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N-Acetylglucosamine
N-Acetylglucosamine.svg
IUPAC name
Other names N-Acetyl-D-Glucosamine
GlcNAc
NAG
Identifiers
CAS number 7512-17-6
PubChem 24139
SMILES
ChemSpider ID 22563
Properties
Molecular formula C8H15NO6
Molar mass 221.21
Melting point

211

Pharmacology
Pregnancy
category
WRONG
Related compounds
Related Monosaccharides N-Acetylgalactosamine
Related compounds Glucosamine
Glucose
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. GlcNAc is also of note in neurotransmission, where it is thought to be an atypical neurotransmitter functioning in nocioceptive (pain) pathways.

Polymerized with glucuronic acid it forms hyaluronan.

Contents

Medical uses

It has been proposed as a treatment for autoimmune diseases.[1]

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.  

External links

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