N-Acetylglucosamine | |
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2-(Acetylamino)-2-deoxy-D-glucose |
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Other names
N-Acetyl-D-Glucosamine |
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Identifiers | |
CAS number | 7512-17-6 |
PubChem | 24139 |
ChemSpider | 22563 |
UNII | V956696549 |
ChEBI | CHEBI:28009 |
ChEMBL | CHEMBL447878 |
Jmol-3D images | Image 1 |
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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 |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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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.
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It has been proposed as a treatment for autoimmune diseases,[1] and recent tests have claimed some success.[2]
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