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Chitosan information


Chitosan
Structure of completely deacetylated chitosan
Names
Other names
Poliglusam; Deacetylchitin; Poly-(D)glucosamine; BC; Chitopearl; Chitopharm; Flonac; Kytex
Identifiers
CAS Number
  • 9012-76-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 64870 checkY
ECHA InfoCard 100.122.259 Edit this at Wikidata
UNII
  • 23R93M6Y64 checkY
CompTox Dashboard (EPA)
  • DTXSID6030992 Edit this at Wikidata
InChI
  • InChI=1S/C56H103N9O39/c1-87-56(86)65-28-38(84)46(19(10-74)96-55(28)104-45-18(9-73)95-49(27(64)37(45)83)97-39-12(3-67)88-47(85)20(57)31(39)77)103-54-26(63)36(82)44(17(8-72)94-54)102-53-25(62)35(81)43(16(7-71)93-53)101-52-24(61)34(80)42(15(6-70)92-52)100-51-23(60)33(79)41(14(5-69)91-51)99-50-22(59)32(78)40(13(4-68)90-50)98-48-21(58)30(76)29(75)11(2-66)89-48/h11-55,66-85H,2-10,57-64H2,1H3,(H,65,86)/t11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+/m1/s1 checkY
    Key: FLASNYPZGWUPSU-SICDJOISSA-N checkY
  • InChI=1/C56H103N9O39/c1-87-56(86)65-28-38(84)46(19(10-74)96-55(28)104-45-18(9-73)95-49(27(64)37(45)83)97-39-12(3-67)88-47(85)20(57)31(39)77)103-54-26(63)36(82)44(17(8-72)94-54)102-53-25(62)35(81)43(16(7-71)93-53)101-52-24(61)34(80)42(15(6-70)92-52)100-51-23(60)33(79)41(14(5-69)91-51)99-50-22(59)32(78)40(13(4-68)90-50)98-48-21(58)30(76)29(75)11(2-66)89-48/h11-55,66-85H,2-10,57-64H2,1H3,(H,65,86)/t11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+/m1/s1
    Key: FLASNYPZGWUPSU-SICDJOISBY
SMILES
  • COC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)N)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)N)O)CO)CO)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)N)O)N)O)N)O)N)O)N)O)N)O
Related compounds
Related compounds
 D-glucosamine and
N-acetylglucosamine (monomers)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Chitosan /ˈkaɪtəsæn/ is a linear polysaccharide composed of randomly distributed β-(1→4)-linked D-glucosamine (deacetylated unit) and N-acetyl-D-glucosamine (acetylated unit). It is made by treating the chitin shells of shrimp and other crustaceans with an alkaline substance, such as sodium hydroxide.[1][2]

Chitosan has a number of commercial and possible biomedical uses. It can be used in agriculture as a seed treatment and biopesticide, helping plants to fight off fungal infections. In winemaking, it can be used as a fining agent, also helping to prevent spoilage. In industry, it can be used in a self-healing polyurethane paint coating. In medicine, it is useful in bandages to reduce bleeding and as an antibacterial agent; it can also be used to help deliver drugs through the skin.

  1. ^ Sanjanwala, Dhruv; Londhe, Vaishali; Trivedi, Rashmi; Bonde, Smita; Sawarkar, Sujata; Kale, Vinita; Patravale, Vandana (1 January 2024). "Polysaccharide-based hydrogels for medical devices, implants and tissue engineering: A review". International Journal of Biological Macromolecules. 256: 128488. doi:10.1016/j.ijbiomac.2023.128488. ISSN 0141-8130. S2CID 265569145.
  2. ^ Kou, Shijie (Gabriel); Peters, Linda M.; Mucalo, Michael R. (1 February 2021). "Chitosan: A review of sources and preparation methods". International Journal of Biological Macromolecules. 169: 85–94. doi:10.1016/j.ijbiomac.2020.12.005. hdl:10289/14259. ISSN 0141-8130. PMID 33279563. S2CID 227522332.

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Chitosan

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Chitosan /ˈkaɪtəsæn/ is a linear polysaccharide composed of randomly distributed β-(1→4)-linked D-glucosamine (deacetylated unit) and N-acetyl-D-glucosamine...

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Chitosan nanoparticles

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Chitosan-poly (acrylic acid) is a composite that has been increasingly used to create chitosan-poly(acrylic acid) nanoparticles. More recently, various...

