Dibenzylfluorescein

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Dibenzylfluorescein

Dibenzylfluorescein | 97744-44-0

Catalog Number A18-0002
Category Fluorescent Enzyme Substrates
Molecular Formula C34H24O5
Molecular Weight 512.6
Catalog Number Size Price Quantity
A18-0002 -- $--

Product Introduction

Dibenzylfluorescein is a fluorogenic probe that acts as a substrate for specific CYP3A4, CYP2C8, CYP2C9, CYP2C19, and aromatase (CYP19). Dibenzylfluorescein produces fluorescein benzyl ether when dealkylated by these CYP isoforms, which is further hydrolyzed to fluorescein by the addition of base (typically 2 M NaOH). It is used for detecting changes in catalytic activity by medication or the onset of disease.

Chemical Information

Synonyms 2-[3-oxo-6-(phenylmethoxy)-3H-xanthen-9-yl]-benzoic acid, phenylmethyl ester; DBF; O-Benzylfluorescein benzyl ester; Benzyl 2-[6-(benzyloxy)-3-oxo-3H-xanthen-9-yl]benzoate
Purity ≥98%
Canonical SMILES C1=CC=C(C=C1)COC2=CC3=C(C=C2)C(=C4C=CC(=O)C=C4O3)C5=CC=CC=C5C(=O)OCC6=CC=CC=C6
InChI InChI=1S/C34H24O5/c35-25-15-17-29-31(19-25)39-32-20-26(37-21-23-9-3-1-4-10-23)16-18-30(32)33(29)27-13-7-8-14-28(27)34(36)38-22-24-11-5-2-6-12-24/h1-20H,21-22H2
InChI Key YZJGKSLPSGPFEV-UHFFFAOYSA-N
Appearance Orange Solid
Melting Point >179°C (dec.)
  • Product Specification
  • Application
Excitation 485 nm
Emission 538 nm
Storage Store at -20°C

Dibenzylfluorescein, a fluorogenic substrate utilized in diverse biochemical and diagnostic settings, possesses a range of key applications. Here are four crucial applications of dibenzylfluorescein:

Enzyme Activity Assays: Widely adopted in enzyme assays, dibenzylfluorescein serves as a pivotal tool for measuring the activity of specific enzymes, such as cytochrome P450. Through metabolism by these enzymes, dibenzylfluorescein emits a fluorescent signal that can be precisely quantified. This application plays a critical role in deciphering enzyme functionality, screening potential drugs, and exploring intricate metabolic pathways.

Drug Metabolism Studies: In the realms of pharmacokinetics and drug discovery, dibenzylfluorescein proves invaluable for assessing the metabolic stability of novel drug candidates. By utilizing this substrate in liver microsomes or recombinant enzyme systems, researchers can ascertain the speed and efficiency of drug metabolism. This information is paramount for refining drug candidates and forecasting their behavior within the human body.

High-Throughput Screening: Dibenzylfluorescein finds extensive application in high-throughput screening assays aimed at identifying enzyme inhibitors or activators. Its fluorescent characteristics render it ideal for deployment in automated screening platforms, facilitating the simultaneous assessment of thousands of compounds. This expedites the drug discovery process and aids in the recognition of potential therapeutic agents.

Toxicology Studies: Within the domain of toxicology, dibenzylfluorescein plays a crucial role in evaluating the potential toxicity of chemical compounds by examining their effects on enzyme activity. Researchers can track changes in fluorescence to determine if a compound hinders or enhances specific enzymes. This analytical approach is essential for comprehending the toxicological profiles of substances and guaranteeing their safety in pharmaceutical and environmental contexts.

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