The Absolute Best Science Experiment for D-Prolinamide

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Incorporation of unnatural amino acid derivatives into a peptide bond via an oxime ester catalysed by papain or lipase

In the presence of an oxime in the reaction solution, papain and lipase P (Pseudomonas from Amano) catalysed the stereoselective transesterification of an N-protected amino acid or peptide ester to form an active (oxime) ester which in turn underwent peptide bond formation with several natural and unnatural amino acid derivatives (proline, N-methylglycine, N-methylalanine, alpha-methylphenylalanine).

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI