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  3. Kounosuke Oisaki

Kounosuke Oisaki

Lecturer, Graduate School of Pharmaceutical Sciences, The University of Tokyo *Profile is at the time of the award.

2021Inamori Research GrantsScience & Engineering

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Research topics
Iterative peptide synthesis using backbone protecting group-free amino acid
Keyword
Summary
Inverse iterative peptide synthesis that minimizes the waste will be pursued. Conventional peptide syntheses generate a large amount of waste derived from protecting groups and condensing agents, which is a problem in terms of cost and environmental friendliness. We will pursue a reaction pattern in which peptide thiocarboxylic acid conversion followed by main chain unprotected amino acid elongation is iteratively carried out, to establish a novel highly atom-economical peptide synthesis.

Comment

This project that we have been working on with students for several years is approaching the first goal. With the support of this grant, we hope to further accelerate and improve the quality of research.

Outline of Research Achievments

N-to-C peptide synthesis that suppresses epimerization and improves the reaction efficiency by using C-terminal thiocarboxylic acid conversion – main-chain unprotected amino acid elongation was optimzed.


For this purpose, a new additive, HOPO(Phy), which can be easily removed, recovered, and reused, was identified. The optimized conditions proceeds in high yield and low epimerization revel. Convergent synthesis of bioactive nonapeptides was possible using this process.


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