Unexpected chain-terminating side reaction caused by histidine and acetic anhydride in solid-phase peptide synthesis.
Capping is a useful technique to facilitate purification of a crude deprotected peptide in solid-phase peptide synthesis. However, we observed a serious side reaction caused by the Ac2O capping procedure, when it was applied to a synthesis of a peptide containing His. The mechanism of the side reaction was studied.
Ishiguro
T
T
Eguchi
C
C
D000085:Acetates; D000089:Acetic Anhydrides; D055598:Chemical Phenomena; D002621:Chemistry; D006639:Histidine; D010455:Peptides / Q000138:chemical synthesis*
D000085:Acetates; D000089:Acetic Anhydrides; D010455:Peptides; D006639:Histidine