N-Acetylglucosamine

N-Acetylglucosamine
N-Acetylglucosamine
Identifiers
CAS number 7512-17-6 YesY
PubChem 24139
ChemSpider 22563 YesY
UNII V956696549 N
ChEBI CHEBI:28009 N
ChEMBL CHEMBL447878 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H15NO6
Molar mass 221.21
Melting point

211

Hazards
S-phrases S24/25
Related compounds
Related Monosaccharides N-Acetylgalactosamine
Related compounds Glucosamine
Glucose
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

N-Acetylglucosamine (N-acetyl-D-glucosamine, or GlcNAc, or NAG) is a monosaccharide 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.

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.

GlcNAc is the monomeric unit of the polymer chitin, which forms the outer coverings of insects and crustaceans.

Polymerized with glucuronic acid, it forms hyaluronan.

Contents

Medical uses

It has been proposed as a treatment for autoimmune diseases[1], and recent tests have claimed some success[2].

See also

References

  1. ^ "Sugar supplement may treat immune disease - health - 07 June 2007 - New Scientist". http://www.newscientist.com/channel/health/mg19426074.500?DCMP=NLC-nletter&nsref=mg19426074.500. Retrieved 2007-06-08. 
  2. ^ http://www.sciencedaily.com/releases/2011/09/110930123057.htm

External links



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