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Chitin


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Chitin

Structure of the chitin molecule, showing two of the N-Acetylglucosamine units that repeat to form long chains in beta-1,4 linkage.
Structure of the chitin molecule, showing two of the N-Acetylglucosamine units that repeat to form long chains in beta-1,4 linkage.

Chitin (C8H13O5N)n (ˈkaɪtən) is a long-chain polymer of a N-acetylglucosamine, a derivative of glucose, and it is found in many places throughout the natural world. It is the main component of the cell walls of fungi, the exoskeletons of arthropods, such as crustaceans (like the crab, lobster and shrimp) and the insects, including ants, beetles and butterflies, the radula of mollusks and the beaks of the cephalopods, including squid and octopi. Chitin has also proven useful for several medical and industrial purposes. Chitin is a biological substance which may be compared to the polysaccharide cellulose and to the protein keratin. Although keratin is a protein, and not a carbohydrate like chitin, both keratin and chitin have similar structural functions.

Chemistry, physical properties and biological function

Chitin is a polysaccharide; it is synthesized from units of N-acetylglucosamine (more completely, N-acetyl-D-glucos-2-amine). These units form covalent β-1,4 linkages (similar to the linkages between glucose units forming cellulose). Chitin may therefore be described as cellulose with one hydroxyl group on each monomer substituted with an acetyl amine group. This allows for increased hydrogen bonding between adjacent polymers, giving the chitin-polymer matrix increased strength.

A cicada sheds its chitinous exoskeleton.
A cicada sheds its chitinous exoskeleton.

In its unmodified form, chitin is translucent, pliable, resilient and quite tough. In arthropods, however, it is often modified, becoming embedded in a hardened protein aceous matrix, which forms much of the exoskeleton. In its pure form it is leathery, but when encrusted in calcium carbonate it becomes much harder.[1] The difference between the unmodified and modified forms can be seen by comparing the body wall of a caterpillar (unmodified) to a beetle (modified).

Chitin is one of many naturally occurring polymers. Its breakdown may be catalyzed by enzymes called chitinases, secreted by microorganisms such as bacteria and fungi, and produced by some plants. Some of these microorganisms have receptors to simple sugars from the decomposition of chitin. If chitin is detected, they then produce enzymes to digest it by cleaving the glycosidic bonds in order to convert it to simple sugars and ammonia.

Chemically, chitin is closely related to chitosan (a more water-soluble derivative of chitin). It is also closely related to cellulose in that it is a long unbranched chain of glucose derivatives. Both materials contribute structure and strength, protecting the organism.

Etymology

The English word "chitin" comes from the French word "chitine", which first appeared in 1836. These words were derived from the Latin word "chitōn", meaning mollusk. That is either influenced by, or related to the Greek word khitōn, meaning "tunic" or "frock", the Central Semitic word "*kittan", the Akkadian words "kitû" or "kita’um", meaning flax or linen, and the Sumerian word "gada" or "gida".[2]

A similar word, "chiton", refers to a marine animal with a protective shell (also known as a "sea cradle").

References

  1. Campbell, N. A. (1996) Biology (4th edition) Benjamin Cummings, New Work. p.69 ISBN 0-8053-1957-3
  2. American Heritage dictionary of the English Language: Fourth Edition. 2000. entry for chiton
  • Martín-Gil FJ, Leal JA, Gómez-Miranda B, Martín-Gil J, Prieto A, Ramos-Sánchez MC. "Low temperature thermal behaviour of chitins and chitin-glucans". Thermochim. Acta, 1992, vol. 211, pp. 241-254

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