Girish Mahajan (Editor)

N Acetylglucosamine

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Related Monosaccharides
  
N-Acetylgalactosamine

Formula
  
C8H15NO6

Melting point
  
211 °C

Related compounds
  
Glucosamine Glucose

Molar mass
  
221.208 g/mol

N-Acetylglucosamine NAcetylglucosamine Wikipedia

N-Acetylglucosamine (N-acetyl--glucosamine, or GlcNAc, or NAG) is a monosaccharide and a derivative of glucose. It is an amide between glucosamine and acetic acid. It has a molecular formula of C8H15NO6, a molar mass of 221.21 g/mol, and it is significant in several biological systems.

Contents

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It is part of a biopolymer in the bacterial cell wall, built from alternating units of GlcNAc and N-acetylmuramic acid (MurNAc), cross-linked with oligopeptides at the lactic acid residue of MurNAc. This layered structure is called peptidoglycan (formerly called murein).

GlcNAc is the monomeric unit of the polymer chitin, which forms the outer coverings of insects and crustaceans. It is the main component of the radulas of mollusks, the beaks of cephalopods, and a major component of the cell walls of most fungi.

Polymerized with glucuronic acid, it forms hyaluronan.

GlcNAc has been reported to be an inhibitor of elastase release from human polymorphonuclear leukocytes (range 8–17% inhibition), however this is much weaker than the inhibition seen with N-acetylgalactosamine (range 92–100%).

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Medical uses

It has been proposed as a treatment for autoimmune diseases, and recent tests have claimed some success.

References

N-Acetylglucosamine Wikipedia