CAS 89298-62-4

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. In aqueous solutions, upon enzymatic hydrolysis, it releases the fluorescent 4-methylumbelliferone, which can be quantified using fluorescence spectroscopy. This property makes it a valuable tool in research and diagnostic applications, particularly in studying glycosylation processes and enzyme kinetics. The compound is typically stable under standard laboratory conditions but should be stored properly to maintain its integrity and reactivity.

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:

• 4-Methylumbelliferyl 2-acetamido-2-deoxy-β-D-glucopyranoside
• 7-[[2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one
• 4-Methylumbelliferyl-N-acetyl-β-glucosaminide
• 2H-1-Benzopyran-2-one, 7-[[2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-4-methyl-
• Coumarin, 7-[(2-acetamido-2-deoxy-β-D-glucopyranosyl)oxy]-4-methyl-

4-amino-2-methyl-1-naphthol

CAS: 89298-62-4

Formula: C₁₁H₁₁NO

Molecular weight: 173.2111

Ref: IN-DA003YNC