4-Methylumbelliferone
| Code | Size | Price |
|---|
| CDX-M0007-G025 | 25 g | £48.00 |
Quantity:
| CDX-M0007-G100 | 100 g | £89.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
beta-Methylumbelliferone; 4-MU; 7-Hydroxy-4-methylcoumarin; 7-Hydroxy-4-methyl-2H-1-benzopyran-2-one; 7-Hydroxy-4-methyl-2-chromenone; NSC 19026; NSC 9408; Omega 127; Pilot 447
Appearance:
Beige powder.
CAS:
90-33-5
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
InChiKey:
HSHNITRMYYLLCV-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 90-33-5. Formula: C10H8O3. MW: 176.17. 4-Methylumbelliferone (4-MU) is a selective inhibitor of hyaluronan (HA) by depletion of UDP-glucuronic acid, the common substrate for HA synthesis and downregulation of hyaluronan synthase 2 and 3, MMP2 and MMP9. Since hyaluronan (HA) is a major component of the extracellular matrix that is synthesized in excess in cancer tissues, 4-MU has been shown to have anti-cancer activity and is involved in angiogenesis, invasion and metastasis of cancer. Fluorescent pH indicator, that is highly fluorescent in alkaline solution. Exhibits a blue fluorescence at pH7. The fluorescence intensity is pH dependent and increases to a maximum at pH10 (plateau above pH10). The fluorescence at pH10.3 is approximately 100 times as intense as at pH7. Spectral data: lambdaex=360nm; lambdaem=448nm; pH > 9. 4-Methylumbelliferone is an indicator also used in the determination of nitric acid and in 4-MU-O-substrates for the kinetic investigation of enzyme activity.
MDL:
MFCD00006866
Molecular Formula:
C10H8O3
Molecular Weight:
176.17
Package Type:
Vial
Product Description:
4-Methylumbelliferone (4-MU) is a selective inhibitor of hyaluronan (HA) by depletion of UDP-glucuronic acid, the common substrate for HA synthesis and downregulation of hyaluronan synthase 2 and 3, MMP2 and MMP9. Since hyaluronan (HA) is a major component of the extracellular matrix that is synthesized in excess in cancer tissues, 4-MU has been shown to have anti-cancer activity and is involved in angiogenesis, invasion and metastasis of cancer. Fluorescent pH indicator, that is highly fluorescent in alkaline solution. Exhibits a blue fluorescence at pH7. The fluorescence intensity is pH dependent and increases to a maximum at pH10 (plateau above pH10). The fluorescence at pH10.3 is approximately 100 times as intense as at pH7. Spectral data: lambdaex=360nm; lambdaem=448nm; pH > 9. 4-Methylumbelliferone is an indicator also used in the determination of nitric acid and in 4-MU-O-substrates for the kinetic investigation of enzyme activity.
Purity:
>95% (NMR)
SMILES:
OC1=CC=C2C(OC(C=C2C)=O)=C1
Solubility Chemicals:
Soluble in DMSO (20mg/ml), ethanol (20mg/ml) or methanol (20mg/ml). Insoluble in water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.
References
(1) R.F. Chen; Anal. Lett. 1, 423 (1968) | (2) T. Nakamura, et al.; Biochem. Mol. Biol. Int. 43, 263 (1997) | (3) I. Jones, et al.; Mol. Gen. Metab. 108, S51 (2003) | (4) I. Kakizaki, et al.; J. Biol. Chem. 279, 33281 (2004) | (5) S. Yoshihara, et al.; FEBS Lett. 579, 2722 (2005) | (6) R. Nakamura, et al.; Cell Biol. Int. 31, 1022 (2007) | (7) D. Vigetti, et al.; Glycobiology 19, 537 (2009) | (8) A. Kultti, et al.; Exp. Cell Res. 315, 1914 (2009) | (9) H. Urakawa, et al.; Int. J. Cancer 130, 454 (2012) | (10) J.A. Garcia-Vilas, et al.; J. Agric. Food Chem. 61, 4063 (2013) | (11) H. Zhi, et al.; J. Spectrosc. 2013, ID 147128 (2013) | (12) N. Nagy, et al.; Front. Immunol. 6, 123 (2015) (Review) | (13) H. Ban, et al.; Anticancer Res. 35, 5231 (2015)