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18997-57-4

18997-57-4 Structure

18997-57-4 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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. 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
[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
Spectrum DetailBack Directory
[Spectrum Detail]

4-Methylumbelliferyl-beta-D-glucopyranoside(18997-57-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Methylumbelliferyl-beta-D-glucopyranoside, 99%(18997-57-4)
[Sigma Aldrich]

18997-57-4(sigmaaldrich)
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