215868-23-8

Usage

Uses

Used in Diagnostic Applications:
6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a diagnostic agent for the detection of natural killer (NK) cell activity. The expression is: 6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a diagnostic agent for [application reason] the detection of natural killer cell-activity.
In the field of immunology, DIFMU serves as a valuable tool for assessing the functionality of NK cells, which are crucial components of the immune system. NK cells play a vital role in the defense against viral infections and cancer by recognizing and eliminating infected or transformed cells. The use of DIFMU in diagnostic assays allows researchers and clinicians to evaluate the effectiveness of NK cell-mediated immune responses, which can be crucial in understanding and managing various diseases.
Used in Pharmaceutical Research:
6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a research compound in the development of new drugs and therapies. The expression is: 6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a research compound for [application reason] the development of new drugs and therapies.
In the pharmaceutical industry, DIFMU can be employed as a starting material or a structural motif for the synthesis of novel drug candidates. Its unique chemical properties, such as the presence of fluorine atoms and the hydroxyl group, can be exploited to design molecules with improved pharmacokinetic and pharmacodynamic profiles. Additionally, the coumarin core of DIFMU is a well-known scaffold in medicinal chemistry, with numerous examples of bioactive compounds derived from this structure.
Used in Chemical Synthesis:
6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a synthetic intermediate for the preparation of various chemical compounds. The expression is: 6,8-DIFLUORO-7-HYDROXY-4-METHYLCOUMARIN is used as a synthetic intermediate for [application reason] the preparation of various chemical compounds.
DIFMU's structural features make it an attractive building block for the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its reactivity can be further enhanced through functional group manipulation, allowing for the introduction of additional functional groups or the formation of complex molecular architectures. This versatility makes DIFMU a valuable asset in the field of chemical synthesis.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 195136-71-1 2,4-difluorobenzene-1,3-diol 
• 551-62-2 1,2,3,4-tetrafluorobenzene 
• 195136-63-1 1,3-difluoro-2,4-dimethoxy-5-nitrobenzene 
• 195136-67-5 1-amino-3,5-difluoro-2,4-dimethoxybenzene 
• 108-46-3 recorcinol 
• 195136-69-7 2,4-difluoro-1,3-dimethoxybenzene 

Downstream Products

• 215868-24-9 6,8-difluoro-7-ethoxy-4-methylcoumarin 
• 215868-53-4 6,8-difluoro-O-(4,5-dimethoxy-2-nitrobenzyl)-7-hydroxy-4-methylcoumarin 
• 215868-26-1 6',8'-difluoro-4’-methylumbelliferyl α-D-glucopyranoside 

Relevant academic research and scientific papers

Measurements of kinetic parameters in a microfluidic reactor

Continuous flow microfluidic reactors that use immobilized components of enzymatic reactions present special challenges in interpretation of kinetic data. This study evaluates the difference between mass-transfer effects and reduced efficiencies of an enz

Lipase polystyrene giant amphiphiles

A new type of giant amphiphilic molecule has been synthesized by covalently connecting a lipase enzyme headgroup to a maleimide-functionalized polystyrene tail (40 repeat units). The resulting biohybrid forms catalytic micellar rods in water. Copyright

Deglycase-activity oriented screening to identify DJ-1 inhibitors

The oncoprotein and Parkinson's disease-associated enzyme DJ-1/PARK7 has emerged as a promiscuous deglycase that can remove methylglyoxal-induced glycation adducts from both proteins and nucleotides. However, dissecting its structural and enzymatic functions remains a challenge due to the lack of potent, specific, and pharmacokinetically stable inhibitors targeting its catalytic site (including Cys106). To evaluate potential drug-like leads against DJ-1, we leveraged its deglycase activity in an enzyme-coupled, fluorescence lactate-detection assay based on the recent understanding of its deglycation mechanism. In addition, we developed assays to directly evaluate DJ-1's esterase activity using both colorimetric and fluorescent substrates. The resulting optimized assay was used to evaluate a library of potential reversible and irreversible DJ-1 inhibitors. The deglycase activity-oriented screening strategy described herein establishes a new platform for the discovery of potential anti-cancer drugs.

