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

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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.

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4-Methylumbelliferyl-β-D-glucopyranoside (4-MU-beta-D-Glc) is a sensitive fluorogenic substrate for beta-glucosidase and β-glucocerebrosidase (also known as glucosylceramidase) yielding a blue fluorescent solution. It is employed in the detection of beta-glucosidase as an indicator of Enterococci. 4-Methylumbelliferyl-β-D-glucopyranoside 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-Methylumbelliferyl-β-D-glucopyranoside is hydrolyzed by glucosylceramidase in the presence of sodium taurocholate, which suppresses the activity of other β-glucosidases. Hydrolysis of 4-Methylumbelliferyl-β-D-glucopyranoside 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-Methylumbelliferyl-β-D-glucopyranoside has also been reported in a rapid method for identifying bacterial enzymes.


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

  1. Mechanism of the hydrolysis of 4-methylumbelliferyl-beta-D-glucoside by germinating and outgrowing spores of Bacillus species.  |  Setlow, B., et al. 2004. J Appl Microbiol. 96: 1245-55. PMID: 15139916
  2. A microfluidic device with fluorimetric detection for intracellular components analysis.  |  Kwapiszewski, R., et al. 2011. Biomed Microdevices. 13: 431-40. PMID: 21222164
  3. Rapid identification of Streptococcus bovis by using combination constitutive enzyme substrate hydrolyses.  |  Panosian, KJ. and Edberg, SC. 1989. J Clin Microbiol. 27: 1719-22. PMID: 2570081
  4. Purification and enzymatic characterization of a novel β-1,6-glucosidase from Aspergillus oryzae.  |  Watanabe, A., et al. 2016. J Biosci Bioeng. 121: 259-64. PMID: 26320404
  5. Purification and characterization of an extracellular β-glucosidase from Sporothrix schenckii.  |  Hernández-Guzmán, A., et al. 2016. FEBS Open Bio. 6: 1067-1077. PMID: 27833847
  6. Hydrolysis of a naturally occurring beta-glucoside by a broad-specificity beta-glucosidase from liver.  |  LaMarco, KL. and Glew, RH. 1986. Biochem J. 237: 469-76. PMID: 3099756
  7. Partial purification and characterization of Naegleria fowleri beta-glucosidase.  |  Das, S., et al. 1987. J Protozool. 34: 68-74. PMID: 3106621
  8. Purification and characterization of a beta-glucosidase from Trichoderma reesei.  |  Chirico, WJ. and Brown, RD. 1987. Eur J Biochem. 165: 333-41. PMID: 3109900
  9. Validation and assessment of preanalytical factors of a fluorometric in vitro assay for glucocerebrosidase activity in human cerebrospinal fluid.  |  Oftedal, L., et al. 2020. Sci Rep. 10: 22098. PMID: 33328543
  10. Links among Microbial Communities, Soil Properties and Functions: Are Fungi the Sole Players in Decomposition of Bio-Based and Biodegradable Plastic?  |  Guliyev, V., et al. 2022. Polymers (Basel). 14: PMID: 35890577
  11. The influence of coagulant type on the biological treatment of sewage sludge.  |  Cainglet, A., et al. 2023. Sci Total Environ. 869: 161706. PMID: 36682549
  12. Characterization of the activation of rat liver beta-glucosidase by sialosylgangliotetraosylceramide.  |  Basu, A. and Glew, RH. 1985. J Biol Chem. 260: 13067-73. PMID: 3932339
  13. Lysosomal beta-glucosidase of rat liver.  |  Fabbro, D., et al. 1984. Enzyme. 31: 122-7. PMID: 6426948
  14. Heterozygote detection of type I Gaucher disease using blood platelets.  |  Nakagawa, S., et al. 1982. Clin Chim Acta. 118: 99-107. PMID: 6797762

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Methylumbelliferyl-β-D-glucopyranoside, 1 g

sc-280455
1 g
$153.00

4-Methylumbelliferyl-β-D-glucopyranoside, 5 g

sc-280455A
5 g
$265.00

4-Methylumbelliferyl-β-D-glucopyranoside, 25 g

sc-280455B
25 g
$459.00

4-Methylumbelliferyl-β-D-glucopyranoside, 100 g

sc-280455C
100 g
$1758.00

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

Would you tell me the difference of 4-Methylumbelliferyl-β-D-glucopyranoside with 4-Methylumbelliferyl-β-D-glucuronide (MUG) Thank you so much!

Asked by: Rosie
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Rated 5 out of 5 by from 44-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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4-Methylumbelliferyl-β-D-glucopyranoside is rated 5.0 out of 5 by 1.
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