150321-92-9 Usage
Description
N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE, also known as 7-Methoxycoumarin-3-carboxylic Acid N-Succinimidyl Ester (CAS# 150321-92-9), is a chemical compound with significant applications in the field of organic synthesis and biochemistry. It is characterized by its ability to label neuropeptides and other peptides, making it a valuable tool for research and development in these areas.
Uses
Used in Organic Synthesis:
N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE is used as a synthetic building block for the creation of various organic compounds. Its unique chemical structure allows it to be a versatile component in the synthesis of a wide range of molecules, contributing to the development of new materials and pharmaceuticals.
Used in Biochemistry and Molecular Biology:
In the field of biochemistry and molecular biology, N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE is used as a labeling agent for neuropeptides and other peptides. This application is crucial for the study of these biomolecules, as it allows researchers to track and analyze their behavior, interactions, and functions within biological systems.
Used in Pharmaceutical Research:
N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE also plays a role in pharmaceutical research, where it can be employed to develop new drugs or improve the delivery and efficacy of existing ones. Its ability to label peptides makes it a valuable tool for the study of drug-target interactions and the development of targeted therapeutics.
Used in Analytical Chemistry:
In analytical chemistry, N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE can be used as a reagent for the detection and quantification of specific peptides and proteins. Its fluorescent properties make it an ideal choice for various analytical techniques, such as high-performance liquid chromatography (HPLC) and fluorescence microscopy, enabling the accurate measurement and identification of target molecules in complex biological samples.
Overall, N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE is a versatile and valuable compound with a wide range of applications across various scientific disciplines, including organic synthesis, biochemistry, molecular biology, pharmaceutical research, and analytical chemistry. Its unique properties and functionalities make it an essential tool for researchers and scientists working in these fields.
Check Digit Verification of cas no
The CAS Registry Mumber 150321-92-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,0,3,2 and 1 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 150321-92:
(8*1)+(7*5)+(6*0)+(5*3)+(4*2)+(3*1)+(2*9)+(1*2)=89
89 % 10 = 9
So 150321-92-9 is a valid CAS Registry Number.
InChI:InChI=1/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
150321-92-9Relevant articles and documents
Topology-Selective, Fluorescent “Light-Up” Probes for G-Quadruplex DNA Based on Photoinduced Electron Transfer
Xie, Xiao,Reznichenko, Oksana,Chaput, Ludovic,Martin, Pascal,Teulade-Fichou, Marie-Paule,Granzhan, Anton
supporting information, p. 12638 - 12651 (2018/08/01)
Six novel probes were prepared by covalent attachment of a G4-DNA ligand (bis(quinolinium) pyridodicarboxamide; PDC) to various coumarin or pyrene fluorophores. In the absence of DNA, the fluorescence of all probes is quenched due to intramolecular photoinduced electron transfer (PET), as evidenced by photophysical and electrochemical studies, molecular modeling, and DFT calculations. All probes demonstrate similarly high thermal stabilization of various G4-DNA substrates belonging to different folding topologies, as assessed by fluorescence melting experiments; however, their fluorimetric response is strongly heterogeneous with respect to the structures of the probes and G4-DNA targets. Thus, the probes containing the 7-diethylaminocoumarin fluorophore demonstrate significant fluorescence enhancement in the presence of G4-DNA, with the strongest “light-up” response (20- to 180-fold) observed for antiparallel G4 structures as well as for hybrid G4 structures, formed by the variants of human telomeric sequence and capable of a conformation change to the antiparallel isoform. These results shed light on the influence of the linker and electronic properties of fluorophores on the efficiency of G4-DNA “light-up” probes operating via PET.
Site Covalent Modification of Methionyl Peptides for the Production of FRET Complexes
Jadhav, Pramodkumar D.,Shen, Jianheng,Sammynaiken, Ramaswami,Reaney, Martin J. T.
, p. 17023 - 17034 (2015/11/16)
Flax cyclic peptides (orbitides, linusorbs (LOs)) [1-8-NαC],[1-MetO2]-linusorb B1 ([MetO2]-LO1) and [1-9-NαC],[1-MetO2]-linusorb B2 ([MetO2]-LO2) are biologically active. These LOs lack active nuclei commonly used in peptide modification. We have developed reactions to activate methionine methyl sulphide to produce stable derivatives. In these reactions, LOs are converted to sulfonium intermediates and subsequently to derivatives containing active nuclei while preserving their fundamental structures. The reaction conditions preserved cyclic peptide fundamental structure and organic solvent solubility. [Met]-LO1 and [Met]-LO2 analogues containing activated groups (-CN, -COOEt, and -NH2) in the form of methionine, methionine (S)-oxide, and methionine (S,S)-dioxide amino acids were synthesized and characterized by LCMS and 1D and 2D NMR spectroscopy. Coumarin orbitide complexes produced in this manner bind Eu3+ yielding FRET compounds that absorb energy through coumarin antennae and emit photons at lanthanide wavelengths.
