
Succinimidyl 7-methoxycoumarin-3-carboxylate | CAS 150321-92-9
Catalog Number | F05-0015 |
Category | Coumarin |
Molecular Formula | C15H11NO7 |
Molecular Weight | 317.25 |
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Product Introduction
Succinimidyl 7-methoxycoumarin-3-carboxylate is a vital reagent widely used in biomedical research. It is commonly employed for labeling and imaging biomolecules like proteins, peptides, and antibodies, aiding in various applications such as fluorescence resonance energy transfer (FRET) and fluorescence microscopy. Its excellent stability and fluorescence properties enable precise characterization of drug-target interactions and diseases at the molecular level.
Chemical Information
Product Specification
Application
Synonyms | N-Succinimidyl 7-Methoxycoumarin-3-carboxylate;7-METHOXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER; 7-METHOXYCOUMARIN-3-CARBOXYLIC ACID, SUCCINIMIDYL ESTER; SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE; N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE |
Purity | 95% |
IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 7-methoxy-2-oxochromene-3-carboxylate |
Canonical SMILES | COC1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)ON3C(=O)CCC3=O |
InChI | InChI=1S/C15H11NO7/c1-21-9-3-2-8-6-10(14(19)22-11(8)7-9)15(20)23-16-12(17)4-5-13(16)18/h2-3,6-7H,4-5H2,1H3 |
InChIKey | JMQAALOXLOSYCQ-UHFFFAOYSA-N |
Density | 1.54g/cm3 |
Appearance | Solid |
Boiling Point | 522.4°C at 760mmHg |
MDL Number | MFCD00467593 |
Condition To Avoid | Light Sensitive,Air Sensitive,Moisture Sensitive,Heat Sensitive |
Storage | -20°C |
Store Under Inert Gas | Store under inert gas |
Succinimidyl 7-methoxycoumarin-3-carboxylate (SMCC) serves as a versatile fluorescent reagent extensively employed in bioscience research for labeling and detection. Here are four key applications of Succinimidyl 7-methoxycoumarin-3-carboxylate:
Fluorescent Labeling: Playing a pivotal role in bioscience, SMCC is utilized to tag proteins, peptides, and other biomolecules with a fluorescent marker, enabling their visualization. Once bound to these molecules, it aids in their detection via fluorescence microscopy and flow cytometry. This application proves indispensable for exploring molecular interactions and spatial distributions within intricate biological systems.
Bioconjugation: Delving into the realm of bioconjugates, SMCC emerges as a favored reagent for connecting two biomolecules through its succinimidyl group, which reacts with primary amines. This molecular dance allows for the construction of complex assemblies like antibody-drug conjugates or protein-DNA complexes. The fluorescent label not only facilitates tracking and quantification of these intricate structures in experimental settings but also opens avenues for groundbreaking discoveries.
Enzyme Activity Assays: Unveiling its potential in enzyme activity assays, SMCC enables the creation of tagged enzyme substrates bearing its fluorescent signature. As enzymes interact with these substrates, changes in fluorescence signal the enzymatic activity in real-time. This application proves especially valuable in high-throughput screenings for enzyme modulators, shedding light on potential inhibitors or activators that could pave the way for innovative therapies.
Real-Time PCR: Within the realm of molecular biology, SMCC finds its utility in labeling oligonucleotides to serve as probes in real-time PCR assays. The fluorescence emitted by these labeled probes facilitates the detection and quantification of specific DNA sequences during amplification, enhancing the precision of gene expression analyses and diagnostic assessments.
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