201847-54-3 , b-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt;beta-Alanine-AMC.TFA salt
C15H15F3N2O5 / 360.29
MFCD00151970
b-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a fluorogenic substrate that can be used for the detection of β-lactamase activity. It is a conjugate of b-alanine and 7-amido-4-methylcoumarin, which has been shown to be sensitive to β-lactamases. This substrate can be used in different types of culture media, such as Luria broth or tryptic soy agar, for the detection of β-lactamase activity.
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a compound that has gained significant interest from scientists due to its potential applications in various fields of research and industry. In this paper, we will provide an overview of this compound, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a fluorescent probe used to measure the activity of enzymes in biological systems. Specifically, this compound is used to measure the activity of carboxypeptidases, which are enzymes that cleave the carboxy-terminal amino acid from polypeptides. This compound is commonly referred to as CMAC.
Physical and Chemical Properties:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a white to off-white crystalline powder that is soluble in water and methanol. The molecular formula of this compound is C19H17F3N2O5, and its molecular weight is 414.35. This compound has a melting point of 205-207°C.
Synthesis and Characterization:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt can be synthesized through a two-step process. First, 7-amino-4-methylcoumarin is reacted with succinic anhydride to form 7-(2-carboxyethylamino)-4-methylcoumarin. This compound is then reacted with beta-alanine to form beta-alanine 7-amido-4-methylcoumarin. Trifluoroacetic acid is then used to form the trifluoroacetate salt of the compound.
The characterization of beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is performed using various analytical techniques, including nuclear magnetic resonance spectroscopy, infrared spectroscopy, and mass spectrometry.
Analytical Methods:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt can be measured using fluorescence spectroscopy. This compound has a fluorescent emission at a wavelength of 445 nm when excited at a wavelength of 360 nm. This emission is used to measure the activity of carboxypeptidases in biological systems.
Biological Properties:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is a non-toxic compound with no reported adverse effects on human health. This compound is commonly used in biological systems to measure the activity of carboxypeptidases.
Toxicity and Safety in Scientific Experiments:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt has no reported toxicity in scientific experiments. This compound is considered safe to use in biological systems to measure the activity of carboxypeptidases.
Applications in Scientific Experiments:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt is commonly used as a fluorescent probe to measure the activity of carboxypeptidases in biological systems. This compound can be used in various scientific experiments to study the role of carboxypeptidases in biological processes.
Current State of Research:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt has been extensively studied in scientific research. This compound has been used to measure the activity of carboxypeptidases in various biological systems, including bacteria, fungi, plants, and animals.
Potential Implications in Various Fields of Research and Industry:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt has potential implications in various fields of research and industry. This compound can be used to study the role of carboxypeptidases in biological processes such as protein degradation, amino acid metabolism, and cell signaling. In industry, this compound can be used to develop new drugs that target carboxypeptidases to treat various diseases.
Limitations and Future Directions:
Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt has some limitations in scientific research. This compound only measures the activity of carboxypeptidases that cleave the carboxy-terminal amino acid from polypeptides. Other carboxypeptidases that cleave internal amino acids cannot be measured using this compound.
Future directions for research on beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt include the development of new fluorescent probes that can measure the activity of other carboxypeptidases in biological systems. Additionally, new applications for this compound in various fields of research and industry can be explored.
CAS Number | 201847-54-3 |
Product Name | Beta-alanine 7-amido-4-methylcoumarin trifluoroacetate salt |
IUPAC Name | 3-amino-N-(4-methyl-2-oxochromen-7-yl)propanamide;2,2,2-trifluoroacetic acid |
Molecular Formula | C15H15F3N2O5 |
Molecular Weight | 360.28 g/mol |
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 |
SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CCN.C(=O)(C(F)(F)F)O |
Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)CCN.C(=O)(C(F)(F)F)O |
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