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CAS 37067-30-4

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4-Methylumbelliferyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Description:
4-Methylumbelliferyl 2-acetamido-2-deoxy-β-D-glucopyranoside, commonly referred to as 4-MU-GlcNAc, is a synthetic substrate used primarily in biochemical assays to detect the activity of enzymes such as glycosidases. This compound features a 4-methylumbelliferone moiety, which is a fluorescent marker, allowing for easy visualization of enzymatic activity. The presence of the 2-acetamido-2-deoxy-β-D-glucopyranoside structure indicates that it is a derivative of N-acetylglucosamine, a common component in glycoproteins and glycolipids. When cleaved by specific enzymes, it releases the fluorescent 4-methylumbelliferone, which can be quantified using fluorescence spectroscopy. This property makes it particularly valuable in research and diagnostic applications, especially in studying carbohydrate metabolism and enzyme kinetics. The compound is typically soluble in water and organic solvents, and its stability can be influenced by pH and temperature. Overall, 4-MU-GlcNAc serves as a crucial tool in enzymology and molecular biology for monitoring glycosidase activity.
Formula:C18H21NO8
InChI:InChI=1S/C18H21NO8/c1-8-5-14(22)26-12-6-10(3-4-11(8)12)25-18-15(19-9(2)21)17(24)16(23)13(7-20)27-18/h3-6,13,15-18,20,23-24H,7H2,1-2H3,(H,19,21)/t13-,15-,16-,17-,18-/m1/s1
InChI key:InChIKey=QCTHLCFVVACBSA-JVNHZCFISA-N
SMILES:O([C@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C=2C=C3C(=CC2)C(C)=CC(=O)O3
Synonyms:
  • 2H-1-Benzopyran-2-one, 7-((2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)oxy)-4-methyl-
  • 2H-1-Benzopyran-2-one, 7-[[2-(acetylamino)-2-deoxy-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-4-methyl-
  • 4-Methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside
  • 4-Methylumbelliferyl 2-acetamido-2-deoxy-β-<span class="text-smallcaps">D</span>-glucopyranoside
  • 4-Methylumbelliferyl-N-acetyl-beta-D-glucosaminide
  • 4-Methylumbelliferyl-N-acetyl-β-glucosaminide
  • 4-Methylumbelliferyl-N-acetylglucosaminide
  • 4-Methylumbelliferyl-β-<span class="text-smallcaps">D</span>-N-acetylglucosaminide
  • 4-Methylumbelliferyl-β-N-acetylglucosaminide
  • 4-methyl-2-oxo-2H-chromen-7-yl 2-(acetylamino)-2-deoxy-D-glucopyranoside
  • See more synonyms
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