134471-24-2 Usage
Description
7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER is a chemical compound derived from coumarin, a class of organic compounds that are characterized by their distinctive lactone structure. This specific ester is known for its unique properties, which make it suitable for various applications, particularly in the field of fluorescence.
Uses
Used in Fluorescence Applications:
7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER is used as a fluorescent labeling agent for various purposes, such as:
1. Biochemical Research:
In the field of biochemical research, this compound is used as a fluorescent probe to study the interactions between biomolecules, such as proteins and nucleic acids. Its fluorescence properties allow researchers to monitor these interactions in real-time, providing valuable insights into the underlying molecular mechanisms.
2. Cell Biology:
In cell biology, 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER is employed as a fluorescent marker to visualize cellular structures and processes. By labeling specific proteins or other cellular components with this compound, researchers can track their movement and localization within the cell, leading to a better understanding of cellular functions and dynamics.
3. Drug Discovery and Development:
7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER is also used in the development of new drugs, particularly those targeting specific cellular pathways or proteins. By incorporating 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER into drug molecules, researchers can monitor the drug's interaction with its target, helping to optimize its efficacy and selectivity.
4. Environmental Monitoring:
In environmental science, this compound can be used as a fluorescent tracer to study the behavior of pollutants in the environment. By tracking the movement and distribution of these labeled pollutants, researchers can gain a better understanding of their impact on ecosystems and develop strategies for their mitigation.
Used in Analytical Chemistry:
7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER is used as a reagent in various analytical techniques, such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS), to enhance the detection and quantification of target molecules. Its fluorescence properties allow for increased sensitivity and specificity in these analyses, leading to more accurate and reliable results.
Check Digit Verification of cas no
The CAS Registry Mumber 134471-24-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,4,4,7 and 1 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 134471-24:
(8*1)+(7*3)+(6*4)+(5*4)+(4*7)+(3*1)+(2*2)+(1*4)=112
112 % 10 = 2
So 134471-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H9NO7/c16-8-2-1-7-5-9(13(19)21-10(7)6-8)14(20)22-15-11(17)3-4-12(15)18/h1-2,5-6,16H,3-4H2
134471-24-2Relevant articles and documents
COUMARIN-BASED CROSSLINKING REAGENTS
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Paragraph 0348; 0349, (2020/04/25)
Disclosed herein are novel coumarin-based reagents, e.g. linkers, and conjugates including one or more of the disclosed coumarin-based reagents. In some embodiments, the presence of a coumarin moiety within the coumarin-based reagents enables detection of labels which are typically difficult to detect, e.g. certain haptens.
Structure-Activity Relationships of Potent, Targeted Covalent Inhibitors That Abolish Both the Transamidation and GTP Binding Activities of Human Tissue Transglutaminase
Akbar, Abdullah,McNeil, Nicole M. R.,Albert, Marie R.,Ta, Viviane,Adhikary, Gautam,Bourgeois, Karine,Eckert, Richard L.,Keillor, Jeffrey W.
supporting information, p. 7910 - 7927 (2017/10/06)
Human tissue transglutaminase (hTG2) is a multifunctional enzyme. It is primarily known for its calcium-dependent transamidation activity that leads to formation of an isopeptide bond between glutamine and lysine residues found on the surface of proteins, but it is also a GTP binding protein. Overexpression and unregulated hTG2 activity have been associated with numerous human diseases, including cancer stem cell survival and metastatic phenotype. Herein, we present a series of targeted covalent inhibitors (TCIs) based on our previously reported Cbz-Lys scaffold. From this structure-activity relationship (SAR) study, novel irreversible inhibitors were identified that block the transamidation activity of hTG2 and allosterically abolish its GTP binding ability with a high degree of selectivity and efficiency (kinact/KI > 105 M-1 min-1). One optimized inhibitor (VA4) was also shown to inhibit epidermal cancer stem cell invasion with an EC50 of 3.9 μM, representing a significant improvement over our previously reported "hit" NC9.
