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Chitosan

CAS No.
9012-76-4
Chemical Name:
Chitosan
Synonyms
Chitosan oligosaccharides;Flocculant;Chitosane;poliglusam;CARBOXYLATION;Oligochitosan;seacureplus;DEACETYLATED CHITIN;Amino-oligosaccharin;CHITOSANNANOPARTICLES
CBNumber:
CB1479274
Molecular Formula:
C6H11NO4X2
Molecular Weight:
161.16
MOL File:
9012-76-4.mol

Chitosan Properties

Melting point 102.5 °C
Density 1 g/cm3
storage temp. 2-8°C
solubility dilute aqueous acid (pH <6.5).: soluble
form (Coarse ground flakes and powder)
color White to Off-white
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 9012-76-4
EWG's Food Scores 1
FDA UNII 82LKS4QV2Y
NCI Drug Dictionary poliglusam
EPA Substance Registry System Chitosan (9012-76-4)

SAFETY

Risk and Safety Statements

Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  24/25-36-26
WGK Germany  -
RTECS  FM6300000
3
TSCA  Yes
HS Code  39139000

Chitosan price More Price(81)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 900342 Chitosan high purity, non-animal derived, average Mw 100?kDa 9012-76-4 2G $410 2022-05-15 Buy
Sigma-Aldrich 900341 Chitosan high purity, non-animal derived, average Mw 50?kDa 9012-76-4 2G $410 2022-05-15 Buy
Sigma-Aldrich 50494 Chitosan from shrimp shells low-viscousity 9012-76-4 25g $50.9 2022-05-15 Buy
Sigma-Aldrich 50494 Chitosan from shrimp shells low-viscousity 9012-76-4 100g $170 2022-05-15 Buy
Sigma-Aldrich 417963 Chitosan from shrimp shells, practical grade 9012-76-4 25g $52.6 2022-05-15 Buy
Product number Packaging Price Buy
900342 2G $410 Buy
900341 2G $410 Buy
50494 25g $50.9 Buy
50494 100g $170 Buy
417963 25g $52.6 Buy

Chitosan Chemical Properties,Uses,Production

Description

Chitosan is a unique basic polysaccharide obtained by N-deacetylation of chitin in an alkaline medium. This alkaline consists mainly of β-(1-4)-2-acetamido-2-deoxy-D-glucose units. Besides, it is the second most abundant biopolymer on Earth after cellulose that can be found in crustacean shells and the cell walls of fungi. Another feature of chitosan is that it is a copolymer of N-acetyl-D-glucosamine and D-glucosamine. Protonation of the NH2 functional group on the C-2 position of the D-glucosamine repeating unit makes it easily soluble in aqueous acidic media and it results in the conversion of the polysaccharide to a polyelectrolyte in acidic media. Chitosan shows more potential than chitin for use in different applications as a result of the presence of its NH2 groups. It has good properties including biodegradability, biocompatibility, and antibacterial activity. Chitosan has abundant applications in different fields because it is the one and only pseudonatural cationic polymer. Generally it is prepared by deacetylation of α-chitin using 40%-50% aqueous alkali solution at 100℃-160℃. This preparation takes a few hours. As a result of this, newly derived chitosan has a degree of deacetylation (DD) up to 0.95.
Characteristics of chitosan
Chitosan is provided with high adsorption capacity and selectivity by many -NH2 and -OH groups that can chelate heavy metal ions. The intermolecular and intramolecular hydrogen bonds are numerous in chitosan molecules. The packing structure of chitosan in the three unit cell directions stabilizes strongly and gives the power to chitosan not to melt at all. Chitosan dissolves only in certain organic acids, like formic, acetic, propionic, lactic, citric, and succinic acids, and in some inorganic solvents, like hydrochloric, phosphoric, and nitric acid.

