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

Name: 4-Methylumbelliferyl N-acetyl-β-<SC>D</SC>-glucosaminide
Brand: SIGMA

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):

C₁₈H₂₁NO₈

Número CAS:

37067-30-4

Peso molecular:

379.36

NACRES:

NA.32

PubChem Substance ID:

57652199

UNSPSC Code:

12352204

EC Number:

253-333-0

MDL number:

MFCD00150977

Beilstein/REAXYS Number:

1693397

Nombre del producto

4-Methylumbelliferyl N-acetyl-β-D-glucosaminide, suitable for fluorescence, ≥99.0% (TLC)

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

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

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

Quality Level

100

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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.

Clase de almacenamiento

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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Certificados de análisis (COA)

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A rapid method for detection of N-acetylglucosaminidase-type chitinase activity in crossed immunoelectrophoresis and sodium dodecyl sulfate-polyacrylamide gel electrophoresis gels using 4-methylumbelliferyl-N-acetyl-D-glucosaminide as substrate.

K S Chen et al.

Electrophoresis, 15(5), 662-665 (1994-05-01)

A method for the detection of N-acetylglucosaminidase (GlcNAcase) activity has been developed by using 4-methyl-umbelliferyl-N-acetyl-D-glucosaminide (4-MU-GlcNAc) as substrate in crossed immunoelectrophoresis (CIE) and sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE) gels. Visualization of the reaction with a 366 nm ultra-violet light

Biochemical characterization of beta-hexosaminidase in different biological specimens from eleven patients with GM2-gangliosidosis B1 variant.

M G Ribeiro et al.

Journal of inherited metabolic disease, 14(5), 715-720 (1991-01-01)

GM2-gangliosidosis B1 variant is thought to be a rare disorder with a wide geographical and ethnic distribution. We report the biochemical findings obtained in different specimens from a group of 11 B1 variant patients originating from the north of Portugal.

Overexpression and characterization of a novel chitinase from Trichoderma atroviride strain P1.

Ingunn A Hoell et al.

Biochimica et biophysica acta, 1748(2), 180-190 (2005-03-17)

We describe the overexpression and characterization of a new 30 kDa family 18 chitinase (Ech30) from Trichoderma atroviride strain P1. Sequence alignments indicate that the active site architecture of Ech30 resembles that of endochitinases such as hevamine from the rubber

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

N N Dewji et al.

The Biochemical journal, 234(1), 157-162 (1986-02-15)

beta-N-Acetylhexosaminidase I2 was purified from human liver by a combination of concanavalin A chromatography, DEAE-cellulose chromatography, gel filtration and affinity chromatography on 2-acetamido-N-(6-aminohexanoyl)-2-deoxy-beta-D-glucopyranosylamine coupled to CNBr-activated Sepharose 4B. Its specific activity was 130 mumol/min per mg of protein compared with

Ontogeny and diurnal patterns of molecular gene expression and activity of digestive enzymes in developing greater amberjack

Gamberoni P, et al.

Aquaculture (Amsterdam, Netherlands), 534, 736330-736330 (2021)

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