Information about Chitosan
Chitosan is a linear polysaccharide composed of randomly distributed ß-(1-4)-linked D-glucosamine (deacetylated unit) and N-acetyl-D-glucosamine (acetylated unit). It has a number of commercial and possible biomedical uses.

Chitosan is produced commercially by deacetylation of chitin , which is the structural in the exoskeleton of crustaceans (crabs, shrimp, etc.). The degree of deacetylation (%DA) can be determined by NMR spectroscopy, and the %DA in commercial chitosans is in the range 60-100 %.
The amino group in chitosan has a pKa value of ~6.5, thus, chitosan is positively charged and soluble in acidic to neutral solution with a charge density dependent on pH and the %DA-value. In other words, chitosan is bioadhesive and readily binds to negatively charged surfaces such as mucosal membranes. Chitosan enhances the transport of polar drugs across epithelial surfaces, and is biocompatible and biodegradable. Purified qualities of chitosans are available for biomedical applications.
Chitosan and its derivatives such as trimethylchitosan (where the amino group has been trimethylated) have been used in non-viral gene delivery. Trimethylchitosan, or quaternised chitosan, has been shown to transfect breast cancer cells; with increased degree of trimethylation increasing the cytotoxicity and at approximately 50% trimethylation the derivative is the most efficient at gene delivery. Oligomeric derivatives (3-6 kDa) are relatively non-toxic and have good gene delivery properties.[2]
Chitosan can also be used in water processing engineering as a part of a filtration process. Chitosan causes the fine sediment particles to bind together and is subsequently removed with the sediment during sand filtration. Chitosan also removes phosphorus, heavy minerals, and oils from the water. Chitosan is an important additive in the filtration process. Sand filtration apparently can remove up to 50% of the turbidity alone while the Chitosan with sand filtration removes up to 99% turbidity.[4]
Chitosan is also useful in other filtration situations, where one may need to remove suspended particles from a liquid. Chitosan, in combination with bentonite, gelatin, silica gel, isinglass, or other fining agents is used to clarify wine, mead, and beer. Added late in the brewing process, chitosan improves flocculation, and removes yeast cells, fruit particles, and other detritus that cause hazy wine. Chitosan combined with colloidal silica is becoming a popular fining agent for white wines, because chitosan does not require acidic tannins (found primarily in red wines) to flocculate with.[5]
Gelatin (also gelatine , from French gélatine) is a translucent, colourless, brittle, nearly tasteless solid substance, extracted from the collagen inside animals' connective tissue.
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Hydrolysis is a chemical reaction or process in which a chemical compound is broken down by reaction with water.[1][2] This is the type of reaction that is used to break down polymers.
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Manufacture and properties
Commercial chitosan is derived from the shells of shrimp and other sea crustaceans, including Pandalus borealis, pictured here.[1]
Chitosan is produced commercially by deacetylation of chitin , which is the structural in the exoskeleton of crustaceans (crabs, shrimp, etc.). The degree of deacetylation (%DA) can be determined by NMR spectroscopy, and the %DA in commercial chitosans is in the range 60-100 %.
The amino group in chitosan has a pKa value of ~6.5, thus, chitosan is positively charged and soluble in acidic to neutral solution with a charge density dependent on pH and the %DA-value. In other words, chitosan is bioadhesive and readily binds to negatively charged surfaces such as mucosal membranes. Chitosan enhances the transport of polar drugs across epithelial surfaces, and is biocompatible and biodegradable. Purified qualities of chitosans are available for biomedical applications.
