include drug delivery, encapsulation, antimicrobial agent, plant growth-promoting agent and plant protector.

Chitosan nanoparticles preparation and applications

Chitin, the second most important natural polymer in the world, and its N-deacetylated derivative chitosan, have been identified as versatile biopolymers for a broad range of applications in medicine, agriculture and the food industry. Two of the main reasons for this are firstly the unique chemical, physicochemical and biological properties of chitin and chitosan, and secondly the unlimited supply of raw materials for their production. These polymers exhibit widely differing physicochemical properties depending on the chitin source and the conditions of chitosan production. The presence of reactive functional groups as well as the polysaccharide nature of these biopolymers enables them to undergo diverse chemical modifications. A complete chemical and physicochemical characterization of chitin, chitosan and their derivatives is not possible without using spectroscopic techniques. This review focuses on the application of spectroscopic methods for the structural analysis of these compounds.

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Application of Spectroscopic Methods for Structural Analysis of Chitin and Chitosan

In a typing system based on opsonic antibodies against carbohydrate antigens of the cell envelope, 60% of Enterococcus faecalis strains can be assigned to one of four serotypes (CPS-A to CPS-D). The structural basis for enterococcal serotypes, however, is still incompletely understood. Here we demonstrate that antibodies raised against lipoteichoic acid (LTA) from a CPS-A strain are opsonic to both CPS-A and CPS-B strains. LTA-specific antibodies also bind to LTA of CPS-C and CPS-D strains, but fail to opsonize them. From CPS-C and CPS-D strains resistant to opsonization by anti-LTA, we purified a novel diheteroglycan with a repeating unit of →6)-β-Galf-(1→3)- β-D-Glcp-(1→ with O-acetylation in position 5 and lactic acid substitution at position 3 of the Galf residue. The purified diheteroglycan, but not LTA absorbed opsonic antibodies from whole cell antiserum against E. faecalis type 2 (a CPS-C strain) and type 5 (CPS-D). Rabbit antiserum raised against purified diheteroglycan opsonized CPS-C and CPS-D strains and passive protection with diheteroglycan-specific antiserum reduced bacterial counts by 1.4 – 3.4 logs in mice infected with E. faecalis strains of the CPS-C and CPS-D serotype. Diheteroglycan-specific opsonic antibodies were absorbed by whole bacterial cells of E. faecalis FA2-2 (CPS-C) but not by its isogenic acapsular cpsI-mutant and on native PAGE purified diheteroglycan co-migrated with the gene product of the cps-locus, suggesting that it is synthesized by this locus. In summary, two polysaccharide antigens, LTA and a novel diheteroglycan, are targets of opsonic antibodies against typeable E. faecalis strains. These cell-wall associated polymers are promising candidates for active and passive vaccination and add to our armamentarium to fight this important nosocomial pathogen.

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Serodiversity of Opsonic Antibodies Against Enterococcus Faecalis--Glycans of the Cell Wall Revisited

Structure of the O-polysaccharide isolated from Cronobacter sakazakii 767

Chitin and chitosan are an important family of linear polysaccharides consisting of varying amounts of ┚-(1→4)-linked 2-acetamido-2-deoxy-┚-D-glucopyranose (GlcNAc) and 2amino-2-deoxy-┚-D-glucopyranose (GlcN) units (Muzzarelli, 1973; Roberts, 1992). Chitin samples contain a high content of GlcNAc units; hence, they are insoluble in water and common organic solvents. On the other hand, they dissolve only in solvents such as N,Ndimethylacetamide, hexafluoroacetone or hexafluoro-2-propanol (Pillai et al., 2009; Austin, 1988; Kurita, 2001). When the degree of N-acetylation (defined as the average number of N-acetyl-D-glucosamine units per 100 monomers expressed as a percentage) is less than 50%, chitin becomes soluble in aqueous acidic solutions (pH < 6.0) and is called chitosan (Pillai et al., 2009). This means that the term “chitosan” represents a group of fully and partially deacetylated chitins, but a rigid nomenclature with respect to the degree of Ndeacetylation between chitin and chitosan has not been established (Ravi Kumar, 2000). Some authors consider that chitosan is a polysaccharide containing at least 60% GlcN residues (Aiba, 1992). According to the nomenclature proposed by the European Chitin Society (EUCHIS) (Roberts, 2007), chitin and chitosan should be classified on the basis of their insolubility and solubility in 0.1 M acetic acid; the insoluble material is called chitin, whereas the soluble one is chitosan. The structures of “ideal” chitin and “ideal” chitosan, and the “real“ structures of these compounds are presented in Figure 1. Chitin is the second most abundant polysaccharide (next to cellulose) synthesized by a great number of living organisms, serving in many functions where reinforcement and strength are required (Muzzarelli et al., 1986). In nature, chitin is found as structural components in the exoskeleton of arthropods or in the cell walls of fungi and yeast. It is also produced by a number of other living organisms in the lower plant and animal kingdoms. It has been

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Anna Bychowska

Papers

Application of Spectroscopic Methods for Structural Analysis of Chitin and Chitosan

Serodiversity of Opsonic Antibodies Against Enterococcus Faecalis--Glycans of the Cell Wall Revisited

Structure of the O-polysaccharide isolated from Cronobacter sakazakii 767

Influence of the Chemical Structure and Physicochemical Properties of Chitin- and Chitosan-Based Materials on Their Biomedical Activity

Chemical structure of wall teichoic acid isolated from Enterococcus faecium strain U0317