7-Amino-4-methyl-3-coumarinylacetic acid

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7-Amino-4-methyl-3-coumarinylacetic acid

7-Amino-4-methyl-3-coumarinylacetic acid | 106562-32-7

Catalog Number F05-0020
Category Coumarin
Molecular Formula C12H11NO4
Molecular Weight 233.22
Catalog Number Size Price Quantity
F05-0020 -- $--

Product Introduction

7-Amino-4-methyl-3-coumarinylacetic acid is a fluorescent probe used for labeling proteins.

Chemical Information

Synonyms 7-Amino-4-methylcoumarin-3-acetic Acid;AMCA-H; 2-(7-amino-4-methyl-2-oxochromen-3-yl)acetic acid
Purity >95.0%(T)
Canonical SMILES CC1=C(C(=O)OC2=C1C=CC(=C2)N)CC(=O)O
InChI InChI=1S/C12H11NO4/c1-6-8-3-2-7(13)4-10(8)17-12(16)9(6)5-11(14)15/h2-4H,5,13H2,1H3,(H,14,15)
InChI Key QEQDLKUMPUDNPG-UHFFFAOYSA-N
Appearance Solid
MDL Number MFCD00081051
  • Product Specification
  • Application
Maximum Absorption Wavelength 344(Buffer) nm

7-Amino-4-methyl-3-coumarinylacetic acid (AMCA) is a derivative of coumarin, known for its unique fluorescence properties. One of the primary applications of AMCA is in bioconjugation, where it serves as a fluorescent label for biomolecules. Researchers utilize AMCA to tag proteins, antibodies, or other biomolecules, allowing for the visualization and tracking of these entities in various biological assays. This application is particularly useful in flow cytometry and fluorescence microscopy, enabling scientists to study cellular interactions and protein localization within live cells. The bright fluorescence of AMCA makes it an ideal choice for multiplex assays, where multiple targets can be visualized simultaneously, enhancing the understanding of complex biological systems.

Another significant application of AMCA lies in the development of fluorescent probes for detecting enzymes. The structural characteristics of AMCA allow it to be incorporated into enzyme substrates, leading to a measurable fluorescence signal upon enzymatic reaction. This property is invaluable in the field of enzymology, as it enables researchers to monitor enzyme activity in real-time. By using AMCA-based substrates, scientists can gain insights into enzyme kinetics and mechanisms, leading to a better understanding of various biochemical pathways. Moreover, AMCA's ability to undergo specific chemical reactions makes it suitable for designing sensitive assays for enzyme inhibitors, which have implications in drug discovery and therapeutic development.

AMCA also plays a vital role in the field of chemical biology, particularly in the study of protein-protein interactions. By conjugating AMCA to interacting proteins or peptides, researchers can utilize fluorescence resonance energy transfer (FRET) techniques to analyze the dynamics and affinities of these interactions. FRET studies are essential for elucidating cellular signaling pathways, understanding disease mechanisms, and exploring the functional roles of proteins within cellular contexts. The ability to visualize and quantify these interactions in live cells enhances our understanding of complex biological processes and can lead to the identification of novel therapeutic targets. The versatility of AMCA in FRET applications highlights its importance in advancing chemical biology research.

Finally, the potential of AMCA extends to the field of diagnostic imaging and biosensors. The fluorescent properties of AMCA can be harnessed to develop highly sensitive biosensors for detecting specific biomolecules or pathogens. These sensors leverage the unique fluorescence of AMCA, providing a visual output that can be easily quantified. In clinical diagnostics, AMCA-labeled probes can aid in the rapid detection of diseases, facilitating early intervention and treatment. Moreover, the incorporation of AMCA into diagnostic kits for point-of-care testing exemplifies its practicality in real-world applications, making it a valuable tool in improving healthcare outcomes. The ongoing research in this area continues to unveil new possibilities for AMCA in diagnostic applications.

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