Chitosan and its derivatives such as trimethylchitosan (where the amino group has been trimethylated) have been used in non-viral gene delivery. Trimethylchitosan, or quaternised chitosan, has been shown to transfect breast cancer cells; with increased degree of trimethylation increasing the cytotoxicity and at approximately 50% trimethylation the derivative is the most efficient at gene delivery. Oligomeric derivatives (3-6 kDa) are relatively non-toxic and have good gene delivery properties.[2]
Usage
Chitosan is used primarily as a plant growth enhancer, and as a substance that boosts the ability of plants to defend against fungal infections. It is approved for use outdoors and indoors on many plants grown commercially and by consumers. The active ingredient is found in the shells of crustaceans, such as lobsters, crabs, and shrimp, and in certain other organisms. Given its low potential for toxicity and its abundance in the natural environment, chitosan is not expected to harm people, pets, wildlife, or the environment when used according to label directions.[3]Chitosan can also be used in water processing engineering as a part of a filtration process. Chitosan causes the fine sediment particles to bind together and is subsequently removed with the sediment during sand filtration. Chitosan also removes phosphorus, heavy minerals, and oils from the water. Chitosan is an important additive in the filtration process. Sand filtration apparently can remove up to 50% of the turbidity alone while the Chitosan with sand filtration removes up to 99% turbidity.[4]
Chitosan is also useful in other filtration situations, where one may need to remove suspended particles from a liquid. Chitosan, in combination with bentonite, gelatin, silica gel, isinglass, or other fining agents is used to clarify wine, mead, and beer. Added late in the brewing process, chitosan improves flocculation, and removes yeast cells, fruit particles, and other detritus that cause hazy wine. Chitosan combined with colloidal silica is becoming a popular fining agent for white wines, because chitosan does not require acidic tannins (found primarily in red wines) to flocculate with.[5]
Biomedical use
Chitosan's properties allow it to rapidly clot blood, and has recently gained approval in the USA for use in bandages and other hemostatic agents. Chitosan purified from shrimp shells is used in a granular hemostatic product, Celox, made by Medtrade Biopolymers Inc. of Crewe, England and in the chitosan dressings made by HemCon Medical Technologies Inc. of Portland, OR, USA [6]. The Hemcon product reduces blood loss in comparison to gauze dressings and increases patient survival [7]. Hemcon products have been sold to the United States Army, who have already used the bandages on the battlefields of Iraq [8]. Chitosan is hypoallergenic, and has natural anti-bacterial properties, further supporting its use in field bandages.[9]Claimed benefits
Chitosan is frequently sold in tablet form at health stores as a 'fat attractor': It is supposed to have the capability of attracting fat from the digestive system and expelling it from the body so that users can, it is claimed, lose weight without eating less. However, some scientific research suggests that these claims are likely without substance. At best, unmodified chitosan would remove roughly 30 calories per day from a person's diet. Modified chitosan is claimed to absorb anywhere up to three to six times its weight in fat and oils. Detractors claim that using chitosan may have the deleterious effect of rendering ineffective certain minerals found in foodstuffs and required by the body in order to remain healthy.Discussion on Chitosan from Researchers
With the unavailability of specific research studies to support the claims made on chitosan as a revolutionary weight loss supplements, one must be careful on what is fact and what is speculation. The following are conclusions and specific discussion made from researchers, although take note that their specific studies were not given with precise accounts of their experimentation. It is now generally accepted that soluble dietary fibers increase gastrointestinal lumen viscosity (Edwards, 1990) and delay gastric emptying (Chang, 1983). Chitosans have specifically been shown to alter bile acid composition, increase neutral sterol excretion and reduce ileal fat digestibility (Fukada, 1991; Maezaki, 1993; Razdan & Pettersson, 1994). The mechanisms by which chitosans achieve these effects are not fully established, although increased intestinal viscosity and increased bile acid-binding capacity are two proposals currently favored (Furda, 1990). Since polyglucosamines are the second-most-ubiquitous dietary fiber after cellulose, it is reasonable to assume that much more research regarding the nutritional significance of these important dietary fibers is to be expected (Knorr, 1991). Chitosan has such characteristics that are associated with a dietary fiber which are assumed to be related to the reductions in cholesterol as well as increases in the excretion of neutral steroids observed in animal experiments (Furda, 1990; Ikeda, 1993; Razdan & Pettersson, 1994). Chitosan, which is largely deacetylated, contains cationic groups located on the polyglucosamine chain (Sugano, 1993). Thus, chitosan may have a bile acid-binding capacity, causing entrapment or disintegration of mixed micelles in the duodenum and ileum (Furda, 1990). This interruption in bile acid circulation would lead to reduced lipid absorption and increased sterol excretion. Chitosan is relatively insoluble in water but is soluble in dilute acids, giving rise to highly-viscous dietary fibers (Furda, 1990). It has been suggested that viscous dietary fibers such as chitosan inhibit uptake of dietary lipids by increasing the thickness of the intestinal lumen boundary layer, a proposal again supported by numerous animal experiments (Sugano, 1993; Ikeda, 1993).External links
- http://www.vanderbilt.edu/AnS/psychology/health_psychology/chitosan.htm Jamie Fritch's take on chitosan
- The Chitosanase Web Page – dedicated to the enzymatic hydrolysis of chitosan.
