Evidence map›Paper›PMID 33457065›Full record

ArticleACS catalysis2020

Expanding the chemical space of synthetic cyclic peptides using a promiscuous macrocyclase from prenylagaramide biosynthesis.

Snigdha Sarkar, Wenjia Gu, Eric W Schmidt

Abstract read
In one paragraph

Article in ACS catalysis, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing papers in PubMed
–field-weighted citation impact
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

24 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Short macrocyclic peptides in sponge genomes.Proceedings of the National Academy of Sciences of the United States of America · 2024
    Article
  7. Article
  8. Promiscuous Enzymes for Residue-Specific Peptide and Protein Late-Stage Functionalization.Chembiochem : a European journal of chemical biology · 2023
    Review
  9. Article
  10. Article
  11. Article
  12. Review
  13. Review
  14. Article
  15. Biochemical characterization of a cyanobactin arginine-Chemical communications (Cambridge, England) · 2022
    Article
  16. Article
  17. Article
  18. Catalysts for the Enzymatic Lipidation of Peptides.Accounts of chemical research · 2022
    Review
  19. A roadmap for metagenomic enzyme discovery.Natural product reports · 2021
    Review
  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

3 authors.

Snigdha SarkarDepartment of Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
Wenjia GuDepartment of Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
Eric W SchmidtDepartment of Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.ORCID 0000-0001-5839-694X

Funding

Symbiosis and Chemical Diversity GenerationR35GM122521 · NIGMS · UNIVERSITY OF UTAH · PI SCHMIDT, ERIC W · 2017 to 2021
$2.9M
NIGMS NIH HHS R35 GM122521
6 · The paper itself

Abstract

Cyclic peptides are excellent drug candidates, placing macrocyclization reactions at the apex of drug development. PatG and related dual-action proteases from cyanobactin biosynthesis are responsible for cleaving off the C-terminal recognition sequence and macrocyclizing the substrate to provide cyclic peptides. This reaction has found use in the enzymatic synthesis of diverse macrocycles. However, these enzymes function best on substrates that terminate with the non-proteinogenic thiazole/thiazoline residue, complicating synthetic strategies. Here, we biochemically characterize a new class of PatG-like macrocyclases that natively use proline, obviating the necessity of additional chemical or biochemical steps. We experimentally define the biochemical steps involved in synthesizing the widespread prenylagaramide-like natural products, including macrocyclization and prenylation. Using saturation mutagenesis, we show that macrocyclase PagG and prenyltransferase PagF are highly promiscuous, producing a library of more than 100 cyclic peptides and their prenylated derivatives

Identifiers

PMID33457065
PMCPMC7805243

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Registered trials

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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.