PEPTIDE SYNTHESIS BY PRIOR THIOL CAPTURE. III. ASSESMENT OF LEVELS OF RACEMIZATION DURING TWO TYPICAL THIOL CAPTURE COUPLING REACTIONS

Article abstract of DOI:10.1016/S0040-4039(00)96319-6

Racemization during peptide bond formation by the dibenzofuran-based thiol capture strategy has been assessed through synthesis of two model peptides, Z-L-Ala-L-Ile-Cys-OMe and Z-L-Ala-L-Phe-L-Cys-OMaq.The former case gave (0.20 +/- 0.27)percent of the D-