| Identification | More | [Name]
4-Methylumbelliferyl-beta-D-glucopyranoside | [CAS]
18997-57-4 | [Synonyms]
4-METHYLUMBELLIFERYL B-D-GALACTOPYRANOSIDE
4-METHYLUMBELLIFERYL-B-D-GALACTOSIDE
4-METHYLUMBELLIFERYL-B-D-GLUCOPYRANOSIDE
4-METHYLUMBELLIFERYL-B-D-GLUCOSIDE
4-METHYLUMBELLIFERYL-BETA-D-GALACTOPYRANOSIDE
4-METHYLUMBELLIFERYL-BETA-D-GALACTOSIDE
4'-METHYLUMBELLIFERYL-BETA-D-GLUCOPYRANOSIDE
4-METHYLUMBELLIFERYL-BETA-D-GLUCOPYRANOSIDE
4-METHYLUMBELLIFERYL BETA-D-GLUCOSIDE
4-MU-BETA-D-GAL
4-MU-BETA-D-GLC
7-HYDROXY-4-METHYLCUMARIN-BETA-D-GALACTOPYRANOSID
7-HYDROXY-4-METHYLCUMARIN-BETA-D-GLUCOPYRANOSID
GLC1-B-4MU
METHYLUMBELLIFERYL-B-D-GALACTOPYRANOSIDE, 4-
METHYLUMBELLIFERYL-B-D-GLUCOPYRANOSIDE, 4-
MUD
MUG
MU-GAL
MUGALACTOSIDE | [EINECS(EC#)]
228-185-5 | [Molecular Formula]
C16H18O8 | [MDL Number]
MFCD00036773 | [Molecular Weight]
338.31 | [MOL File]
18997-57-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White Powder | [Melting point ]
258-263 °C (dec.)
| [Boiling point ]
394.46°C (rough estimate) | [density ]
1.522 | [refractive index ]
1.4430 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
DMF: 5 mg/ml; DMSO: 50 mg/ml | [form ]
Powder | [pka]
12.73±0.70(Predicted) | [color ]
White to off-white | [Water Solubility ]
Soluble in DMF or water | [Usage]
A fluorogenic substrate in the assay of ?glucosidase.
Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 1 | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
3-10-21 | [HS Code ]
29389090 |
| Hazard Information | Back Directory | [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.1,2,3 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.4 | [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 | [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] RADOS?AW 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 |
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