Physical and Chemical Properties

Chitosan is the second most abundant (only next to cellulose) biopolymer and is widely distributed. It is mainly distributed in many lower animals particularly the shells of arthropods such as shrimp, crabs and insects. It is also presented in the cell wall of in lower plants such as algae and fungus.
Chitosan can be obtained through the deacetylation of chitin. Under the conditions of 40% NaOH and 100 ℃, chitin is subject to deacetylation reaction and give chitosan. It appears as a white or off-white translucent sheet-like gray solid. It is insoluble in water and alkali, but can be dissolved in most kinds of dilute acid including formic acid, acetic acid and hydrochloric acid. The molecular structure of chitosan is similar to that of the cellulose with the only difference being that the C2-position connects the amino group (-NH2). So it has affinity to the paper fibers, evolving strong ionic bonding and hydrogen bonding. Moreover, the chitosan has film-forming property that can help to improve the surface strength of the paper, thus becoming one of enhancers applied to specialty paper.
Chitosan appears as powder state and is tasteless, odorless with its aqueous solution having some spicy sense. Adding chitosan to the food for making soup and accompanied with a certain degree of cooking, frying, baking and other heat treatment will have its structure be not changed. Under the protection of nitrogen gas, even upon being heated to 250 ℃, the decomposition phenomenon does not occur.
At room temperature, placing chitosan powder in natural place free of sunshine for preservation of 181d causes no significant changes in aspects including appearance, solubility, and the degree of deacylation. The biscuits supplemented with chitosan, when packaged in a state with the temperature of 40 ℃, the relative humidity of 75% environment for preservation of 80d, have their content of dietary fiber and chitosan remain not changed.

The chemical structure of chitin, chitosan and cellulose

Physiological role and efficacy

Chitosan is a dietary fiber with various efficacies such as lowering serum cholesterol, regulation of intestinal flora and reducing blood pressure and other effects. After the human intake of chitosan, fecal analysis has showed that it is hardly digested and absorbed, and therefore belonging to a dietary fiber.
Studies have shown that chitosan has some characteristics of dietary fiber, such as water retention, swelling property, adhesion property and difficult for digestion and absorbing, etc. It can promote gastrointestinal peristalsis, adhesion of toxic substances, increase stool volume, lower abdominal and intestinal pressure, improve constipation and prevent colorectal cancer.
Chitosan has similar physical and chemical property as gastric mucin with effects of inhibiting gastric acid, anti-ulcer and anti-inflammatory effect. It is an anti-gastric acid polysaccharide with swelling into sticky syrup with adhesion property upon coming across water. It can form protective film in the stomach to reduce the stimulation of gastric acid on the ulcer surface.
Food safety: when the dose of chitosan feeding animal reaches 20% of the feed, cases of animal deaths have been reported. It is believed that it is due to the gel formation in animal offal caused by high concentrations of the chitosan that inhibit the nutrient absorption by animal. At present, we need to systematically study the physiological roles of the high viscosity chitosan macromolecules and small molecules of low viscosity as well as conduct long-term chronic toxicology test on the safety and metabolism of the chitosan of clear source.

The main resource chitin, chitosan

Antibacterial activity

Chitosan has broad antibacterial activity, but with different concentrations of chitosan having different antibacterial capability. For example, when the chitosan concentration is 0.1%, it can completely inhibit the reproduction of all kinds of fungi Fusarium genus within 8d but this concentration has no effect on Rhizopus, Penicillium, Aspergillus and other fungus. At a concentration of 0.4%, it also has strong inhibitory effect against Escherichia coli, Proteus vulgaris, Bacillus subtilis, and Staphylococcus aureus. In addition, chitosan of different degrees of deacylation have their antibacterial properties being also different with mold of high level of deacylation having strong anti-mold effect. One reason is that the chitosan interacts with the surface portion of mold cells, increasing the cell permeability. Preservatives with chitosan being combined with sodium acetate, adipic acid have more significant antibacterial effect without affecting the flavor of food.
Antibacterial effect of chitosan mainly includes the following two mechanisms: one is that chitosan adhere to the cell surface and form a layer of polymer film, preventing the transport of the nutrients into the cells, thus playing the role of antimicrobial sterilization; the other mechanism is that: chitosan enters into the cell body through penetration into the cell body, adhering the anion-containing cytoplasm inside cells and cause flocculation, disrupting the normal physiological activities of cells, thus killing the bacteria. Because the cell wall structure of gram-positive bacteria and gram-negative bacteria are different with the two actions having different effects, so chitosan of different molecular weight has different antibacterial mechanism.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Uses

