Acetyl-L-alanine 7-amido-4-methylcoumarin
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Acetyl-L-alanine 7-amido-4-methylcoumarin

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Category
Other Unnatural Amino Acids
Catalog number
BAT-008013
CAS number
355137-87-0
Molecular Formula
C15H16N2O4
Molecular Weight
288.30
Acetyl-L-alanine 7-amido-4-methylcoumarin
IUPAC Name
(2S)-2-acetamido-N-(4-methyl-2-oxochromen-7-yl)propanamide
Synonyms
Ac-Ala-MCA; (S)-2-Acetamido-N-(4-Methyl-2-Oxo-2H-Chromen-7-Yl)Propanamide; W-204221; CTK8E7034
InChI
InChI=1S/C15H16N2O4/c1-8-6-14(19)21-13-7-11(4-5-12(8)13)17-15(20)9(2)16-10(3)18/h4-7,9H,1-3H3,(H,16,18)(H,17,20)/t9-/m0/s1
InChI Key
JOAJYKBVKPNJQC-VIFPVBQESA-N
Canonical SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(C)NC(=O)C

Acetyl-L-alanine 7-amido-4-methylcoumarin, a synthetic compound with diverse biochemical applications, plays a pivotal role in various scientific endeavors. Below are the key applications presented with high perplexity and burstiness:

Fluorescent Substrate for Enzyme Assays: Widely utilized in enzyme assays, Acetyl-L-alanine 7-amido-4-methylcoumarin serves as a fluorescent substrate for measuring protease activity. Upon cleavage by specific proteases, it liberates a fluorescent product, facilitating quantitative measurements. This characteristic makes it an invaluable tool for exploring enzyme kinetics as well as for screening potential enzyme inhibitors.

Biochemical Research: In the realm of biochemical research, Acetyl-L-alanine 7-amido-4-methylcoumarin is a valuable asset for investigating protein interactions and post-translational modifications. By integrating this compound into experiments, researchers can delve into protein cleavage events and their biological implications. This aids in unraveling cellular processes and pinpointing potential drug targets, shedding light on the intricate world of biochemistry.

Diagnostic Applications: Acetyl-L-alanine 7-amido-4-methylcoumarin finds utility in diagnostic tests aimed at detecting protease activity correlated with various diseases. Elevated levels of specific proteases can serve as indicators of conditions such as cancer or inflammation. Leveraging this fluorescent substrate, diagnostic assays can swiftly and accurately measure protease activity in clinical samples, contributing to rapid and precise disease detection.

Drug Development: In the ever-evolving field of drug development, Acetyl-L-alanine 7-amido-4-methylcoumarin plays a crucial role in the identification and optimization of protease inhibitors. High-throughput screening assays employ this substrate to assess the efficacy of potential inhibitors by monitoring fluorescence reduction upon protease activity inhibition. This streamlined approach expedites the discovery of novel therapeutic agents targeting proteases, pushing the boundaries of pharmaceutical innovation.

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