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4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (CAS 53643-13-3)

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Alternate Names:
4-METHYL-7-COUMARINYL-TRI-N-ACETYL-BETA-CHITOTRIOSIDE
CAS Number:
53643-13-3
Molecular Weight:
785.75
Molecular Formula:
C34H47N3O18
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-N,N′,N′′-triacetylchitotrioside is a fluorogenic substrate used in enzymatic research to study the activity of certain enzymes, such as β-N-acetylhexosaminidases. When these enzymes catalyze the hydrolysis of 4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, they release a 4-methylumbelliferone moiety, which is highly fluorescent. This property makes it particularly useful for monitoring enzyme activity in real-time and for quantifying the amount of enzyme present in a sample. It is also employed in the investigation of enzyme kinetics and the specificity of enzyme-substrate interactions. This compound finds relevance in various areas of biological research, including the study of lysosomal storage conditions, where the proper functioning of β-N-acetylhexosaminidases is crucial.


4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (CAS 53643-13-3) References

  1. Genomic analysis and initial characterization of the chitinolytic system of Microbulbifer degradans strain 2-40.  |  Howard, MB., et al. 2003. J Bacteriol. 185: 3352-60. PMID: 12754233
  2. Effect of different carbon sources on endochitinase production by Colletotrichum gloeosporioides.  |  Souza, RF., et al. 2005. Curr Microbiol. 51: 16-21. PMID: 15971091
  3. Proteins of the Rpf (resuscitation promoting factor) family are peptidoglycan hydrolases.  |  Telkov, MV., et al. 2006. Biochemistry (Mosc). 71: 414-22. PMID: 16615861
  4. Identification, expression and bioactivity of a chitotriosidase-like homolog in amphioxus: dependence of enzymatic and antifungal activities on the chitin-binding domain.  |  Xu, N. and Zhang, S. 2012. Mol Immunol. 51: 57-65. PMID: 22425351
  5. Chitotriosidase variants in patients with Gaucher disease. Implications for diagnosis and therapeutic monitoring.  |  Irún, P., et al. 2013. Clin Biochem. 46: 1804-7. PMID: 24060732
  6. Blood spot versus plasma chitotriosidase: a systematic clinical comparison.  |  Elmonem, MA., et al. 2014. Clin Biochem. 47: 38-43. PMID: 24177195
  7. Functional characterization of chitinase-3 reveals involvement of chitinases in early embryo immunity in zebrafish.  |  Teng, Z., et al. 2014. Dev Comp Immunol. 46: 489-98. PMID: 24968080
  8. Characterization of an acidic chitinase from seeds of black soybean (Glycine max (L) Merr Tainan No. 3).  |  Chang, YM., et al. 2014. PLoS One. 9: e113596. PMID: 25437446
  9. The best of both worlds: active enzymes by grafting-to followed by grafting-from a protein.  |  Falatach, R., et al. 2015. Chem Commun (Camb). 51: 5343-6. PMID: 25530198
  10. Soybean seed coat chitinase as a defense protein against the stored product pest Callosobruchus maculatus.  |  Silva, NC., et al. 2018. Pest Manag Sci. 74: 1449-1456. PMID: 29250895
  11. Purification, biochemical/biophysical characterization and chitooligosaccharide binding to BGL24, a new PP2-type phloem exudate lectin from bottle gourd (Lagenaria siceraria).  |  Mondal, S. and Swamy, MJ. 2020. Int J Biol Macromol. 164: 3656-3666. PMID: 32890565
  12. Hydrolysis of 4-methylumbelliferyl N-acetyl-chitotrioside catalyzed by hen and turkey lysozymes. pH dependence of the kinetics constants.  |  Yang, Y. and Hamaguchi, K. 1980. J Biochem. 87: 1003-14. PMID: 7390976
  13. Kinetic analysis of barley chitinase.  |  Hollis, T., et al. 1997. Arch Biochem Biophys. 344: 335-42. PMID: 9264547
  14. Serum chitotriosidase activity in Gaucher patients on enzyme replacement therapy (ERT).  |  Czartoryska, B., et al. 1998. Clin Biochem. 31: 417-20. PMID: 9721443

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, 1 mg

sc-216940
1 mg
$107.00

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, 5 mg

sc-216940A
5 mg
$418.00

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, 10 mg

sc-216940B
10 mg
$819.00

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, 50 mg

sc-216940C
50 mg
$3325.00

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, 1 g

sc-216940D
1 g
$34078.00

What is the solubility of this product?

Asked by: hawkeye11
Thank you for your question. This product is soluble in DMSO (10-20 mg/ml), methanol: water (1: 1) (10 mg/ml), and pyridine: water (1: 1) (4.90-5.10 mg/ml). Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2016-12-20
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Rated 5 out of 5 by from ChangChang, et al. (PubMed ID 25437446) used 4-Methylumbelliferyl -D-N,N',N''-triacetylchitotrioside as a substrate in the process of purifying acidic chitinase from black soybean seeds (via ammonium sulfate fractionation and 3 successive steps of column chromatography). -SCBT Publication Review
Date published: 2015-02-27
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4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside is rated 5.0 out of 5 by 1.
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