N-acetyl-α-D-glucosamine

Names

[ Name ]:
N-acetyl-α-D-glucosamine

[Synonym ]:
N-acetylglucosamine
α-D-GlcNAc
Glucosamine, N-acetyl-
2-acetylamino-2-deoxy-a-D-glucopyranose
2-acetylamino-2-deoxy-α-D-glucopyranose
D-Glucose, 2-acetamido-2-deoxy-
N-ACETYL-D-GLUCOSAMINE
N-acetyl D-glucosamine
MFCD00136044
2-Acetamido-2-deoxy-α-D-glucopyranose
α-GlcNAc
2-Acetamido-2-deoxy-a-D-glucopyranose
N-acetyl-δ-glucosamine
α-D-Glucopyranose, 2-(acetylamino)-2-deoxy-
EINECS 231-368-2
2-(acetylamino)-2-deoxy-α-D-glucopyranose
2-acetamido-2-deoxy-α-δ-glucopyranose
α-N-Acetyl-D-glucosamine

Biological Activity

[Description]:

N-Acetyl-D-Glucosamine is a monosaccharide derivative of glucose.

[Related Catalog]:

Natural Products >> Saccharides and Glycosides

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[References]

[1]. Slawson C, et al. O-GlcNAc cycling: how a single sugar post-translational modification is changing the way we think about signaling networks. J Cell Biochem. 2006 Jan 1;97(1):71-83.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
595.4±50.0 °C at 760 mmHg

[ Melting Point ]:
201-204ºC

[ Molecular Formula ]:
C₈H₁₅NO₆

[ Molecular Weight ]:
221.208

[ Flash Point ]:
313.9±30.1 °C

[ Exact Mass ]:
221.089935

[ PSA ]:
127.09000

[ LogP ]:
-2.48

[ Vapour Pressure ]:
0.0±3.8 mmHg at 25°C

[ Index of Refraction ]:
1.576

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
LZ6651000

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Structural studies and biosynthetic aspects of the O-antigen polysaccharide from Escherichia coli O42.

Carbohydr. Res. 403 , 174-81, (2015)

The structure of the O-antigen polysaccharide (PS) from Escherichia coli O42 has been investigated by NMR spectroscopy as the main method, which was complemented with sugar analysis, mass spectrometry...

Melanoma cells homing to the brain: an in vitro model.

Biomed Res. Int. 2015 , 476069, (2015)

We developed an in vitro contact through-feet blood brain barrier (BBB) model built using type IV collagen, rat astrocytes, and human umbilical vein endothelial cells (HUVECs) cocultured through Trans...

Substrates specialization in lipid compounds and hydrocarbons of Marinobacter genus.

Environ. Sci. Pollut. Res. Int. 22 , 15347-59, (2015)

The impact of petroleum contamination and of burrowing macrofauna on abundances of Marinobacter and denitrifiers was tested in marine sediment mesocoms after 3 months incubation. Quantification of thi...