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M2133

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

Name: 4-Methylumbelliferyl N-acetyl-&#946;-<SC>D</SC>-glucosaminide
Brand: SIGMA

β-N-acetylhexosaminidase substrate, fluorogenic, ≥98% (TLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₁NO₈

CAS Number:

37067-30-4

Molecular Weight:

379.36

UNSPSC Code:

12352204

PubChem Substance ID:

24896605

NACRES:

NA.32

EC Number:

253-333-0

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Product Name

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide, β-N-acetylhexosaminidase substrate

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

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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.

Fluorogenic substrate for β-N-acetylhexosaminidase

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

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.

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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Quantification of Chitinase Activity in Fusarium oxysporum

Ruiz-Roldan, Carmen and Roncero, M Isabel G

Bio-protocol, 6(15), 98-102 (2016)

beta-N-Acetylhexosaminidases HEXO1 and HEXO3 are responsible for the formation of paucimannosidic N-glycans in Arabidopsis thaliana

Liebminger E, et al.

Test, 286(12), 10793-10802 (2011)

Purification and characterization of beta-N-acetylhexosaminidase I2 from human liver

Dewji NN, et al.

The Biochemical Journal, 234(1), 157-162 (1986)

Considerations in the storage of soil samples for enzyme activity analysis

Peoples MS and Koide RT

Applied soil ecology : a section of Agriculture, Ecosystems & Environment, 62(1), 98-102 (2012)

A novel gene editing system to treat both Tay-Sachs and Sandhoff diseases.

Li Ou et al.

Gene therapy, 27(5), 226-236 (2020-01-04)

The GM2-gangliosidoses are neurological diseases causing premature death, thus developing effective treatment protocols is urgent. GM2-gangliosidoses result from deficiency of a lysosomal enzyme β-hexosaminidase (Hex) and subsequent accumulation of GM2 gangliosides. Genetic changes in HEXA, encoding the Hex α subunit

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Global Trade Item Number

SKU	GTIN
M2133-250MG	04061835546145
M2133-25MG	04061834041610
M2133-5MG	04061831159592
M2133-1G	04061835546138
M2133-100MG	04061834041603

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