79418-41-0Relevant articles and documents
Catalyst-free conjugation and in situ quantification of nanoparticle ligand surface density using fluorogenic Cu-free click chemistry
Jolck, Rasmus I.,Sun, Honghao,Berg, Rolf H.,Andresen, Thomas L.
, p. 3326 - 3331 (2011)
A highly efficient method for functionalizing nanoparticles and directly quantifying conjugation efficiency and ligand surface density has been developed. Attachment of 3-azido-modifed RGD-peptides to PEGylated liposomes was achieved by using Cu-free click conditions. Upon coupling a fluorophore is formed, which could be utilized to monitor conjugation efficiency and the obtained ligand surface density in situ, without prior purification. Copyright
A novel highly selective colorimetric sensor for Ni(II) ion using coumarin derivatives
Jiang, Jinqiang,Gou, Chao,Luo, Jing,Yi, Chenglin,Liu, Xiaoya
, p. 12 - 15 (2012)
A new coumarin based colorimetric nickel sensor 1 with high selectivity and sensitivity toward Ni2+ ion was reported. The absorption maximum of 1 shows a large red shift from 341 nm to 540 nm (Δ = 200 nm) in the presence of Ni2+ ion, and the resulted color change from colorless to pink upon addition of Ni2+ is very easily observed by the naked eye, while other metal ions, such as Zn2+, Cd2+, Cu 2+, Fe3+, Ag+, Pb2+, alkali metal and alkaline earth metal cations do not induce such a change. By the "naked eye", the detection limit of Ni2+ is as low as 0.5 μM in solution, which is lower than the current American Environmental Protection Agency (EPA) standard for drinking water. As far as we are aware of, this is the first reported colorimetric chemosensor capable of detecting Ni2+ ion.
Synthesis and characterization of a novel fluorescent and colorimetric probe for the detection of mercury (II) even in the presence of relevant biothiols
García-Beltrán, Olimpo,Rodríguez, Alejandra,Trujillo, Ariel,Ca?ete, Alvaro,Aguirre, Pabla,Gallego-Quintero, Sebastián,Nu?ez, Marco T.,Aliaga, Margarita E.
, p. 5761 - 5766 (2015)
We present here a novel probe, coumarin 3-azomethine derivative (AGB), which can detect selectively mercuric ions (Hg2+) via a hydrolysis reaction promoted by these ions. Interestingly, the probe can be used to assess the response to Hg2+ even in the presence of the most important biothiols-glutathione and cysteine - and could be used in the Hg2+ - imaging in living cells.
A highly selective and sensitive fluorescent thiol probe through dual-reactive and dual-quenching groups
Zhang, Huatang,Zhang, Changyu,Liu, Ruochuan,Yi, Long,Sun, Hongyan
, p. 2029 - 2032 (2015)
A new fluorescent probe installed with dual-reactive and dual-quenching groups was rationally designed for highly selective and sensitive sensing of biothiols. The sensitivity of the probe toward thiols was significantly improved by dual-quenching effects. Furthermore the selectivity of the probe was also greatly enhanced by installation of dual-reactive groups. This journal is
Myeloperoxidase inhibitory and antioxidant activities of (E)-2-hydroxy-α-aminocinnamic acids obtained through microwave-assisted synthesis
Rivera-Antonio, Astrid,Rosales-Hernández, Martha Cecilia,Balbuena-Rebolledo, Irving,Santiago-Quintana, José Martín,Mendieta-Wejebe, Jessica Elena,Correa-Basurto, José,García-Vázquez, Juan Benjamín,García-Báez, Efrén Venancio,Padilla-Martínez, Itzia I.
, (2021/06/16)
Myeloperoxidase (MPO) is an enzyme present in human neutrophils, whose main role is to provide defenses against invading pathogens. However, highly reactive oxygen species (ROS), such as HOCl, are generated from MPO activity, leading to chronic diseases. Herein, we report the microwave-assisted synthesis of a new series of stable (E)-(2-hydroxy)-α-aminocinnamic acids, in good yields, which are structurally analogous to the natural products (Z)-2-hydroxycinnamic acids. The radical scavenging activity (RSA), MPO inhibitory activity and cytotoxicity of the reported compounds were evaluated. The hydroxy derivatives showed the most potent RSA, reducing the presence of DPPH and ABTS radicals by 77% at 0.32 mM and 100% at 0.04 mM, respectively. Their mechanism of action was modeled with BDEOH, IP and ?EH-L theoretical calculations at the B3LYP/6 ? 31 + G(d,p) level. Compounds showed in vitro inhibitory activity of MPO with IC50 values comparable to indomethacin and 5-ASA, but cytotoxicities below 15% at 100–200 μM. Docking calculations revealed that they reach the amino acid residues present in the distal cavity of the MPO active site, where both the amino and carboxylic acid groups of the α-aminopropenoic acid arm are structural requirements for anchoring. (E)-2-hydroxy-α-aminocinnamic acids have been synthesized for the first time with a reliable method and their antioxidant properties demonstrated.
Mild and highly efficient deacetylation of acetamido and acetoxy coumarins: A convenient and expeditious synthesis of substituted 3-aminocoumarins
Krajňáková, Jana,Joniak, Jakub,Putala, Martin,Górová, Renáta,Jurdáková, Helena,Stankovi?ová, Henrieta
, p. 3277 - 3291 (2021/09/02)
A convenient protocol for efficient and cost-effective method for synthesis of substituted 3-aminocoumarins has been developed. The synthetic route involves expeditious and fast quantitative deacetylation of readily available acetamido derivative under anhydrous acidic conditions, employing thionyl chloride in methanol, without formation of undesired substituted 3-hydroxycoumarins. The method is suitable for derivatives bearing electron-donating as well as electron-withdrawing groups at position 7 of the coumarin scaffold. Under these conditions, a series of acetoxy substituted 3-dialkylaminocoumarins has been also successfully deacetylated to afford easily isolable corresponding hydroxy derivatives in high yields.