FLUORINATED 4' ALKYLUMBELLIFERYL α-D-GLUCOPYRANOSIDES, BIOLOGICAL STERILIZATION INDICATORS INCLUDING THE SAME AND METHODS OF USING THE SAME

A self-contained biological sterilization indicator comprises: a housing; bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of an enzyme substrate; and a frangible container containing a composition, wherein the composition comprises the enzyme substrate, wherein if the frangible container is broken the composition will contact the bacterial spores to form a mixture having an initial pH in the range from 6.0 to 9.0. The enzyme substrate comprises a fluorinated 4'-alkylumbelliferyl α-D-glucopyranoside represented by the structural formula (I) wherein one of R1 and R2 is F and the other is H, and R3 is an alkyl group having from 1 to 12 carbon atoms. A biological sterilization indicator comprising a kit containing isolated components comprising (i) bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of the enzyme substrate and a method of assessing efficacy of a sterilization process are also disclosed.

PROTEASOME INHIBITOR COMPRISING A SIGNAL-EMITTING MOIETY

The present invention relates to compounds such as peptides which act as proteasome inhibitors. The compounds are covalently linked with a signal emitting compound or a precursor thereof, via an ester such as a sulfonic ester group for imaging of the inhibition of the proteasome. The compound is for use in the quantification of proteasomal inhibition, diagnosis and/or prevention and/or treatment of autoimmune diseases, cancer, neurodegenerative diseases, viral infections and/or diseases associated with inflammation. The invention further relates to methods to produce the compounds.

Tunable Probes with Direct Fluorescence Signals for the Constitutive and Immunoproteasome

Electrophiles are commonly used for the inhibition of proteases. Notably, inhibitors of the proteasome, a central determinant of cellular survival and a target of several FDA-approved drugs, are mainly characterized by the reactivity of their electrophilic head groups. We aimed to tune the inhibitory strength of peptidic sulfonate esters by varying the leaving groups. Indeed, proteasome inhibition correlated well with the pKaof the leaving group. The use of fluorophores as leaving groups enabled us to design probes that release a stoichiometric fluorescence signal upon reaction, thereby directly linking proteasome inactivation to the readout. This principle could be applicable to other sulfonyl fluoride based inhibitors and allows the design of sensitive probes for enzymatic studies.

Development of highly potent inhibitors of the ras-targeting human acyl protein thioesterases based on substrate similarity design

A matter of common sense: A common recognition motif consisting of a negatively charged group five to six bonds away (red) from the (thio)ester functionality (green) and a positively charged tail group ten to twelve bonds away (blue) was identified in two

Positional assembly of enzymes in polymersome nanoreactors for cascade reactions

In a good position: Nanoreactors can be constructed by the controlled positioning of glucose oxidase (GOX) and horseradish peroxidase (HRP) within the central water pool and block-copolymer membrane of polymersomes. A one-pot multistep reaction sequence is performed with the nanoreactor in combination with free Candida antarctica lipase B (CALB) in the bulk solution (see picture; ABTS: 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid)). (Chemical Equation Presented)

Synthesis of novel fluorinated coumarins: Excellent UV-light excitable fluorescent dyes

Two new fluorinated fluorescent dyes, 6,8-difluoro-7-hydroxy-4- methylcoumarin (Marina Blue(TM)) and 3-carboxy-6,8-difluoro-7- hydroxycoumarin (Pacific Blue(TM)), exhibit excellent photophysical properties among a series of novel fluorinated 7-hydroxycoumarins. Most of these fluorinated coumarins have quantum yields (0.63 to 0.89) equal to or higher than that of the parent compound (0.63), which, in combination with their lower pK(a)S and higher photostability, make them superior fluorescent dyes for use as reporter molecules in biological systems.

Derivatives of 6,8-difluoro-7-hydroxycoumarin

The present invention comprises 6,8-difluoro-7-hydroxycoumarins and derivatives of 6,8-difluoro-7-hydroxycoumarins, including reactive dyes, dye-conjugates and enzyme substrates. These fluorine-substituted fluorescent dyes typically possess greater photostability and lower pH sensitivity in the physiological pH range than their nonfluorinated analogs, exhibit less fluorescence quenching when conjugated to a substance, possess absorption and emission spectra that closely match those of their nonfluorinated analogs, and also exhibit higher quantum yields than their nonfluorinated analogs.