Abstract
This chapter describes the mixed carbonic anhydride method of peptide synthesis. Peptide bond formation by the mixed anhydride procedure involves two separate stages. The stages include activation of the carboxyl component, generation of a mixed anhydride of Nα -protected amino acid or peptide, and coupling with the amine component. The activation step is carried out by the addition of carbonic acid monoalkyl ester chloride to a cold solution of the carboxyl component anion in anhydrous organic solvent in the presence of a tertiary base. The activation time is the period between the addition of the alkyl chlorocarbonate and the addition of the amine component, once the mixed anhydride formation is complete. Peptide bond formation usually proceeds rapidly with liberation of carbon dioxide gas and a volatile alcohol as byproduct. This process is not very sensitive to the nature of the solvent, but it is prone to a few side reactions, of which only the formation of a second acylation product by attack of the amine component at the carbonic acid carbonyl is of practical concern.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
