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. 2019 Jan 4;10(2):168–174. doi: 10.1021/acsmedchemlett.8b00535

Figure 1.

Figure 1

Design of macrocyclic peptide libraries for screening. The peptide libraries for screening were synthesized by genetically reprogrammed translation of a new mRNA library that was more focused on hydrophobic residues than previous libraries. The codon table for the genetic code used is shown in panel A with Met replaced with N-chloroacetyl-tyrosine (ClAc-Y) for the initiation AUG codon or N-methyl-leucine (MeL) for all downstream AUG codons. (B) Structures of the noncanonical amino acids used. (C) Peptide libraries were synthesized by translation of a semirandom mRNA template comprising an AUG start codon, 8–10 NNS codons (N = A, G, C or U; S = G or C), a UGC (Cys) codon, and a linker sequence for covalent linkage of each peptide and mRNA. Translation of this library under the genetic code shown leads to formation of a semirandomized peptide library that cyclizes spontaneously to produce a macrocyclic peptide library. *Two libraries were synthesized, one initiated with ClAc-l-Y and one initiated with ClAc-d-Y.