The binaphthol-based chiral receptor, 1, exhibits high efficiency in enantioselective recognition of 1,2-amino acids. The receptor is also a chirality conversion reagent (CCR), as it converts the L-form to D-form of amino acids and peptides. The compound 1 has the capability to form a Schiff base like PLP. In contrast to PLP, the compound 1 deracemizes the bound amino acids due to the chirality of the binaphthyl moiety.
Extractive resolution coupled with racemization has been developed in order to realize economical conversion of L amino acids to D amino acids. This process includes the receptor 1, a phase transfer catalyst and a racemization catalyst. This technology is now applied in the industrial production of unnatural amino acids or nonproteinogenic amino acids, whose demands in both pharmaceutical industry and academic research are continuously increasing.
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