b-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt
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b-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt

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Category
β−Amino Acids
Catalog number
BAT-008008
CAS number
201847-54-3
Molecular Formula
C15H15F3N2O5
Molecular Weight
360.29
b-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt
IUPAC Name
3-amino-N-(4-methyl-2-oxochromen-7-yl)propanamide;2,2,2-trifluoroacetic acid
Synonyms
H-Beta-Ala-AMC TFA; Beta-Alanine 7-Amido-4-Methylcoumarin Trifluoroacetate Salt; H-Beta-Ala-AMC (TFA)
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Storage
Store at-20 °C
InChI
InChI=1S/C13H14N2O3.C2HF3O2/c1-8-6-13(17)18-11-7-9(2-3-10(8)11)15-12(16)4-5-14;3-2(4,5)1(6)7/h2-3,6-7H,4-5,14H2,1H3,(H,15,16);(H,6,7)
InChI Key
BFXHWJNREYBZJN-UHFFFAOYSA-N
Canonical SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CCN.C(=O)(C(F)(F)F)O

Beta-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a versatile fluorescent substrate utilized in various biochemical and cellular assays.

Enzyme Activity Assays: Deployed as a common substrate in enzyme assays, this compound serves as a beacon to measure protease activity. Upon precise cleavage by a designated enzyme, it liberates a fluorescent moiety that can be quantitatively assessed. This method offers a sensitive and precise approach to monitor enzyme kinetics and sieve through potential enzyme inhibitors.

Cell-Based Assays: Within the realm of cell biology, Beta-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt plays a pivotal role in exploring intracellular protease activities. By imbuing cells with this substrate, researchers unveil the tapestry of protease activity within live cells, enabling visualization and quantification. This investigative technique is paramount in unraveling intricate cellular processes like apoptosis, autophagy, and cell signaling.

Fluorescence Microscopy: In the realm of fluorescence microscopy, this compound emerges as a valuable asset for visualizing enzyme activity in tissue specimens. Treating tissues with this substrate illuminates regions of heightened protease activity, creating a vivid fluorescence map. This tool is particularly indispensable in cancer research and pathology studies, facilitating the identification of regions harboring intense protease activity within tumors.

Drug Development: Within the domain of high-throughput screening assays, Beta-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt plays a crucial role in the quest for new protease inhibitors. By furnishing a reliable and measurable indicator of protease activity, it facilitates the unearthing of potential drug candidates. This application stands as a linchpin in developing therapies for ailments marked by aberrant protease activity, such as specific cancers and neurodegenerative disorders.

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