3-O-Methyl-N-acetyl-D-glucosamine

Modify Date: 2024-01-09 17:43:57

3-O-Methyl-N-acetyl-D-glucosamine Structure
3-O-Methyl-N-acetyl-D-glucosamine structure
Common Name 3-O-Methyl-N-acetyl-D-glucosamine
CAS Number 94825-74-8 Molecular Weight 235.23400
Density 1.368g/cm3 Boiling Point 542.355ºC at 760 mmHg
Molecular Formula C9H17NO6 Melting Point 189-191ºC
MSDS N/A Flash Point 281.806ºC

 Use of 3-O-Methyl-N-acetyl-D-glucosamine


3-O-Methyl-N-acetyl-D-glucosamine is a potent inhibitor of N-acetylglucosamine kinase. 3-O-Methyl-N-acetyl-D-glucosamine potently inhibits glucose phosphorylation by N-acetylglucosamine kinase whereas glucokinase is not at all affected by this hexosamine[1].

 Names

Name N-[(3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-3-yl]acetamide
Synonym More Synonyms

 3-O-Methyl-N-acetyl-D-glucosamine Biological Activity

Description 3-O-Methyl-N-acetyl-D-glucosamine is a potent inhibitor of N-acetylglucosamine kinase. 3-O-Methyl-N-acetyl-D-glucosamine potently inhibits glucose phosphorylation by N-acetylglucosamine kinase whereas glucokinase is not at all affected by this hexosamine[1].
Related Catalog
Target

N-acetylglucosamine kinase[1]

References

[1]. Miwa I, et al. Utility of 3-O-methyl-N-acetyl-D-glucosamine, an N-acetylglucosamine kinase inhibitor, for accurate assay of glucokinase in pancreatic islets and liver. Enzyme Protein. 1994;48(3):135-142.

 Chemical & Physical Properties

Density 1.368g/cm3
Boiling Point 542.355ºC at 760 mmHg
Melting Point 189-191ºC
Molecular Formula C9H17NO6
Molecular Weight 235.23400
Flash Point 281.806ºC
Exact Mass 235.10600
PSA 108.25000
Index of Refraction 1.534

 Synthetic Route

~%

3-O-Methyl-N-acetyl-D-glucosamine Structure

3-O-Methyl-N-ac...

CAS#:94825-74-8

Literature: Jeanloz Advances in Carbohydrate Chemistry, 1958 , vol. 13, p. 189,194,206 Journal of Organic Chemistry, 1961 , vol. 26, p. 905,907 Full Text View citing articles Show Details Kuhn et al. Chemische Berichte, 1954 , vol. 87, p. 1138,1141

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

3-O-Methyl-N-acetyl-D-glucosamine
N-Acetyl-3-O-methyl-D-glucosamine
2-Acetamido-2-deoxy-3-O-methyl-D-glucopyranose
3-O-OME-GLCNAC
2-Acetylamino-O3-methyl-2-desoxy-D-glucose
2-acetylamino-O3-methyl-2-deoxy-D-glucose
2-Acetamido-2-deoxy-3-O-methyl-D-glucose
2-ACETAMIDO-2-DEOXY-3-O-METHYL-D-GLUCOPYRANOSE,OFF-WHITE SOLID
3-OME-GLCNAC