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| | 4-Methylumbelliferyl-beta-D-glucopyranoside Basic information |
| | 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 | | InChI | InChI=1/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13+,14+,15-,16-/s3 | | InChIKey | YUDPTGPSBJVHCN-ZDHZLMEDNA-N | | SMILES | C12OC(C=C(C)C=1C=CC(O[C@H]1[C@H](O)[C@H]([C@@H](O)[C@@H](CO)O1)O)=C2)=O |&1:11,12,14,15,17,r| | | CAS DataBase Reference | 18997-57-4(CAS DataBase Reference) |
| | 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 | 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)
| | 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 | | 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.] | | References | [1] ALICIA HERNáNDEZ-GUZMáN. Purification and characterization of an extracellular β-glucosidase from Sporothrix schenckii[J]. FEBS Open Bio, 2016, 6 11: 1067-1077. DOI: 10.1002/2211-5463.12108
[2] RADOSAW KWAPISZEWSKI. A microfluidic device with fluorimetric detection for intracellular components analysis[J]. Biomedical Microdevices, 2011, 13 3: 431-440. DOI: 10.1007/s10544-011-9511-0
[3] MEERA SHANMUGANATHAN Philip B M. Inhibitor screening of pharmacological chaperones for lysosomal β-glucocerebrosidase by capillary electrophoresis[J]. Analytical and Bioanalytical Chemistry, 2011, 399 8: 2843-2853. DOI: 10.1007/s00216-011-4671-6 |
| | 4-Methylumbelliferyl-beta-D-glucopyranoside Preparation Products And Raw materials |
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