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M2133 Sigma-Aldrich

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide

β-N-acetylhexosaminidase substrate

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

  • CAS Number 37067-30-4

  • Empirical Formula (Hill Notation) C18H21NO8

  • Molecular Weight 379.36

  •  EC Number 253-333-0

  •  PubChem Substance ID 24896605

  •  NACRES NA.32

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Properties

Related Categories Acetylglucosaminidase, beta-N-, Acetylglucosaminide, Biochemicals and Reagents, Enzyme Substrates, Enzymes, Inhibitors, and Substrates,
Quality Level   200
assay   ≥98% (TLC)
form   powder
solubility   DMF: 20 mg/mL, clear, colorless to faintly yellow
storage temp.   −20°C
SMILES string   CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2ccc3C(C)=CC(=O)Oc3c2
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   QCTHLCFVVACBSA-XWEABGILSA-N

Description

General description

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide (4-MUF-NAG) contains chitin monomer, N-acetyl-D-glucosamine (NAG) and a 4-methylumbelliferone (7-hydroxy-4-methylcoumarin) (4-MUF) moiety.

Application

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide has been used as a substrate for assaying
• β-N-acetylglucosaminidase (NAGase) from soil samples
• chitinase from Fusarium oxysporum using fluorimetric assay
• β-N-acetylhexosaminidases from Arabidopsis thaliana roots and leaves samples

Packaging

1 g in poly bottle

25, 100, 250 mg in poly bottle

Biochem/physiol Actions

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide (4-MUF-NAG) is a synthetic fluorogenic substrate for N-acetyl-β-D-glucosaminidase (NAGase). The enzyme functionality is assessed by its ability to hydrolyze the N-acetyl-D-glucosamine (NAG) residue in 4-MUF-NAG. 4-MUF-NAG is also a substrate for Chitinase and N-acetylhexosaminidase.

Substrates

Fluorogenic substrate for β-N-acetylhexosaminidase

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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