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Charting the Chemical Reaction Space around a Multicomponent Combination: Controlled Access to a Diverse Set of Biologically Relevant Scaffolds

Charting the chemical reaction space around the combination of carbonyls, amines, and isocyanoacetates allows the description of new multicomponent processes leading to a variety of unsaturated imidazolone scaffolds. The resulting compounds display the chromophore of the green fluorescent protein and the core of the natural product coelenterazine. Despite the competitive nature of the pathways involved, general protocols provide selective access to the desired chemotypes. Moreover, we describe unprecedented reactivity at the C-2 position of the imidazolone core to directly afford C, S, and N-derivatives featuring natural products (e.g. leucettamines), potent kinase inhibitors, and fluorescent probes with suitable optical and biological profiles.

 

Comments:

That sounds like an interesting research area! It appears that by combining carbonyls, amines, and isocyanoacetates, researchers have discovered new multicomponent processes that lead to the formation of unsaturated imidazolone scaffolds. These scaffolds exhibit the chromophore of the green fluorescent protein and the core structure of the natural product coelenterazine.

Despite the complexity and competitiveness of the reactions involved, general protocols have been developed to selectively access the desired chemotypes. This means that researchers have found ways to control the reactions to obtain specific compounds with the desired structures.

Furthermore, the researchers have observed unprecedented reactivity at the C-2 position of the imidazolone core. This reactivity allows for the direct synthesis of compounds containing carbon (C), sulfur (S), and nitrogen (N) derivatives, which can feature structures found in natural products like leucettamines. These derivatives can also possess properties such as being potent kinase inhibitors and fluorescent probes with suitable optical and biological profiles.

Overall, this research represents an exploration of chemical reactions involving carbonyls, amines, and isocyanoacetates, leading to the creation of unique unsaturated imidazolone compounds with diverse applications in various fields including biology, medicine, and materials science.

Related Products

Cat.No. Product Name Information
S7777 Coelenterazine Coelenterazine is a luminescent enzyme substrate for apoaequorin and Renilla luciferase. Renilla luciferase and substrate coelenterazine have been used as bioluminescence donors in bioluminescence resonance energy transfer (BRET) to detect protein-protein interactions. Coelenterazine is a superoxide anion-sensitive chemiluminescent probe, and it can also be used in the chemiluminescent detection of peroxynitrite.

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