- ScienCentral News "But now, scientists have created a bandage that is actually able to clot a bullet wound in less than a minute. The bandages are laced with a mixture of ground shrimp shells and vinegar, a concoction that has been found to clot blood instantly. The key ingredient in the shrimp shells is called chitosan."
- A Critical look on ChitosanA critical look on the claims how chitosan can be used for weight management
Footnotes
1. ^ Shahidi, F. and Synowiecki, J. (1991). "Isolation and characterization of nutrients and value-added products from snow crab (Chionoecetes opilio) and shrimp (Pandalus borealis) processing discards". Journal of Agricultural and Food Chemistry 39: 1527-1532.
2. ^ Kean T, Roth S, Thanou M (2005). "Trimethylated chitosans as non-viral gene delivery vectors: cytotoxicity and transfection efficiency.". J Control Release 103 (3): 643-53. PMID 15820411. Retrieved on 2006-07-10.
3. ^ Chitosan; Poly-D-glucosamine (128930) Fact Sheet. US Environmental Protection Agency (May 2nd 2006). Retrieved on 2006-07-10.
4. ^ Alan Woodmansey (Highway Engineer) (March 19 2002). Chitosan Treatment of Sediment Laden Water - Washington State I-90 Issaquah Project. Federal Highway Administration. U.S. Department of Transportation. Retrieved on 2006-07-10.
5. ^ Rayner, Terry. Fining and Clarifying Agents. Retrieved on 2006-07-18.
6. ^ HemCon Medical Technologies Inc. (2004).
7. ^ Pusateri, A. E., S. J. McCarthy, K. W. Gregory, R. A. Harris, L. Cardenas, A. T. McManus & C. W. Goodwin Jr. (2003). Effect of a chitosan-based hemostatic dressing on blood loss and survival in a model of severe venous hemorrhage and hepatic injury in swine. Journal of Trauma 4 (1): 177-182.
8. ^ Karen Lurie. War Bandages.
9. ^ Kevin McCue (March 3 2003). "New Bandage Uses Biopolymer". chemistry.org. Retrieved on 2006-07-10.
2. ^ Kean T, Roth S, Thanou M (2005). "Trimethylated chitosans as non-viral gene delivery vectors: cytotoxicity and transfection efficiency.". J Control Release 103 (3): 643-53. PMID 15820411. Retrieved on 2006-07-10.
3. ^ Chitosan; Poly-D-glucosamine (128930) Fact Sheet. US Environmental Protection Agency (May 2nd 2006). Retrieved on 2006-07-10.
4. ^ Alan Woodmansey (Highway Engineer) (March 19 2002). Chitosan Treatment of Sediment Laden Water - Washington State I-90 Issaquah Project. Federal Highway Administration. U.S. Department of Transportation. Retrieved on 2006-07-10.
5. ^ Rayner, Terry. Fining and Clarifying Agents. Retrieved on 2006-07-18.
6. ^ HemCon Medical Technologies Inc. (2004).
7. ^ Pusateri, A. E., S. J. McCarthy, K. W. Gregory, R. A. Harris, L. Cardenas, A. T. McManus & C. W. Goodwin Jr. (2003). Effect of a chitosan-based hemostatic dressing on blood loss and survival in a model of severe venous hemorrhage and hepatic injury in swine. Journal of Trauma 4 (1): 177-182.
8. ^ Karen Lurie. War Bandages.
9. ^ Kevin McCue (March 3 2003). "New Bandage Uses Biopolymer". chemistry.org. Retrieved on 2006-07-10.
Polysaccharides are relatively complex carbohydrates. They are polymers made up of many monosaccharides joined together by glycosidic bonds. They are therefore very large, often branched, macromolecules. They tend to be amorphous, insoluble in water, and have no sweet taste.
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Glucosamine (C6H13NO5) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids.
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N-Acetylglucosamine (N-Acetyl-D-Glucosamine, or GlcNAc, or NAG) is a monosaccharide derivative of glucose. Chemically it is an amide between glucosamine and acetic acid.
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Acetylation (or in IUPAC nomenclature ethanoylation) describes a reaction that introduces an acetyl functional group into an organic compound. Deacetylation is the removal of the acetyl group.
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Chitin (C8H13O5N)n (IPA: [ˈkaɪtn̩]) is a long-chain polymer of beta-glucose that forms a hard, semitransparent material found throughout the natural world.
