Evidence map›Paper›PMID 32807886›Full record

ArticleNature chemistry2020

Post-translational formation of strained cyclophanes in bacteria.

Thi Quynh Ngoc Nguyen, Yi Wei Tooh, Ryosuke Sugiyama, Thi Phuong Diep Nguyen, Mugilarasi Purushothaman, Li Chuan Leow, Karyna Hanif, Rubin How Sheng Yong, Irene Agatha, Fernaldo R Winnerdy and 3 more

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In one paragraph

Article in Nature chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 46 papers.

0numbers the graph read from it
0cells of the map it votes in
46citing papers in PubMed
5.0field-weighted citation impact, top 3% 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

46 citing papers in PubMed, 110 citations in OpenAlex.

  1. Article
  2. A ribosomally synthesized and posttranslationally modified peptide with ADP-ribosylation.Proceedings of the National Academy of Sciences of the United States of America · 2026
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  3. RadicalJournal of the American Chemical Society · 2026
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  4. S9 protease WprPCommunications chemistry · 2026
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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

13 authors at 4 institutions in 3 countries.

Thi Quynh Ngoc NguyenDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Yi Wei ToohDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Ryosuke SugiyamaDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Thi Phuong Diep NguyenDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.ORCID http://orcid.org/0000-0002-4734-5028
Mugilarasi PurushothamanDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Li Chuan LeowDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Karyna HanifDepartment of Physical and Environmental Sciences, University of Toronto Scarborough, Toronto, Ontario, Canada.ORCID http://orcid.org/0000-0002-1758-321X
Rubin How Sheng YongDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Irene AgathaDepartment of Pharmacy, National University of Singapore, Singapore, Singapore.
Fernaldo R WinnerdySchool of Physical and Mathematical Sciences, Nanyang Technological University, Singapore, Singapore.
Muriel GuggerInstitut Pasteur, Collection des Cyanobactéries, Paris, France.ORCID http://orcid.org/0000-0001-6728-1976
Anh Tuân PhanSchool of Physical and Mathematical Sciences, Nanyang Technological University, Singapore, Singapore.ORCID http://orcid.org/0000-0002-4970-3861
Brandon I MorinakaDepartment of Pharmacy, National University of Singapore, Singapore, Singapore. phambi@nus.edu.sg.ORCID http://orcid.org/0000-0001-8239-619X
National University of Singapore · SGNanyang Technological University · SGInstitut Pasteur · FRUniversity of Toronto · CA

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Cyclic peptide natural products have served as important drug molecules, with several examples used clinically. Enzymatic or chemical macrocyclization is the key transformation for constructing these chemotypes. Methods to generate new and diverse cyclic peptide scaffolds enabling the modular and predictable synthesis of peptide libraries are desirable in drug discovery platforms. Here we identify a suite of post-translational modifying enzymes from bacteria that install single or multiple strained cyclophane macrocycles. The crosslinking occurs on three-residue motifs that include tryptophan or phenylalanine to form indole- or phenyl-bridged cyclophanes. The macrocycles display restricted rotation of the aromatic ring and induce planar chirality in the asymmetric indole bridge. The biosynthetic gene clusters originate from a broad range of bacteria derived from marine, terrestrial and human microbiomes. Three-residue cyclophane-forming enzymes define a new and significant natural product family and occupy a distinct region in sequence-function space.

Indexed as

BacteriaBiological ProductsEthers, CyclicIndolesPeptides, CyclicPhenylalanineProtein Processing, Post-TranslationalProteomicsTryptophanBiological ProductsEthers, CyclicindoleIndolesPeptides, CyclicPhenylalanineTryptophan

Identifiers

PMID32807886
OpenAlexW3049640667

What OpenQuestion holds

Textmetadata
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.