N-acetyl-D-glucosamine

CAS No. 7512-17-6

Formula: C8H15NO6
Basic Info

N-Acetylglucosamine (N-acetyl-D-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.
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%).

Formula
C8H15NO6
Molecular Weight
221.208
Exact Mass
221.09
LogP
-2.8441
PSA
127.09
Synonyms

D-Glucose, 2-acetamido-2-deoxy-

2-(Acetylamino)-2-deoxy-D-glucose

N-Acetyl-D-glucosamine

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Properties
Density
1.423g/cm3
Boiling Point
636.4ºC at 760 mmHg
Melting Point
201-204ºC
Flash Point
338.7ºC
Refractive Index
1.541
Stability
Stable. Incompatible with strong oxidizing agents.
Storage Condition
2-8ºC
Vapor Pressure
7.12E-19mmHg at 25°C
Safety Info
Safety Statements
S24/25
Risk Statements
R36/37/38
HS Code
2932999099
Hazard Codes
Spectrum
NMR Spectrum 1H NMR : Predict
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