The self-aggregation of amyloid-β peptides into soluble oligomers and then into insoluble fibril-associated amyloid plaques is a key event in the progression of Alzheimer's disease (AD). The imaging of Aβ aggregates in the brain is a powerful and practical approach for the diagnosis and progression monitoring of AD and the evaluation of the effectiveness of novel therapies for this devastating disease. Near-infrared (NIR) imaging is a sensitive and noninvasive method to detect and visualize Aβ aggregates in vivo because of its good penetration depth and low autofluorescence of biological substances. In this article, we comprehensively reviewed the recent progresses made in the development of molecular NIR fluorescent probes for Aβ detection and imaging in vivo with a particular emphasis on the design strategies, optical characteristics, Aβ-binding abilities and potential applications in AD mouse models.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Abstract A practical method has been developed for the C ‐sulfinylation of enamides and enecarbamates using sodium phenylsulfinate/methyltrichlorosilane (PhSO 2 Na/MeSiCl 3 ) as the sulfinylating reagent and N , N ‐dimethylacetamide (DMAc) as the Lewis base promoter, which allows for the preparation of a variety of N ‐protected‐β‐sulfinylenamines in high yields and good stereoselectivities. The Lewis base is found to be important for both the in situ generation of the active sulfinylating species (PhSOCl) and the sulfinylation step.
Abstract We report here that the efficiency of the click chemistry between the terminal azide and alkyne groups of different polymer chains could be drastically increased with the addition of an optimum amount of water into a reaction system. That is, the efficiency was only slightly promoted by the addition of a small amount of water into the reaction mixture. However, the reaction efficiency was increased dramatically near the water volume fraction to lead the reaction mixture into nanosized phase separation. Further increasing in water content caused the polymer(s) to undergo macroscopic phase separation and the click reaction efficiency was decreased once again. The enhanced efficiency of click coupling reaction including conversion and rate was also demonstrated via in-situ 1 H-NMR. The reaction kinetics as well as reaction rate constant for these reaction system with typical water content were also evaluated. This finding on enhanced click reaction is of practical value, because click reactions in polymer synthesis are generally more difficult to be carried out and proceed relative slowly at low yield in most case because of the strong steric hindrance effect from “large and long” polymer chains, as compared to “click” reactions which are employed for preparation of the low molecular weight organic compounds.
Abstract The Lewis base DMA is found to be important for both the in situ generation of PhSOCl as the sulfinylating reagent and the sulfinylation step.
Intracellular pH is an important parameter associated with cellular behaviors and pathological conditions. Quantitative sensing pH and monitoring its changes by near-infrared (NIR) fluorescence imaging with high resolution in living systems are essential but challenging due to the lack of effective probes. To achieve good adaptability, in this study, a class of resolution-tunable ratiometric NIR fluorescent probes, which possess a stable NIR hemicyanine skeleton bearing different substituents, are rationally designed and synthesized, enabling detection through noninvasive optical imaging of organisms. Based on the protonation/deprotonation of the hydroxy group, a marked NIR emission shift provides a ratio signal in response to pH. Meanwhile, two states exhibit good photostability, sensitivity and reversibility, conducive to longtime monitoring of persistent pH changes without disturbance of other biological active species. Among the series, NIR-Ratio-BTZ modified with an electron-withdrawing substituent of benzothiazole exhibited the largest emission shift of about 76 nm from 672 to 748 nm with the pH environment changing from acidic to basic, which could be considered as a good candidate for high resolution pH imaging in live cells, tissues and organisms. Moreover, NIR-Ratio-BTZ has an ideal pKa value (pKa ≈ 7.2) for monitoring the minor fluctuations of physiological pH near neutrality. The ratiometric fluorescence measurement is beneficial to ensure the accuracy of quantitative measuring pH changes, as well as the real-time monitoring pH-related physiological effects both in living cells and living mice. The results demonstrate that NIR-Ratio-BTZ is a highly sensitive ratiometric pH probe in vivo, giving it potential for biological applications.
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