Chitin and chitosan are natural biopolymers that have various properties such as antimicrobial activity, hemostatic agent, metal-chelating, molecular affinity, and wound-healing agent. For a wide range of uses of these polymers, different modifications have been studied by different researchers. Electrospun fibers of chitin and chitosan could therefore be of great interest in various application fields such as tissue engineering, biomedical, cosmetics, and many industrial applications, such as wastewater treatment.
Chitosan has various effects such as improving immunity, activation of cells, preventing cancer, lowering blood pressure, lowering blood pressure, anti-aging and regulating body environment. It can be used in medicine, health care and food fields.
In the field of environmental protection, chitosan can be used in sewage treatment, protein recovery, and water purification. In functional materials, the chitosan can be used in film material, carriers, adsorbents, fibers, medical materials and the like. In the field of light textile, chitosan can be used for fabric finishing, health underwear and paper additives. In the field of agriculture, it can be applied to feed additives, seed treatment, soil improvement, and preservation of fruit. In the field of tobacco, tobacco Chitosan is an excellent sheet gel and can also improve the taste with being non-toxic and odorless upon burning.

preparation

Chitosan is prepared by a degree of acetylation. Acetyl groups are removed during the deacetylation process and Mw changes due to the depolymerization reaction. There are two processes, that is, the enzymatic process and chemical process, and chitosan is produced by chemical process. It is preferable for large-scale production.
Glycosidic bonds are attracted toward acids and alkalis. Chitin is processed homogeneously or heterogeneously. In the homogeneous method, chitin is diffused in concentrated alkali at 25℃ for 3h and allowed to disperse in compressed ice at around 0℃. In the heterogeneous process the chitin is treated with hot high-concentration alkali and then washed with distilled water until the pH is neutral. It is difficult to produce higher deacetylated chitosan. The addition of thiophenol as a catalyst during the process would minimize the degradation by trapping oxygen and enhance the effective deacetylation. The effective deacetylation process of chitin achieves the preparation of chitosan if the alkali concentration is four times greater than the total amino group in the polysaccharide at a temperature around 100℃ for the duration of 1 h. It is recommended to use low concentration alkali and a short contact time between alkali and polymer.
Chemical deacetylation has many disadvantages like high energy consumption and environmental pollution problems. An alternative method of enzyme deacetylation has been developed to overcome these drawbacks. Chitin deacetylation enzyme acts as a catalysis to hydrolyze N-acetamide bonds. This enzyme is extracted from the fungi Mucor rouxii, Absidia coerulea, Aspergillus hidulans, and two strains of Celletotrichum lindemuthianum. This enzyme is thermally stable and has a binding affinity toward β-(1, 4)-linked N-acetyl-D-glucosomine polymers. Most of the time the enzyme process is carried out in both batch and continuous culture. In the batch process the Mw of chitosan is lower with respect to time. Moreover, chitosan of higher Mw is obtained in a specific culture even though the yield is comparatively low.

Chemical Properties

Chitosan occurs as odorless, white or creamy-white powder or flakes. Fiber formation is quite common during precipitation and the chitosan may look ‘cottonlike’.

Occurrence

Chitosan comes from the shell of marine crustaceans.

Uses

Ideal for wound healing and hemostasis; biosurgery and ophthalmology; scaffold and cell therapy; and drug delivery and vaccines

Uses

chitosan is a film-forming polysaccharide that can aid the skin’s moisture content and moisture-retention capacity by preventing transepidermal water loss. In addition, it appears to help bind other ingredients (for example, to increase liposome stability), thereby increasing the availability of active ingredients to the skin. Anti-bacterial properties are also associated with chitosan, as well as an ability to enhance the microbiological stability of a preparation. Some studies show that it can help improve the water-resistance properties of sun protection creams and lotions, and the longevity of a fragrance’s scent (the perfume adheres more strongly to the skin and evaporates more slowly, over a longer period). It acts as a skin conditioner, improving skin softness and suppleness. It may be found in moisturizers, sunscreens, and acne preparations, in addition to hair care products. It is the decarboxylated form of chitin and can hold water without creating a feeling of tackiness in a cosmetic preparation. According to some chitosan suppliers, the use of shrimp shells is one of the most important sources. They consist of 30–35 percent protein, 30–35 percent minerals, and 15–20 percent chitin, with some traces of lipids, dyes, and soluble proteins.

