Evidence map›Paper›PMID 25933125›Full record

ArticleACS chemical biology2015

Ribosomal Synthesis of Macrocyclic Peptides in Vitro and in Vivo Mediated by Genetically Encoded Aminothiol Unnatural Amino Acids.

John R Frost, Nicholas T Jacob, Louis J Papa, Andrew E Owens, Rudi Fasan

Open access · greenAbstract read
In one paragraph

Article in ACS chemical biology, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.

0numbers the graph read from it
0cells of the map it votes in
26citing papers in PubMed
2.1field-weighted citation impact, top 13% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

26 citing papers in PubMed, 41 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Review
  5. Article
  6. Article
  7. Article
  8. Biosynthetic Strategies for Macrocyclic Peptides.Molecules (Basel, Switzerland) · 2021
    Review
  9. Article
  10. Review
  11. Article
  12. Article
  13. Article
  14. Review
  15. Article
  16. Review
  17. Article
  18. Therapeutic applications of genetic code expansion.Synthetic and systems biotechnology · 2018
    Review
  19. Article
  20. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors at 1 institution in 1 country.

John R FrostDepartment of Chemistry, University of Rochester, Hutchinson Hall, Rochester, New York 14627, United States.
Nicholas T JacobDepartment of Chemistry, University of Rochester, Hutchinson Hall, Rochester, New York 14627, United States.
Louis J PapaDepartment of Chemistry, University of Rochester, Hutchinson Hall, Rochester, New York 14627, United States.
Andrew E OwensDepartment of Chemistry, University of Rochester, Hutchinson Hall, Rochester, New York 14627, United States.
Rudi FasanDepartment of Chemistry, University of Rochester, Hutchinson Hall, Rochester, New York 14627, United States.
University of Rochester · US

Funding

Macrocyclic inhibitors of upstream protein activators of the Hedgehog pathwayR21CA187502 · NCI · UNIVERSITY OF ROCHESTER · PI FASAN, RUDI · 2014 to 2015
$367k
NCI NIH HHS R21 CA187502
6 · The paper itself

Abstract

A versatile method for orchestrating the formation of side chain-to-tail cyclic peptides from ribosomally derived polypeptide precursors is reported. Upon ribosomal incorporation into intein-containing precursor proteins, designer unnatural amino acids bearing side chain 1,3- or 1,2-aminothiol functionalities are able to promote the cyclization of a downstream target peptide sequence via a C-terminal ligation/ring contraction mechanism. Using this approach, peptide macrocycles of variable size and composition could be generated in a pH-triggered manner in vitro or directly in living bacterial cells. This methodology furnishes a new platform for the creation and screening of genetically encoded libraries of conformationally constrained peptides. This strategy was applied to identify and isolate a low-micromolar streptavidin binder (KD = 1.1 μM) from a library of cyclic peptides produced in Escherichia coli, thereby illustrating its potential toward aiding the discovery of functional peptide macrocycles.

Indexed as

AminationAmino AcidsAmino Acid SequenceAmino Acyl-tRNA SynthetasesCyclizationEscherichia coliMacrocyclic CompoundsMolecular Sequence DataPeptide LibraryPeptidesPeptides, CyclicRibosomesStreptavidinSulfhydryl CompoundsAmino AcidsAmino Acyl-tRNA SynthetasesMacrocyclic CompoundsPeptide LibraryPeptidesPeptides, CyclicStreptavidinSulfhydryl Compounds

Identifiers

PMID25933125
PMCPMC4546577
OpenAlexW2002236575

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.