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An improved method for the incorporation of fluoromethyl ketones into solid phase peptide synthesis techniques.
journal contributionposted on 2021-07-09, 08:36 authored by Dhira Joshi, Jennifer C Milligan, Theresa U Zeisner, Nicola O'Reilly, John FX Diffley, George Papageorgiou
An improved and expedient technique for the synthesis of peptidyl-fluoromethyl ketones is described. The methodology is based on prior coupling of an aspartate fluoromethyl ketone to a linker and mounting it onto resin-bound methylbenzhydrylamine hydrochloride. Subsequently, by utilising standard Fmoc peptide procedures, a number of short Z-protected peptides were synthesised and assessed as possible inhibitors of the main protease from SARS-CoV-2 (3CLpro).