M0257
Methyl N-acetyl-α-D-glucosaminide
Synonym(s):
Methyl 2-acetamido-2-deoxy-α-D-glucopyranoside
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About This Item
Empirical Formula (Hill Notation):
C9H17NO6
CAS Number:
Molecular Weight:
235.23
UNSPSC Code:
12352201
PubChem Substance ID:
MDL number:
InChI
1S/C9H17NO6/c1-4(12)10-6-8(14)7(13)5(3-11)16-9(6)15-2/h5-9,11,13-14H,3H2,1-2H3,(H,10,12)/t5-,6-,7-,8-,9+/m1/s1
SMILES string
CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O
InChI key
ZEVOCXOZYFLVKN-OKNNCHMLSA-N
biological source
synthetic (organic)
assay
≥98%
form
powder
storage temp.
2-8°C
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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R Zeitler et al.
European journal of biochemistry, 204(3), 1165-1168 (1992-03-15)
During the search for inhibitors of N-acetylneuraminic acid biosynthesis, it was shown that 3-O-methyl-N-acetylglucosamine competitively inhibits the N-acetylglucosamine kinase of rat liver in vitro with a Ki value of 17 microM. N-Acetylmannosamine kinase is inhibited non-competitively with a Ki value
M E Etzler et al.
The Journal of biological chemistry, 256(5), 2367-2370 (1981-03-10)
Equilibrium dialysis studies on the binding of the Dolichos biflorus lectin with [14C]methyl alpha-D-GalNAc showed that the lectin has two combining sites/molecule and an intrinsic association constant at 3 degrees C of 4.2 X 10(3) liters mol-1. Binding studies on
I Miwa et al.
Enzyme & protein, 48(3), 135-142 (1994-01-01)
Glucokinase, an enzyme that catalyzes the phosphorylation of glucose, constitutes the key regulatory step in glucose metabolism in pancreatic islets and liver. We found that 3-O-methyl-N-acetyl-D-glucosamine (3-O-methyl-GlcNAc) potently inhibits glucose phosphorylation by N-acetylglucosamine kinase whereas glucokinase is not at all
G J Gerwig et al.
The Journal of biological chemistry, 264(2), 1027-1035 (1989-01-15)
Alkaline borohydride treatment of the cellulosome of Clostridium thermocellum yielded two major oligosaccharide-alditols, namely D-Galp-beta(1----4)-D-GalOH and (formula; see text) The compounds, isolated via gel permeation chromatography and high performance liquid chromatography, were analyzed by monosaccharide analysis, methylation analysis, gas-liquid chromatography/mass
Gas--liquid chromatography and mass spectrometry of methylated and acetylated methyl glycosides. Application to the structural analysis of glycoprotein glycans.
B Fournet et al.
Analytical biochemistry, 116(2), 489-502 (1981-09-15)
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