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An exoskeleton is an external anatomical feature that supports and protects an animal's body, in contrast to the internal endoskeleton of, for example, a human. Whilst many many other invertebrate animals (such as shelled mollusks) have exoskeletons in the sense of external hard
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crustaceans (Crustacea) are a large group of arthropods, comprising approximately 52,000 described species [1], and are usually treated as a subphylum [2].
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Spectroscopy is the study of the interaction between radiation (electromagnetic radiation, or light, as well as particle radiation) and matter. Spectrometry is the measurement of these interactions and an instrument which performs such measurements is a spectrometer or
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Amines are organic compounds and a type of functional group that contain nitrogen as the key atom. Structurally amines resemble ammonia, wherein one or more hydrogen atoms are replaced by organic substituents such as alkyl and aryl groups.
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A medication, medicine or drug is any substance or combination of substances administered to human beings or animals to treat or prevent disease; alternatively to assist in medical diagnosis.
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Biocompatibility is the ability of a material to perform with an appropriate host response in a specific application. (Williams, 1999) The critique against this definition usually boils down to the fact that it is not possible to make a single test that determines whether a
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Biodegradation is the process by which organic substances are broken down by living organisms. The term is often used in relation to ecology, waste management, environmental remediation (bioremediation) and to plastic materials, due to their long life span.
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Biomedical engineering (BME) is the application of engineering principles and techniques to the medical field. It combines the design and problem solving skills of engineering with the medical and biological science to help improve patient health care and the quality of life
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Transfection describes the introduction of foreign material into eukaryotic cells. Transfection typically involves opening transient pores or 'holes' in the cell plasma membrane, to allow the uptake of material.
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Turbidity is a cloudiness or haziness of a fluid, or of air, caused by individual particles (suspended solids) that are generally invisible to the naked eye, similar to smoke in air.
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Turbidity is a cloudiness or haziness of a fluid, or of air, caused by individual particles (suspended solids) that are generally invisible to the naked eye, similar to smoke in air.
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Bentonite is an absorbent aluminium phyllosilicate generally impure clay consisting mostly of montmorillonite, (Na,Ca)0.33(Al,Mg)2Si4O10(OH)2·(H2O)n.
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For the art collective, see .
Gelatin (also gelatine , from French gélatine) is a translucent, colourless, brittle, nearly tasteless solid substance, extracted from the collagen inside animals' connective tissue.
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Silica gel is a granular, porous form of silica made synthetically from sodium silicate. Despite the name, silica gel is a solid.
Silica gel is most commonly encountered in everyday life as beads packed in a semi-permeable plastic.
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Silica gel is most commonly encountered in everyday life as beads packed in a semi-permeable plastic.
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Isinglass is a substance obtained from the swimbladders of fish (especially Beluga sturgeon). Used mainly for the clarification of wine and beer, it is a form of collagen.
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Use in Foods and Drink
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Wine is an alcoholic beverage made from the fermentation of grape juice.[1] The natural chemical balance of grapes is such that they can ferment without the addition of sugars, acids, enzymes or other nutrients.
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Mead (IPA: /ˈmiːd/) is a fermented alcoholic beverage made of honey, water, and yeast. Meadhing (ˈmɛ.
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Beer is the world's oldest[1] and most popular[2][3] alcoholic beverage. It is produced by the fermentation of sugars derived from starch-based material — the most common being malted barley; however, wheat, corn, and rice are also widely
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Flocculation is a process where a solute comes out of solution in the form of floc or "flakes." The term is also used to refer to the process by which fine particulates are caused to clump together into floc.
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A Colloid or colloidal dispersion is a type of heterogeneous mixture. A colloid consists of two separate phases: a dispersed and balls phase and a continuous phase. In a colloid, the dispersed phase is made of tiny particles or droplets that are distributed evenly throughout
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Tannins are astringent, bitter-tasting plant polyphenols that bind and precipitate proteins. The term tannin refers to the use of tannins in tanning animal hides into leather; however, the term is widely applied to any large polyphenolic compound containing sufficient hydroxyls
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The United States Army is the largest and oldest branch of the armed forces of the United States. Like all armies, it has the primary responsibility for land-based military operations.
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Motto
الله أكبر (Arabic)
"Allahu Akbar" (transliteration)
"God is the Greatest"
Anthem
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الله أكبر (Arabic)
"Allahu Akbar" (transliteration)
"God is the Greatest"
Anthem
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- :Not to be confused with electrolysis
Hydrolysis is a chemical reaction or process in which a chemical compound is broken down by reaction with water.[1][2] This is the type of reaction that is used to break down polymers.
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