Uses

Forms gels with multivalent anions. Gives clear solutions that dry to strong, clear films.Flocculant, protein precipitation, encapsulating agent and aqueous thickener.
Chitosan is a natural polycationic linear polysaccharide derived from chitin. The low solubility of chitosan in neutral and alkaline solution limits its application.
Chitosan: An Update on Potential Biomedical and Pharmaceutical Applications

Production Methods

Chitosan is manufactured commercially by chemically treating the shells of crustaceans such as shrimps and crabs. The basic manufacturing process involves the removal of proteins by treatment with alkali and of minerals such as calcium carbonate and calcium phosphate by treatment with acid. Before these treatments, the shells are ground to make them more accessible. The shells are initially deproteinized by treatment with an aqueous sodium hydroxide 3–5% solution. The resulting product is neutralized and calcium is removed by treatment with an aqueous hydrochloric acid 3–5% solution at room temperature to precipitate chitin. The chitin is dried so that it can be stored as a stable intermediate for deacetylation to chitosan at a later stage. NDeacetylation of chitin is achieved by treatment with an aqueous sodium hydroxide 40–45% solution at elevated temperature (1108℃), and the precipitate is washed with water. The crude sample is dissolved in acetic acid 2% and the insoluble material is removed. The resulting clear supernatant solution is neutralized with aqueous sodium hydroxide solution to give a purified white precipitate of chitosan. The product can then be further purified and ground to a fine uniform powder or granules. The animals from which chitosan is derived must fulfil the requirements for the health of animals suitable for human consumption to the satisfaction of the competent authority. The method of production must consider inactivation or removal of any contamination by viruses or other infectious agents.

General Description

Chitosan is a linear amino polysaccharide composed of approximately 20% β1,4-linked N-acetyl-D-glucosamine (GlcNAc) and approximately 80% β1,4-linked D-glucosamine (GlcN) that is prepared by the partial deacetylation of chitin in hot alkali.

Pharmaceutical Applications

Chitosan is used in cosmetics and is under investigation for use in a number of pharmaceutical formulations. The suitability and performance of chitosan as a component of pharmaceutical formulations for drug delivery applications has been investigated in numerous studies. These include controlled drug delivery applications, use as a component of mucoadhesive dosage forms, rapid release dosage forms, improved peptide delivery, colonic drug delivery systems, and use for gene delivery. Chitosan has been processed into several pharmaceutical forms including gels, films, beads, microspheres, tablets, and coatings for liposomes. Furthermore, chitosan may be processed into drug delivery systems using several techniques including spray-drying, coacervation, direct compression, and conventional granulation processes.

Safety

Chitosan is being investigated widely for use as an excipient in oral and other pharmaceutical formulations. It is also used in cosmetics. Chitosan is generally regarded as a nontoxic and nonirritant material. It is biocompatible with both healthy and infected skin. Chitosan has been shown to be biodegradable.
LD50 (mouse, oral): >16 g/kg

storage

Chitosan powder is a stable material at room temperature, although it is hygroscopic after drying. Chitosan should be stored in a tightly closed container in a cool, dry place. The PhEur 6.5 specifies that chitosan should be stored at a temperature of 2–88℃.

Incompatibilities

Chitosan is incompatible with strong oxidizing agents.

Regulatory Status

Chitosan is registered as a food supplement in some countries.

Global( 626)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com CHINA 3001 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691 yklbiotech@163.com CHINA 297 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418679 info@tnjchem.com China 2995 55
Qingdao kaimoshi biochemical technology co., ltd.
+(86) 571 87700752 info@kaimosi.com CHINA 145 58
Xi'an ZB Biotech Co.,Ltd
+8618591943808 sales01@xazbbio.com China 395 58
Shanghai Dumi Biotechnology Co.,ltd
+8617172178855 17172178855 aimee@chinadumi.com CHINA 241 58
Baoji Guokang Healthchem co.,ltd
+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9457 58
Wuhan Shuokang Biological Technology Co.,Ltd
027-87366298 +8615927270571 tianyi@skbiology.cn CHINA 296 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693 info@tianfuchem.com China 22021 55
Qingdio BZ Oligo Biotech Co., Ltd.
+0086-532-81926227 ann@marine-oligo.com CHINA 91 55