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Chitin

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envelopes, composed of paper. Chitosan is produced commercially by deacetylation of chitin by treatment with sodium hydroxide. Chitosan has a wide range of biomedical...

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Antihemorrhagic

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from that of the hemostatic clamp. Chitosan hemostats are topical agents composed of chitosan and its salts. Chitosan bonds with platelets and red blood...

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Natural fiber

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copolymer. Chitosan is a deacetylated derivative of chitin. When the acetylated composition of the copolymer is below 50% it is chitosan. Chitosan is a semicrystalline...

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Biopolymer

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properties allow for various biomedical applications of chitosan. Chitosan as drug delivery: Chitosan is used mainly with drug targeting because it has potential...

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Chitosanase

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Chitosanase (EC 3.2.1.132) is an enzyme with systematic name chitosan N-acetylglucosaminohydrolase. This enzyme catalyses the following chemical reaction...

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Artificial bone

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composites are utilized. Implants composed of chitosan and hydroxyapatite take advantage of chitosan's biocompatibility and its ability to be molded into...

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Flocculation

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Among these, chitosan stands out for its exceptional properties, making it a top contender in this environmentally-conscious endeavor. Chitosan is not only...

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Mountain pine beetle

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tested chitosan, a biopesticide, to pre-arm pine trees to defend themselves against MPB. The US Forest Service results show colloidal chitosan elicited...

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Protein adsorption

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scaffolds with the chitosan-GAG complexes are able to retain these proteins secreted by the adhered cells. Another quality of chitosan that gives it good...

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Sodium polyacrylate

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Novel chitosan/sodium polyacrylate polyelectrolyte complex hydrogels (CPG) have been fabricated successfully in a study by cross-linking chitosan and sodium...

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Cell encapsulation

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and low cost but other materials such as cellulose sulphate, collagen, chitosan, gelatin and agarose have also been employed. Several groups have extensively...

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Chitin deacetylase

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\rightleftharpoons } chitosan + acetate Thus, the two substrates of this enzyme are chitin and H2O, whereas its two products are chitosan and acetate. This...

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Polysaccharide

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and ammonia[citation needed]. Chemically, chitin is closely related to chitosan (a more water-soluble derivative of chitin). It is also closely related...

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Glucosamine

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and lipids. Glucosamine is part of the structure of two polysaccharides, chitosan and chitin. Glucosamine is one of the most abundant monosaccharides. Produced...

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Cellophane noodles

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potato starch, tapioca, or canna starch) and water. A stabilizer such as chitosan (or alum, illegal in some jurisdictions) may also be used. They are generally...

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Polyacrylic acid

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PAA can also form polycomplexes with oppositely charged polymers such as chitosan, surfactants, and drug molecules (for example, streptomycin). Dry PAAs...

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Carbohydrate

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Beta-glucan Oat beta-glucan Lentinan Sizofiran Zymosan Cellulose Chitin Chitosan Dextrin / Dextran Fructose / Fructan Inulin Galactose / Galactan Glucose...

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Keratin

Last Update:

Matuszczak, B; Bernkop-Schnürch, A (2023). "S-Protected thiolated chitosan versus thiolated chitosan as cell adhesive biomaterials for tissue engineering". ACS...

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Medical textiles

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Chitosan, to treat wounds because it stops the blood flow with its hemostasis properties. Chitosan hemostatic agents are salts formed when chitosan is...

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Nematode

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treatment with natural antagonists such as the fungus Gliocladium roseum. Chitosan, a natural biocontrol, elicits plant defense responses to destroy parasitic...

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Mutarotation

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Beta-glucan Oat beta-glucan Lentinan Sizofiran Zymosan Cellulose Chitin Chitosan Dextrin / Dextran Fructose / Fructan Inulin Galactose / Galactan Glucose...

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Sugar

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Beta-glucan Oat beta-glucan Lentinan Sizofiran Zymosan Cellulose Chitin Chitosan Dextrin / Dextran Fructose / Fructan Inulin Galactose / Galactan Glucose...

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Ketose

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Beta-glucan Oat beta-glucan Lentinan Sizofiran Zymosan Cellulose Chitin Chitosan Dextrin / Dextran Fructose / Fructan Inulin Galactose / Galactan Glucose...

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