4-Methylumbelliferyl-β-D-glucopyranoside CAS: 18997-57-4
MF: C16H18O8
MW: 338.32
A fluorogenic substrate for β-glucosidase.

4-Methylumbelliferyl-β-D-glucopyranoside (CAS 18997-57-4)

4-Methylumbelliferyl-β-D-glucopyranoside | CAS 18997-57-4 is rated 5.0 out of 5 by 1.
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Alternate Names: 4-MU-β-D-Glc; 4-Methylumbelliferyl-β-D-glucoside
Application: 4-Methylumbelliferyl-β-D-glucopyranoside is a fluorogenic substrate for β-glucosidase
CAS Number: 18997-57-4
Molecular Weight: 338.32
Molecular Formula: C16H18O8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

4-Methylumbelliferyl-β-D-glucopyranoside (4-MU-β-D-Glc) is a sensitive fluorogenic substrate for β-glucosidase and β-glucocerebrosidase (also known as glucosylceramidase) yielding a blue fluorescent solution. Employed in the detection of beta-glucosidase as an indicator of Enterococci. 4-MU-β-D-Glc has been extensively used in work on Gaucher's disease, a lipid storage disease characterized by the accumulation of glucocerebroside due to a genetic deficiency of a β-glucosidase, glucosylceramidase. A test for Gaucher's disease, has been reported whereby 4-MU-β-D-Glc is hydrolyzed by glucosylceramidase in the presence of sodium taurocholate, which suppresses the activity of other β-glucosidases. Hydrolysis of 4-MU-β-D-Glc 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-Methylumbelliferyl-β- D-glucopyranoside and other fluorogenic substrates have been used to compare normal acid hydrolase activity with that of patients with various forms of mucopolysaccharidoses and in a study of four acid hydrolases in human kidney and urine. The use of 4-MU-β-D-Glc has also been reported in a rapid method for identifying bacterial enzymes.


References

1. K.J. Panosian, S.C. Edberg, Rapid identification of Streptococcus bovis by using combination constitutive enzyme substrate hydrolyses. J. Clin. Microbiol. 1989, 27, 1719. 2. M. Manafi, et. al., Comparison of rapid methods using fluorogenic-chromogenic assays for detecting Candida albicans. Lett. Appl. Microbiol. 1994, 18, 47. 3. P. Kampfer, et al ., Glycosidase profiles of members of the family Enterobacteriaceae. J. Clin. Microbiol. 1991, 29, 2877.

Usage :
4-Methylumbelliferyl-β- D-glucopyranoside is soluble in organic solvents such as DMSO (1 mg/ml) and N,N-dimethylformamide (5 mg/ml), yielding a clear, colorless to faint yellow solution. For enzyme assays, it is dissolved at 5 mM (1.7 mg/ml) in water or 0.2 M sodium citrate-phosphate buffer.

It is recommended that 4-Methylumbelliferyl-β- D-glucopyranoside solutions are prepared fresh daily and stored in the refrigerator until needed. 4-Methylumbelliferyl-β- D-glucopyranoside has been found to decompose overnight at room temperature.
Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO, DMF, ethanol, and 2-propanol. Insoluble in ether.
Storage :
Store at -20° C
Melting Point :
210° C
Boiling Point :
~626.9° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.64 (Predicted)
Ki Data :
CA XII: Ki= 54 nM (human); CA IX: Ki= 370 nM (human); CA I: Ki= 1 µM (human)
Fluoresence :
λex 316 nm; λem 372 nm (pH 9.1). λex 360 nm; λem 449 nm (Reaction product)
pK Values :
pKa: 12.73 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
119835
MDL Number :
MFCD00063694
EC Number :
242-736-7
Beilstein Registry :
94672
SMILES :
CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O

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Certificate of Analysis

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Regarding the product # 18997-57-4, is it cell permeable?

Asked by: Jz28sail
Thank you for your question. Yes, sc-280455, 4-Methylumbelliferyl-β- D-glucopyranoside is cell-permeable.
Answered by: Chemical Support 5
Date published: 2017-04-07

Please  provide some information how to dissolve  this substance 

Asked by: Dr Tijen Tanyalcin
Thank you for your question. The solubility for this chemical, 4-Methylumbelliferyl-β- D-glucopyranoside (CAS 18997-57-4), is listed on our website under the "Technical Information" tab (below the ordering information table). Soluble in DMSO, DMF, ethanol, and 2-propanol. Insoluble in ether.
Answered by: Technical Support
Date published: 2017-02-13
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Rated 5 out of 5 by from 4 4-Methylumbelliferyl- - D-glucopyranoside was utilized in many articles as a fluorogenic substrate for -glucosidase. -SCBT Publication Review
Date published: 2015-03-17
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