Synonyms
(1,4)-N-acetyl-D-glucos-2-amine
Description
The monomers are identified as N-Acetyl-Amnioglucose. Chitin is a polysaccharide containing nitrogen in which monomers occur with the glycosidically linked components beta 1,4. It is the same coupling as glucose with cellulose, however in chitin the hydroxyl group of the monomer is replaced with an acetyl amine group. The resulting, stronger hydrogen bond between the bordering polymers makes chitin harder and more stabile than cellulose.
IUPAC Name
N-[(2R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Molecular Formula
(C8H13NO5)n
Canonical SMILES
CC(=O)NC1[C@@H](OC(C(C1O)O)CO)O
InChI
OVRNDRQMDRJTHS-WTZNIHQSSA-N
InChI Key
InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4?,5?,6?,7?,8-/m1/s1
Melting Point
>300 °C(dec.)
Solubility
Insoluble in water, organic solvents, weak acids and lyes
Soluble in concentrated formic acid and methane sulfonic acid,
Strong acids split chitin into acetic acid and D-amino glucose (monomer of chitin), strong lyes split chitin into Acetic acid and chitosan.
Appearance
White to beige solid
Application
Chitin is a naturally occurring polysaccharide primarily found in the shells of crustaceans like shrimp and crab, and in the cell walls of fungi and algae. It is the second most abundant biopolymer on earth, closely resembling cellulose in structure. As a β(1,4) polymer chain of N-acetyl-D-glucosamine, chitin serves as an essential structural component in various invertebrates, providing strength and chemical resistance. It is notable for its high biocompatibility, biodegradability, and non-toxicity, making it highly valuable in biomedical applications. Chitin can be processed into various forms such as gels, membranes, nanofibers, and sponges, enabling diverse applications in tissue engineering and drug delivery. In tissue engineering, chitin is used to create polymer scaffolds for repairing or enhancing tissues and organs. Additionally, its antimicrobial properties make it useful in wound dressings, while water-soluble derivatives like carboxymethyl chitin are effective carriers in drug delivery systems. Chitin may also act as a viscosity agent or binder, emphasizing its versatility and utility in numerous scientific and industrial fields.
Hazard Statements
Xi: Irritant;
Stability
Stable. Incompatible with strong oxidizing agents.
Storage Conditions
Store in a cool, dry place. Keep container closed when not in use.