69585

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

fluorogenic, ≥99.0% (TLC), powder, suitable for fluorescence

• Synonym(s): 4-Methylumbelliferyl-2-acetamido-2-deoxy-β-D-glucopyranoside
• Empirical Formula (Hill Notation): C₁₈H₂₁NO₈
• CAS Number: 37067-30-4
• Molecular Weight: 379.36
• Beilstein: 1693397
• EC Number: 253-333-0
• MDL number: MFCD00150977
• UNSPSC Code: 12352204
• PubChem Substance ID: 57652199
• NACRES: NA.32

Properties

• product name: 4-Methylumbelliferyl N-acetyl-β-D-glucosaminide, suitable for fluorescence, ≥99.0% (TLC)
• Assay: ≥99.0% (TLC)
• form: powder
• impurities: ≤0.1% free 4-methylumbelliferone
• solubility: DMF: 20 mg/mL, clear, colorless
• fluorescence: λ_ex 317 nm (pH 10.0); λ_ex 365 nm; λ_em 445 nm in aqueous buffer pH 5.0 (after cleavage by β-N-acetylglucosaminidase)
• suitability: suitable for fluorescence
• storage temp.: −20°C
• SMILES string: [H]O[H].[H]O[H].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/C18H21NO8.2H2O/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);2*1H2/t13-,15-,16-,17-,18-;;/m1../s1
• InChI key: PAVCYMSNMRWMAK-DMYIEBNJSA-N

Description

Application

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide has been used as a fluorogenic substrate in the acidic chitinase activity assay. It has also been used to measure the total activity of β-N-acetylhexosaminidase (NAGase) in water sample filtrates.

Biochem/physiol Actions

4-Methylumbelliferyl-N-acetyl-β-D-glucosaminide (4-MUF-NAG) is a synthetic uncharged fluorogenic substrate for hexosaminidases. It consists of chitin monomer (N-acetyl-β-D-glucosaminide) and 4-methylumbelliferone (7-hydroxy-4-methylcoumarin) (4-MUF). 4-MUF-NAG is used for the detection and estimation of fungal growth by measuring the β-N-acetylhexosaminidase (NAGase) activity.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Assay of β-N-acetylhexosaminidase

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves