Asymmetric Synthesis Utilizing Oxazolidinone-Fused Aziridines

Project Details

Description

Incorporation of unnatural amino acids(UAAs) or fluorinated amino acids at specific sites in the proteome has become a powerful tool to investigate, engineerprotein structure and study function of enzymes, peptides and proteins. In addition, fluorinated amino acids has their potential as probes in PET and NMR for studying the behavior of enzymes and for incorporation into peptide structures and drug candidates. Therefore, synthesis of these unnatural amino acids(UAAs) has received much attention. In this proposal, we plan to utilize the regio- and diastereo-selective ring-opening of the 2-oxazolidinone fused aziridine (3-oxa-1-azabicyclo[3.1.0]hexan-2-one) to achieve this goal. Various aziridines are designed, synthesized and applied as the key intermediates to prepare unnatural amino acids. Further application to syntheses of natural products or biologically active molecules is also possible.
StatusFinished
Effective start/end date1/08/2031/07/21

UN Sustainable Development Goals

In 2015, UN member states agreed to 17 global Sustainable Development Goals (SDGs) to end poverty, protect the planet and ensure prosperity for all. This project contributes towards the following SDG(s):

  • SDG 15 - Life on Land
  • SDG 17 - Partnerships for the Goals

Keywords

  • aziridine
  • asymmetric synthesis
  • unnatural amino acid
  • fluorinated amino acid

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