Peptidomimetic bond formation by DNA-templated acyl transfer

Mireya L. McKee, Amanda C. Evans, Simon R. Gerrard, Rachel K. O'Reilly, Andrew J. Turberfield, Eugen Stulz

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

The efficiencies of DNA-templated acyl transfer reactions between a thioester modified oligonucleotide and a series of amine and thiol based nucleophiles are directly compared. The reactivity of the nucleophile, reaction conditions (solvent, buffer, pH) and linker length all play important roles in determining the efficiency of the transfer reaction. Careful optimisation of the system enables the use of DNA-templated synthesis to form stable peptide-like bonds under mild aqueous conditions close to neutral pH.
Original languageEnglish
Pages (from-to)161-1666
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number5
DOIs
Publication statusPublished - 24 Nov 2010

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