Ribosomal Incorporation of Aromatic Oligoamides as Peptide Sidechain Appendages

Christos Tsiamantas; Sunbum Kwon; Joseph M. Rogers; Céline Douat; Ivan Huc; Hiroaki Suga

doi:10.1002/anie.201914654

Ribosomal Incorporation of Aromatic Oligoamides as Peptide Sidechain Appendages

Christos Tsiamantas, Sunbum Kwon, Joseph M. Rogers, Céline Douat, Ivan Huc^*, Hiroaki Suga

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › Research › peer-review

22 Citations (Scopus)

Abstract

Derivatives of 4-aminomethyl-l-phenylalanine with aromatic oligoamide foldamers as sidechain appendages were successfully charged on tRNA by means of flexizymes. Their subsequent incorporation both at the C-terminus of, and within, peptide sequences by the ribosome, was demonstrated. These results expand the registry of chemical structures tolerated by the ribosome to sidechains significantly larger and more structurally defined than previously demonstrated.

Original language	English
Journal	Angewandte Chemie - International Edition
Volume	59
Issue number	12
Pages (from-to)	4860-4864
Number of pages	5
ISSN	1433-7851
DOIs	https://doi.org/10.1002/anie.201914654
Publication status	Published - 16 Mar 2020
Externally published	Yes

Keywords

flexizyme
foldamers
in vitro translation
peptides
peptidomimetics

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10.1002/anie.201914654

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abstract = "Derivatives of 4-aminomethyl-l-phenylalanine with aromatic oligoamide foldamers as sidechain appendages were successfully charged on tRNA by means of flexizymes. Their subsequent incorporation both at the C-terminus of, and within, peptide sequences by the ribosome, was demonstrated. These results expand the registry of chemical structures tolerated by the ribosome to sidechains significantly larger and more structurally defined than previously demonstrated.",

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author = "Christos Tsiamantas and Sunbum Kwon and Rogers, {Joseph M.} and C{\'e}line Douat and Ivan Huc and Hiroaki Suga",

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T1 - Ribosomal Incorporation of Aromatic Oligoamides as Peptide Sidechain Appendages

AU - Tsiamantas, Christos

AU - Kwon, Sunbum

AU - Rogers, Joseph M.

AU - Douat, Céline

AU - Huc, Ivan

AU - Suga, Hiroaki

PY - 2020/3/16

Y1 - 2020/3/16

N2 - Derivatives of 4-aminomethyl-l-phenylalanine with aromatic oligoamide foldamers as sidechain appendages were successfully charged on tRNA by means of flexizymes. Their subsequent incorporation both at the C-terminus of, and within, peptide sequences by the ribosome, was demonstrated. These results expand the registry of chemical structures tolerated by the ribosome to sidechains significantly larger and more structurally defined than previously demonstrated.

AB - Derivatives of 4-aminomethyl-l-phenylalanine with aromatic oligoamide foldamers as sidechain appendages were successfully charged on tRNA by means of flexizymes. Their subsequent incorporation both at the C-terminus of, and within, peptide sequences by the ribosome, was demonstrated. These results expand the registry of chemical structures tolerated by the ribosome to sidechains significantly larger and more structurally defined than previously demonstrated.

KW - flexizyme

KW - foldamers

KW - in vitro translation

KW - peptides

KW - peptidomimetics

UR - http://www.scopus.com/inward/record.url?scp=85081103371&partnerID=8YFLogxK

U2 - 10.1002/anie.201914654

DO - 10.1002/anie.201914654

M3 - Journal article

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AN - SCOPUS:85081103371

VL - 59

SP - 4860

EP - 4864

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 12

ER -

Ribosomal Incorporation of Aromatic Oligoamides as Peptide Sidechain Appendages

Abstract

Keywords

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