Solar and Visible Light Assisted Peptide Synthesis

Alex Szpilman and Yoav Eichen report on the assistance of light in the synthesis of peptides.

With the growth in the use of peptides in modern medicine and materials, the development of novel amide- and peptide-bond-forming reactions have been deemed amongst the most important goals for modern organic synthesis. Current peptide coupling methods are extremely powerful and selective, but rely heavily on water-sensitive, high-molecular-weight coupling agents that are often prepared in multiple steps and can lead to large amounts of unwanted co-products.
Transition-metal-catalyzed visible-light photocatalysis has been a mainstay in state-of-the-art synthetic chemistry in the last decade and a half. In many of these reactions, an amine is oxidized to give an imine which may undergo further transformations. This oxidation takes place via a nitrogen radical cation intermediate.
The groups of Professor Alex Szpilman at Ariel University (Ariel, Israel) and Professor Yoav Eichen at the Technion – Israel Institute of Technology (Haifa, Israel) have been interested in visible-light-assisted synthetic chemistry for some time and present their latest results in applications for peptide synthesis.

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