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Lee, Joongoo ; Torres, Rafael ; Kim, Do Soon ; Byrom, Michelle ; Ellington, Andrew D. ; Jewett, Michael C. ( , Chemical Communications)We demonstrate in vitro incorporation of cyclic β-amino acids into peptides by the ribosome through genetic code reprogramming. Further, we show that incorporation efficiency can be increased through the addition of elongation factor P.more » « less
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Lee, Joongoo ; Schwarz, Kevin J. ; Kim, Do Soon ; Moore, Jeffrey S. ; Jewett, Michael C. ( , Nature Communications)
Abstract Ribosome-mediated polymerization of backbone-extended monomers into polypeptides is challenging due to their poor compatibility with the translation apparatus, which evolved to use α-
L -amino acids. Moreover, mechanisms to acylate (or charge) these monomers to transfer RNAs (tRNAs) to make aminoacyl-tRNA substrates is a bottleneck. Here, we rationally design non-canonical amino acid analogs with extended carbon chains (γ-, δ-, ε-, and ζ-) or cyclic structures (cyclobutane, cyclopentane, and cyclohexane) to improve tRNA charging. We then demonstrate site-specific incorporation of these non-canonical, backbone-extended monomers at the N- and C- terminus of peptides using wild-type and engineered ribosomes. This work expands the scope of ribosome-mediated polymerization, setting the stage for new medicines and materials. -
Lee, Joongoo ; Schwieter, Kenneth E. ; Watkins, Andrew M. ; Kim, Do Soon ; Yu, Hao ; Schwarz, Kevin J. ; Lim, Jongdoo ; Coronado, Jaime ; Byrom, Michelle ; Anslyn, Eric V. ; et al ( , Nature Communications)