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α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors

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Abstract

α-Chymotrypsin-catalyzed peptide synthesis was carried out between an N-protected D-amino acid ester and an L-amino acid amide (acyl donor, 10 mM; acyl acceptor, 50 mM; enzyme, 2 mg ml−1; pH 8). By using a highly reactive carbamoylmethyl (Cam) ester as acyl donor, the D-amino acid was incorporated into the N-terminus of the resulting dipeptide amide. N-Protected dipeptide amides bearing D-amino acids such as D-Phe, D-Leu and D-Ala at their N-terminus were synthesized in high yields (up to 80%) in 1–3 h.

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Correspondence to Katsuhiro Kawashiro.

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Salam, S.M.A., Kagawa, Ki. & Kawashiro, K. α-Chymotrypsin-Catalyzed Peptide Synthesis Using N-Protected D-Amino Acid Carbamoylmethyl Esters as Acyl Donors. Biotechnol Lett 27, 1199–1203 (2005). https://doi.org/10.1007/s10529-005-0018-8

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  • DOI: https://doi.org/10.1007/s10529-005-0018-8

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