4-Methylumbelliferyl glucoside

CAS: 18997-57-4

Artikel Nr: B6002

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Category:

Properties

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

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

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

Safety

Hazard Codes:            T+

Risk Statements:        26/27/28

Safety Statements:    22-24/25

WGK Germany:          3

F:         3-10-21

Signal word: Warning

Hazard statements: H302-H315-H319-H335

Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

 

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.

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

 

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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