L-Glutamine 7-amido-4-methylcoumarin hydrobromide is a fluorogenic amino acid derivative designed for monitoring enzymatic cleavage. The coumarin tag enables sensitive detection of reaction progression and substrate turnover. Researchers use it for analyzing catalytic specificity and mechanistic pathways. Its hydrobromide form enhances aqueous handling.
CAT No: R2199
CAS No:201851-47-0
Synonyms/Alias:201851-47-0;L-Glutamine 7-amido-4-methylcoumarin hydrobromide;(2S)-2-amino-N-(4-methyl-2-oxochromen-7-yl)pentanediamide;hydrobromide;MFCD00237868;H-Gln-AMC hydrobromide;L-Glutamine7-amido-4-methylcoumarinhydrobromide;
L-Glutamine 7-amido-4-methylcoumarin hydrobromide is a specialized carbohydrate-based compound widely recognized for its utility in biochemical and life science research. Characterized by the conjugation of L-glutamine to a 7-amido-4-methylcoumarin fluorophore, this molecule exhibits unique fluorescence properties that are highly advantageous for sensitive detection and quantification applications. Its stable hydrobromide salt form ensures solubility and ease of handling, making it a preferred substrate in various analytical and enzymatic assays. Researchers value this compound for its specificity, reactivity, and adaptability across diverse experimental protocols, particularly where fluorescence-based methodologies are employed. The dual nature of this molecule, combining an amino acid derivative with a coumarin scaffold, enables it to serve as a versatile tool in probing enzymatic activities and molecular interactions.
Enzyme activity assays: L-Glutamine 7-amido-4-methylcoumarin hydrobromide is extensively utilized as a fluorogenic substrate in the measurement of glutaminase and other amidohydrolase enzyme activities. Upon enzymatic cleavage, the coumarin moiety is released, resulting in a measurable fluorescence signal that directly correlates with enzymatic action. This sensitive detection system allows for high-throughput screening of enzyme kinetics, inhibitor potency, and substrate specificity in both purified enzyme preparations and complex biological samples. The compound's robust fluorescence response enables precise quantification, supporting detailed mechanistic studies and drug discovery efforts targeting glutamine metabolism.
Protease substrate studies: As a synthetic substrate, this coumarin-linked glutamine derivative is instrumental in characterizing protease specificity and activity. Researchers employ it to monitor the cleavage of peptide bonds in real time, leveraging the fluorescence increase upon substrate hydrolysis. This application is particularly valuable in profiling protease families, optimizing assay conditions, and evaluating potential modulators of proteolytic enzymes. The ability to generate rapid and reproducible fluorescence signals facilitates comparative analyses and accelerates the development of novel protease inhibitors.
Cellular uptake and metabolism research: The fluorescent properties of L-Glutamine 7-amido-4-methylcoumarin hydrobromide make it suitable for investigating amino acid transport and metabolism in cellular systems. By tracking the uptake and intracellular processing of the compound, scientists gain insights into transporter function, metabolic flux, and the regulatory mechanisms governing glutamine utilization. Fluorescence microscopy and flow cytometry techniques benefit from the compound's strong signal, enabling single-cell resolution studies and dynamic monitoring of metabolic pathways in living cells.
High-throughput screening platforms: Laboratories engaged in drug discovery and functional genomics leverage the compound's compatibility with automated fluorescence detection systems. Its use in high-throughput screening assays allows for the rapid evaluation of large compound libraries, identifying modulators of enzyme activity or metabolic pathways with efficiency and accuracy. The substrate's stability and signal reproducibility are critical for minimizing assay variability and ensuring reliable data generation in large-scale experimental setups.
Biochemical pathway elucidation: Scientists utilize the unique properties of this coumarin-labeled glutamine analog to dissect complex biochemical networks. By incorporating it into pathway tracing experiments, researchers can map enzyme cascades, substrate channeling, and regulatory nodes within glutamine-dependent processes. The fluorogenic readout simplifies the detection of intermediate and end-point reactions, supporting comprehensive pathway analysis in both in vitro and ex vivo systems.
Research in molecular diagnostics: In addition to its core applications, L-Glutamine 7-amido-4-methylcoumarin hydrobromide serves as a valuable reagent for developing novel molecular diagnostic assays. Its integration into fluorescence-based detection platforms enhances assay sensitivity for identifying enzymatic biomarkers and monitoring disease-associated metabolic changes. The compound's versatility and performance in various assay formats make it an indispensable tool for advancing research in enzymology, metabolism, and molecular biology.
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