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Merck

69585

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

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

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C18H21NO8
Numéro CAS:
Poids moléculaire :
379.36
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
253-333-0
MDL number:
Beilstein/REAXYS Number:
1693397
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Nom du produit

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

Quality Level

assay

≥99.0% (TLC)

form

powder

impurities

≤0.1% free 4-methylumbelliferone

solubility

DMF: 20 mg/mL, clear, colorless

fluorescence

λex 317 nm (pH 10.0), λex 365 nm; λem 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

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.


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Classe de stockage

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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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
Xiaoxiong Zeng et al.
Biotechnology letters, 27(19), 1461-1465 (2005-10-19)
4-Methylumbelliferyl N-acetyllactosaminide and 4-methylumbelliferyl sialyl N-acetyllactosaminides, which are used for the assay of sialytransferase, neuraminidase and fucosyltransferase, were synthesized, respectively, by the beta-D: -galactosidase from Bacillus circulans and by a recombinant rat alpha2,3-(N)-sialyltransferase or rat liver alpha2,6-(N)-sialyltransferase with CMP-N-acetylneuraminic acid
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.



Numéro d'article de commerce international

RéférenceGTIN
69585-1G04061824212037
69585-250MG04061832780955