628308-52-1Relevant articles and documents
Design and Synthesis of a Ratiometric Photoacoustic Probe for in Situ Imaging of Zinc Ions in Deep Tissue in Vivo
Gao, Rongkang,Liu, Chengbo,Yang, Zhengmin,Zhang, Chaobang,Zhang, Liangliang,Zhao, Shulin
, p. 6382 - 6390 (2020)
As a noninvasive deep-tissue imaging technique, photoacoustic (PA) imaging has great application potential in biomedicine and molecular diagnosis. The zinc ion (Zn2+), which is a necessary metal ion in the human body, plays a very important role in the regulation of gene transcription and metalloenzyme function. The imbalance of Zn2+ homeostasis is also associated with a variety of neurological diseases. Therefore, it is critically important to accurately image the steady-state changes of Zn2+ in vivo. However, no PA imaging method is currently available for Zn2+. To this end, we designed and synthesized the first PA probe of Zn2+, namely, CR-1 for in situ ratiometric imaging of Zn2+ in deep tissue in vivo. The CR-1molecule, combined with Zn2+, weakened the conjugation system of the π-electron in the CR-1 molecule, which resulted in the blue shift of its absorption peak from 710 nm to 532 nm. The PA signal intensity decreased at 710 nm and increased at 532 nm, and the ratiometric PA signal at these two wavelengths (PA532/PA710) showed a good linear relationship with the concentration of Zn2+ in the range of 0-50 μM, with a detection limit as low as 170 nM. Furthermore, this probe exhibits extremely fast responsiveness, is highly selective, and has excellent biocompatibility. We have used the developed PA probe for the ratiometric PA imaging of Zn2+ in the thigh tissue of mice, and we still can accurately image Zn2+ after covering chicken breast tissue on the surface of mice thigh. In light of these outstanding features, the developed PA probe has high potential for imaging Zn2+ in deep tissues; thus, it will open up new avenues for the study of the complex biochemical processes involving Zn2+ in vivo.
Synthesis and selected reactivity studies of a dissymmetric (phosphinoylmethylpyridine N-oxide) methylamine platform
Ouizem, Sabrina,Pailloux, Sylvie L.,Ray, Alisha D.,Duesler, Eileen N.,Dickie, Diane A.,Paine, Robert T.,Hay, Benjamin P.
, p. 3132 - 3148 (2014/06/09)
Efficient syntheses for the precursor molecules, 2-{6- [((diphenylphosphoryl)methyl)pyridin-2-yl]methyl}isoindoline-1,3-dione (2), 2-[(1,3-dioxoisoindolin-2-yl)methyl]-6-[(diphenylphosphoryl)methyl]pyridine 1-oxide (3), and their 6-[bis(2-(trifluoromethyl)phenyl)phosphoryl]methyl analogues are reported along with their transformations into the dissymmetric ligands, [(6-(aminomethyl)pyridin-2-yl)methyl]diphenylphosphine oxide (4), 2-(aminomethyl)-6-[(diphenylphosphoryl)methyl]pyridine 1-oxide (5) and 2-(aminomethyl)-6-{[bis(2-(trifluoromethyl)phenyl)phosphoryl]methyl}pyridine 1-oxide (5-F). Selected reactivity of the aminomethyl substituent of 4 and 5, as well as complexation reactions of several of the compounds with lanthanide(III) ions are described. Molecular structures of three uniquely different complexes, {Pr{2-[HC(O)N(H)CH2]-6-[Ph2P(O)CH2]C 5H3NO}(NO3)3(MeOH)}2, {Eu{2-[(Me2N)2CN(H+)CH2]-6-[Ph 2P(O)CH2]C5H3N(H) +}(NO3)4(OMe)} and {Er{2-[(C8H 4O2)NCH2]-6-[Ph2P(O)CH 2]C5H3N(O)}(NO3)3(MeOH)} ·(CH3)2CO, have been determined by single-crystal X-ray diffraction methods. The observed and computationally modeled structures that employ bidentate and tridentate ligand/metal interactions are compared. These results suggest further ligand modifications that should provide improved solvent extraction reagents. Copyright
Fluorescence imaging of intracellular cadmium using a dual-excitation ratiometric chemosensor
Taki, Masayasu,Desaki, Mika,Ojida, Akio,Iyoshi, Shohei,Hirayama, Tasuku,Hamachi, Itaru,Yamamoto, Yukio
supporting information; experimental part, p. 12564 - 12565 (2009/04/10)
We described here a coumarin-based dual-excitation ratiometric probe for cadmium, CadMQ. This fluorescence sensor has high quantum yields of 0.59 and 0.70 in the metal-free and Cd2+-bound forms, respectively, and has a dissociation constant of 0.16 nM for Cd2+. CadMQ is cell permeable and locates within the acidic compartments of the cells. We further show that CadMQ is a useful tool to ratiometrically probe the change in the intracellular Cd2+ levels with the use of two excited wavelengths. Copyright
