4-Methylumbelliferyl-beta-D-glucopyranoside

Synonym(s):MUD

CAS NO.：18997-57-4
Empirical Formula: C16H18O8
Molecular Weight: 338.31
MDL number: MFCD00063694
EINECS: 242-736-7
SAFETY DATA SHEET (SDS)
Update Date: 2023-09-04 15:51:00

4-Methylumbelliferyl-beta-D-glucopyranoside Structural

What is 4-Methylumbelliferyl-beta-D-glucopyranoside?

Description

4-Methylumbelliferyl-β-D-Glucopyranoside (4-MUG) is a fluorogenic substrate of β-glucosidase and β-glucocerebrosidase (also known as glucosylceramidase). In addition to its use in characterizing novel β-glucosidases, 4-MUG is used in assays to evaluate deficiency in β- glucocerebrosidase activity related to Gaucher disease. Hydrolysis of 4-MUG releases the fluorescent product 4-MU, which has an emission maximum at 445-454 nm. The excitation maximum for 4-MU is pH-dependent: 330, 370, and 385 nm at pH 4.6, 7.4, and 10.4, respectively.

Chemical properties

White Powder

The Uses of 4-Methylumbelliferyl-beta-D-glucopyranoside

A fluorogenic substrate in the assay of ?-glucosidase. Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15

The Uses of 4-Methylumbelliferyl-beta-D-glucopyranoside

A fluorogenic substrate in the assay of ?-glucosidase.Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15

The Uses of 4-Methylumbelliferyl-beta-D-glucopyranoside

4-Methylumbelliferyl β-D-glucopyranoside has been used as substrate:

in glucosylceramidase β enzyme activity assay in lysosome-enriched fractions from primary hippocampal neurons
in β-glucosidase assay during yeast fermentation
to assay glucocerebrosidase 1 (GBA1)-related glucosidase activity in macrophage cell line (RAW)

What are the applications of Application

4-Methylumbelliferyl-β-D-glucopyranoside is a fluorogenic substrate for β-glucosidase

Definition

ChEBI: A beta-D-glucoside having a 4-methylumbelliferyl substituent at the anomeric position.

Biochem/physiol Actions

4-Methylumbelliferyl β-D-glucopyranoside is a synthetic enzymatic substrate for glycosidase. It has been used as substrate for the β- glucosidase from enterococci.

Purification Methods

4-Methylumbellifer-7-yl--Dglucopyranoside crystallises as the half hydrate from hot H2O. [Constantzas & Kocourek Collect Czech Chem Commun 24 1099 1959, De Re et al. Ann Chim (Rome) 4 9 2089 1959, Courtin-Duchateau & Veyrière Carbohydr Research 65 23, 29 1978, Beilstein 18 III/IV 5152, 8 IV 433, 18/7 V 616.]

Properties of 4-Methylumbelliferyl-beta-D-glucopyranoside

Melting point:	258-263 °C (dec.)
Boiling point:	394.46°C (rough estimate)
Density	1.522
refractive index	1.4430 (estimate)
storage temp.	Sealed in dry,Store in freezer, under -20°C
solubility	DMF: 5 mg/ml; DMSO: 50 mg/ml
pka	12.73±0.70(Predicted)
form	Powder
color	White to off-white
Water Solubility	Soluble in DMF or water
λmax	320nm(Buffer)(lit.)
BRN	94672
CAS DataBase Reference	18997-57-4(CAS DataBase Reference)

Safety information for 4-Methylumbelliferyl-beta-D-glucopyranoside

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.