Product M0041
Trifluoromethylumbelliferone (TFMU)
( 4-Trifluoromethyl-7-hydroxycoumarin)



 

 

Molecular Weight: 230.14

Storage: RT, L

[C=Cold D=Desiccated F=Frozen L=Light Sensitive RT=Room Temperature]

Soluble: MeOH

Absorption: (in nm) 385

Emission: (in nm) 502

Extinction (103): 16

Molecular Formula: C10H5F3O3

CAS Number: [575-03-1]

Alternative Name: 4-Trifluoromethyl-7-hydroxycoumarin

Unit Price (USD): 100 mg $28.90

Bulk Price/unit (when you buy 5 or more): $23.12

Description:
Trifluoromethylumbelliferone is a slightly longer wavelength analog of 4-methylcoumarin (4-MU) that also has a pKa that more closely matches physiological pH values. See: "A Fluorescence Staining Method for the Demonstration and Measurement of Lysosomal Enzyme Activities in Single Cells." G. Luyten, et al. J. Histochem. Cytochem. 33: 965 (1985).

Note:
The spectra is pH dependent (pKa ~ 7.3), below which abs. shifts to shorter wave lengths (325-340nm) and fluorescence intensity decreases.

Application:
Blue-fluorophore, standard for Product M0252 and Product M0522.

References:

  • "Spectral studies of tert-butyl isothiocyanate-inactivated P450 2E1." Kent UM, Roberts-Kirchhoff ES, Moon N, Dunham WR, Hollenberg PF. Biochemistry 40: 7253-7261 (2001).
  • "CYP isoform induction screening in 96-well plates: use of 7-benzyloxy-4-trifluoromethylcoumarin as a substrate for studies with rat hepatocytes." Price RJ, Surry D, Renwick AB, Meneses-Lorente G, Lake BG, Evans DC. Xenobiotica 30(8): 781-795 (2000).
  • "Anti-AIDS Agents 37. Synthesis and Structure-Activity Relationships of (3R,4R)-(+)-cis-Khellactone Derivatives as Novel Potent Anti-HIV Agents." Xie L, Takeuchi Y, Cosentino LM, Lee KH. Journal of Medicinal Chemistry 42(14): 2662-2672 (1999).
  • "High-performance liquid chromatographic method for measurement of cytochrome P450-mediated metabolism of 7-ethoxy-4-trifluoromethylcoumarin." Morse MA, Lu J. Journal of Chromatography, B: Biomedical Sciences and Applications 708(1&2): 290-293 (1998).
  • "Mechanism-based inactivation of cytochrome P450 2B1 by 8-methoxypsoralen and several other furanocoumarins." Koenigs LL, Trager WF. Biochemistry 37: 13184-13193 (1998).
  • "Examination of purported probes of human CYP2B6." Ekins S, VandenBranden M, Ring BJ, Wrighton SA. Pharmacogenetics 7(3): 165-179 (1997).
  • "Mechanistic studies of 9-ethynylphenanthrene-inactivated cytochrome P450 2B1." Roberts ES, Ballou DP, Hopkins NE, Alworth WL, Hollenberg PF. Arch. Biochem. Biophys. 323: 303-312 (1995).
  • "A highly sensitive tool for the assay of cytochrome P450 enzyme activity in rat, dog and man. Direct fluorescence monitoring of the deethylation of 7-ethoxy-4-trifluoromethylcoumarin." Buters JT, Schiller CD, Chou RC. Biochemical Pharmacology 46(9): 1577-84 (1993 Nov 2).
  • "Histochemical, Spectrophotometric, and Fluorometric GUS Substrates." Naleway JJ. GUS Protocols: Using the GUS Gene as a Reporter of Gene Expression, Gallapher SR, Ed. pp. 61-76 (1992).
  • "Carbon-13 NMR of (trifluoromethyl)coumarins." Pastor RE, Fabron J, Cambon A, Hu Y. Can. J. Chem. 65(6): 1356-60 (1987).
  • "Lasing properties of 7-hydroxy-4-trifluoromethylcoumarin under excimer laser pumping." Loboda LI, Sokolova IV, Ilchenko AY, Kopylova TN. Kvantovaya Elektron. (Moscow) 13(1): 183-6 (1986).
  • "Water-soluble coumarin dyes for flashlamp-pumped dye lasers." Drexhage KH, Erikson GR, Hawks GH, Reynolds GA. Opt. Commun. 15(3): 399-403 (1975).

    •


    Keywords:

    Trifluoromethylumbelliferone, TFMU, umbelliferone, Marker Gene