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View Lastest Price from Chitosan manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-06-22 Chitosan
9012-76-4
US $15.00 / kg 10kg 99% 20tons Hebei Linwo New Material Technology Co., LTD
2022-06-16 Chitosan
9012-76-4
US $30.00 / kg 1kg 0.99 20tons Hebei Ruiyao Biotechnology Co. Ltd
2022-05-14 Chitosan
9012-76-4
US $100.00 / kg 1kg 99% 50MT Hebei baicao biology science and technology co., ltd
  • Chitosan
    9012-76-4
  • US $15.00 / kg
  • 99%
  • Hebei Linwo New Material Technology Co., LTD
  • Chitosan
    9012-76-4
  • US $30.00 / kg
  • 0.99
  • Hebei Ruiyao Biotechnology Co. Ltd
  • Chitosan
    9012-76-4
  • US $100.00 / kg
  • 99%
  • Hebei baicao biology science and technology co., ltd
kimitsuchitosanm kytexh Chitosan, molecular weight: 100,000-300,000 (Poly-N-acetyl--D-glucosamine)-protein 2-amino-2-deoxy-(1→4)-β-d-glucopyranan CHITOSAN,POWDER CHITOSAN,POWDER(BULK methyl N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-amino-5-[(2S,3R,4R,5S,6R)-3-amino-5-[(2S,3R,4R,5S,6R)-3-amino-5-[(2S,3R,4R,5S,6R)-3-amino-5-[(2S,3R,4R,5S,6R)-3-amino-5-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6R)-5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate CHITOSAN(RG) BC 10 (polysaccharide) CTA 1 Lactic Acid Daichitosan VL N-Deacetylchitin Sea Cure 440 WOT Recovery Floc T Chitosan, MW. 100,000-300,000 Chitosan,molecular weight: 600,000-800,000 Chitosan (5-20mPa.s, 0.5% in 0.5% Acetic Acid at 20deg C) Chitosan (50-100mPa.s, 0.5% in 0.5% Acetic Acid at 20deg C) Chitosan (200-500mPa.s, 0.5% in 0.5% Acetic Acid at 20deg C) Poly-(1,4-β-D-glucopyranosamine) Poly-(1→4)-β-D-glucosamine Poly[beta-(1,4)-2-amino-2-deoxy-D-glucose], Poly[beta-(1,4)-D-glucosamine] Chitosan (500 mg) Chitosan, Molecular weight: 100,000-300,000 100GR Chitosan, Molecular weight: 100,000-300,000 50GR Chitosan (Coarse ground flakes and powder) Chitosan froM shriMp shells, practical grade Chitosan high purity, Mv 110,000-150,000 Chitosan high purity, Mv 60,000-120,000 Chitosan,Deacetylated chitin, Poly(D-glucosamine) Chitosan from shrimp shells kytexm seacuref LOWMOLECULARWEIGHTCHITOSAN HIGHMOLECULARWEIGHTCHITOSAN POLY-DELTA-GLUCOSAMINE CHINESETHOROWAXROOTP.E. CHITOSAN, QUICK DISSOLVE CHITOSAN (DEACETYLATED CHITIN) Poly-d-hlocozoamine, yactnyno N-acetylirobann (TY 6-01-1-458-93 CHITOSAN - 100 MESH - BULK DENSITY >0.25 CHITOSAN - 100 MESH - BULK DENSITY >0.5 CHITOSAN - 140 MESH - BULK DENSITY >0.25 CHITOSAN - 140 MESH - BULK DENSITY >0.5 CHITOSAN - 40 MESH - BULK DENSITY >0.25 CHITOSAN - 40 MESH - BULK DENSITY >0.5 CHITOSAN ( FLONAC C ) CHITOSAN ( FLONAC H ) CHITOSAN ( FLONAC N ) CHITOSAN ( FS1) CHITOSAN FC-80 CHITOSAN FCHD-80 CHITOSAN FCMD-100 CHITOSAN FOOD GRADE 100 MESH DAC>90% BULK DENSITY CHITOSAN FOOD GRADE 140 MESH DAC>90% BULK DENSITY CHITOSAN FOOD GRADE 40 MESH DAC>90% BULK DENSITY > Chitosan from crab shells, Deacetylated chitin, Poly(D-glucosamine)
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