Ribosomal Synthesis of N-Methyl Peptides

AO Subtelny, MCT Hartman… - Journal of the American …, 2008 - ACS Publications
… In this study, we have demonstrated the ribosomal synthesis of peptides containing multiple
N-methyl backbone modifications. Our approach relies on supplementing PURE system …

Enhancement of N-Methyl Amino Acid Incorporation into Proteins and Peptides Using Modified Bacterial Ribosomes and Elongation Factor P

C Zhang, S Chen, X Fu, LM Dedkova… - ACS Chemical …, 2024 - ACS Publications
… coli ribosomes that enable enhanced peptide/protein incorporation of certain N-methyl amino
… factor P (EF-P) on peptide/protein synthesis yields. Of particular note is the computational …

Messenger RNA-programmed incorporation of multiple N-methyl-amino acids into linear and cyclic peptides

T Kawakami, H Murakami, H Suga - Chemistry & Biology, 2008 - cell.com
… Natural peptide products often contain N-methylated … peptides peptidase resistant and
membrane permeable. Here, we demonstrate the ribosomal synthesis of N-methyl-peptides by …

Natural product-like macrocyclic N-methyl-peptide inhibitors against a ubiquitin ligase uncovered from a ribosome-expressed de novo library

Y Yamagishi, I Shoji, S Miyagawa, T Kawakami… - Chemistry & biology, 2011 - cell.com
… Here, we have demonstrated the selection of anti-E6AP macrocyclic N-methyl-peptides, one
… E6AP macrocyclic N-methyl-peptides, and one of the abundant classes of selected peptides

Ribosome-mediated synthesis of natural product-like peptides via cell-free translation

R Maini, S Umemoto, H Suga - Current opinion in chemical biology, 2016 - Elsevier
… motifs observed in PNPs into peptides. In this review, we will … the ribosomal synthesis of
natural product-like peptides using … N-methyl amino acids were included during the preparation

Ribosomal synthesis of nonstandard peptides

TJ Kang, H Suga - Biochemistry and Cell Biology, 2008 - cdnsciencepub.com
N-methyl-peptides with three or four Ν-methylated backbone residues could be
synthesized… This work has opened the possibility of the mRNA-encoded synthesis of N-methyl-peptide

Construction and in vitro analysis of a new bi-modular polypeptide synthetase for synthesis of N-methylated acyl peptides

F Schauwecker, F Pfennig, N Grammel, U Keller - Chemistry & Biology, 2000 - cell.com
… domain of module 2 with an N-methyl valine (MeVal) activation … can catalyze peptide-bond
formation between N-methyl and … Steric hindrance reduces chemical reactivity of N-methyl

Ribosomal synthesis of polypeptoids and peptoid− peptide hybrids

T Kawakami, H Murakami, H Suga - Journal of the American …, 2008 - ACS Publications
… Despite the fact that N-methyl-α-amino acids are … peptide chain using the classical
amber suppression method, (5) we and other groups recently found that nearly a dozen N-methyl-α-…

Peptide Formation by N-Methyl Amino Acids in Translation Is Hastened by Higher pH and tRNAPro

J Wang, M Kwiatkowski, MY Pavlov… - ACS chemical …, 2014 - ACS Publications
… in studying ribosomal incorporations of N-methyl amino acids (… (3)N-Methylation of the
peptide backbone improves … Ribosomal synthesis of such peptides allows genetic encoding of …

Emulating nonribosomal peptides with ribosomal biosynthetic strategies

S Mordhorst, F Ruijne, AL Vagstad, OP Kuipers… - RSC Chemical …, 2023 - pubs.rsc.org
… Nonetheless, this study shows the possibility of using OphMA for introducing N-methyl groups
in non-native substrates. In addition, the cyanobactin prenyltransferases have been shown …