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4-Methylumbelliferyl-beta-D-glucopyranoside

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4-Methylumbelliferyl-beta-D-glucopyranoside Basic information

Product Name:
4-Methylumbelliferyl-beta-D-glucopyranoside
Synonyms:
  • 4-METHYLUMBELLIFERYL-BETA-D-GLUCO-PYRANOSIDE FOR FLUORESCENCE 99+%
  • 4-METHYLUMBELLIFERYL BETA-D-GLUCOSIDE CRYSTALLINE
  • 4-METHYLUMBELLIFERYL-b-D-GLUCOPYRANOSIDE extrapure
  • 4-methylumberiferryl-beta-D-glucopyranoside
  • 4-Methylumbelliferryl-β-D-glucoside
  • 7-(β-D-Glucopyranosyloxy)-4-methyl-2H-1-benzopyran-2-one
  • 7-(β-D-Glucopyranosyloxy)-4-methylcoumarin
  • 4-Methylumbelliferyl-beta-D-glucopyranoside,99%
CAS:
18997-57-4
MF:
C16H18O8
MW:
338.31
EINECS:
242-736-7
Product Categories:
  • substrate
  • Substrates
  • Carbohydrates & Derivatives
  • Fluorescent Labels & Indicators
Mol File:
18997-57-4.mol
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4-Methylumbelliferyl-beta-D-glucopyranoside Chemical Properties

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)
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Safety Information

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-24/25
WGK Germany 
3
3-10-21
HS Code 
29389090

MSDS

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4-Methylumbelliferyl-beta-D-glucopyranoside Usage And Synthesis

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

Uses

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

Uses

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

Uses

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)

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.]

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