4-Methylumbelliferyl-beta-D-glucopyranoside

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
4-Methylumbelliferyl-beta-D-glucopyranoside Structure
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
pka12.73±0.70(Predicted)
form Powder
color White to off-white
Water Solubility Soluble in DMF or water
λmax320nm(Buffer)(lit.)
BRN 94672
CAS DataBase Reference18997-57-4(CAS DataBase Reference)
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
4-Methylumbelliferyl-beta-D-glucopyranoside Usage And Synthesis
Description4-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 PropertiesWhite Powder
UsesA fluorogenic substrate in the assay of ?-glucosidase. Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15
UsesA fluorogenic substrate in the assay of ?-glucosidase.Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15
Uses4-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)

DefinitionChEBI: A beta-D-glucoside having a 4-methylumbelliferyl substituent at the anomeric position.
Biochem/physiol Actions4-Methylumbelliferyl β-D-glucopyranoside is a synthetic enzymatic substrate for glycosidase. It has been used as substrate for the β- glucosidase from enterococci.
Purification Methods4-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.]
4-Methylumbelliferyl-beta-D-glucopyranoside Preparation Products And Raw materials
Preparation Products4’-Methylumbelliferyl 2,3,4,-Tri-O-acetyl-6-O-trityl-β-D-glucopyranoside
4-Methylumbelliferyl 3,4,6-Tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-a-L-fucopyranosyl)-b-D-galactopyranoside 4-Methylumbelliferylb-D-gentiotrioside 4-CHLOROMETHYL-6,8-DIFLUOROUMBELLIFERYL-BETA-D-GALACTOPYRANOSIDE 4-METHYLUMBELLIFERYL B-D-CELLOTRIOSIDE 6-Hexadecanoylamido-4-methylumbelliferyl-beta-D-galactopyranoside 4-Methylumbelliferyl 4-O-(a-L-Fucopyranosyl)-b-D-galactopyranoside 4-Methylumbelliferyl 3,6-Di-O-benzoyl-b-D-galactopyranoside 4-(TRIFLUOROMETHYL)UMBELLIFERYL-BETA-D-GLUCOPYRANOSIDE 4-METHYLUMBELLIFERYL 3,4,6-TRI-O-ACETYL-B-D-GALACTOPYRANOSIDE 4-METHYLUMBELLIFERYL-BETA-D-CELLOBIOPYRANOSIDE 4-METHYLUMBELLIFERYL-BETA-D-CELLOBIOPYRANOSIDE HYDRATE 4-METHYLUMBELLIFERYL-BETA-D-LACTOSIDE 4-Methylumbelliferylbeta-D-galactopyranoside-6-sulfatesodiumsalt 4-(TRIFLUOROMETHYL)UMBELLIFERYL-BETA-D-GALACTOPYRANOSIDE 6,8-DIFLUORO-4-HEPTADECYLUMBELLIFERYL BETA-D-GALACTOPYRANOSIDE 4-Methylumbelliferyl 2,3,6-Tri-O-benzoyl-b-D-galactopyranoside 4-Methylumbelliferyl-beta-D-glucopyranoside 4-Methylumbelliferyl 4,6-O-Benzylidene-b-D-galactopyranoside

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