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94825-74-8

94825-74-8 structure
94825-74-8 structure
  • Name: 3-O-Methyl-N-acetyl-D-glucosamine
  • Chemical Name: N-[(3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-3-yl]acetamide
  • CAS Number: 94825-74-8
  • Molecular Formula: C9H17NO6
  • Molecular Weight: 235.23400
  • Catalog: Research Areas Metabolic Disease
  • Create Date: 2018-12-25 15:10:47
  • Modify Date: 2024-01-09 17:43:57
  • 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].

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

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

~%

94825-74-8 structure

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  1

DownStream  0