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M1508

Sigma-Aldrich

4-Methylumbelliferone sodium salt

fluorogenic, ≥98% (HPLC), crystalline

Synonyme(s) :

β-Methylumbelliferone, 7-Hydroxy-4-methylcoumarin

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About This Item

Formule linéaire :
C10H7O3Na
Numéro CAS:
5980-33-6
Poids moléculaire :
198.15
Numéro CE :
227-790-1
Numéro MDL:
MFCD00069856
Code UNSPSC :
12352204
ID de substance PubChem :
24896658
Nomenclature NACRES :
NA.32

product name

4-Methylumbelliferone sodium salt, ≥98% (HPLC), crystalline

Pureté

≥98% (HPLC)

Forme

crystalline

Couleur

yellow

Solubilité

water: 50 mg/mL

Chaîne SMILES 

[Na+].CC1=CC(=O)Oc2cc([O-])ccc12

InChI

1S/C10H8O3.Na/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9;/h2-5,11H,1H3;/q;+1/p-1

Clé InChI

JGMQHDNPUCPRQE-UHFFFAOYSA-M

Description générale

4-methylumbelliferone (4-MU) is a coumarin derivative.

Application

4-Methylumbelliferone sodium salt has been used:
  • as a substrate to analyze the enzyme kinetics of its glucuronidation in the human liver
  • as a standard to quantify the free 4-methylumbelliferone released as a result of enzyme-substrate action
  • in cell survival assay to inhibit hyaluronan (HA) production and to study its effect on chemoresistance in ovarian cancer

Actions biochimiques/physiologiques

4-methylumbelliferone (4-MU) serves as a hyaluronan (HA) synthesis blocker. It exhibits anti-inflammatory, anti-fibrogenic, and antitumor properties. 4-MU is used to treat biliary spasms and might also be beneficial in nonalcoholic steatohepatitis (NASH), inflammation, hepatocyte injury, and fibrotic response. 4-MU is known to be glucuronidated by most of the uridine 5ฺ-diphospho-glucuronosyltransferase (UGT) isoforms of the human liver. This makes it a potent probe substrate to examine the overall hepatic UGTs activity.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Valérie Jaulneau et al.
Journal of biomedicine & biotechnology, 2010, 525291-525291 (2010-05-07)
The industrial use of elicitors as alternative tools for disease control needs the identification of abundant sources of them. We report on an elicitor obtained from the green algae Ulva spp. A fraction containing most exclusively the sulfated polysaccharide known
Ai-Sheng Xiong et al.
PloS one, 6(11), e26773-e26773 (2011-11-19)
A β-glucuronidase variant, GUS-TR3337, that was obtained by directed evolution exhibited higher thermostability than the wild-type enzyme, GUS-WT. In this study, the utility of GUS-TR337 as an improved reporter was evaluated. The corresponding gus-tr3337 and gus-wt genes were independently cloned
Gale E Smith et al.
Virology, 509, 90-97 (2017-06-19)
Avian influenza A (H5N1) viruses represent a growing threat for an influenza pandemic. The presence of widespread avian influenza virus infections further emphasizes the need for vaccine strategies for control of pre-pandemic H5N1 and other avian influenza subtypes. Influenza neuraminidase
Matías A Pibuel et al.
Glycobiology, 31(1), 29-43 (2020-05-31)
Glioblastoma (GBM), the most frequent primary tumor of the central nervous system, has a median survival of 14.6 months. 4-Methylumbelliferone (4MU) is a coumarin derivative widely used as a hyaluronan synthesis inhibitor with proven antitumor activity and without toxic effects reported.
Rebecca M DuBois et al.
PLoS pathogens, 7(12), e1002398-e1002398 (2011-12-07)
Highly pathogenic avian influenza viruses of the H5N1 subtype continue to threaten agriculture and human health. Here, we use biochemistry and x-ray crystallography to reveal how amino-acid variations in the hemagglutinin (HA) protein contribute to the pathogenicity of H5N1 influenza
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