Evidence map›Paper›PMID 37429878›Full record

ArticleNature communications2023

Bioinspired one-pot furan-thiol-amine multicomponent reaction for making heterocycles and its applications.

Yuwen Wang, Patrick Czabala, Monika Raj

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed
3.7field-weighted citation impact, top 6% 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

13 citing papers in PubMed, 25 citations in OpenAlex.

  1. Tunable Sulfenylnitrenes Enable Scaffold Hopping of Furans Into N-Heterocycles.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. 2-Alkyl Furans Undergo Radiolytic Oxidative Protein Cross-Linking.Journal of the American Chemical Society · 2026
    Article
  3. Article
  4. Article
  5. Article
  6. Review
  7. Peptide Multifunctionalization via Modular Construction of Trans-ABAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Article
  8. Article
  9. Review
  10. Review
  11. Non-symmetric stapling of native peptides.Nature reviews. Chemistry · 2024
    Review
  12. Article
  13. Recent Advances in Bioorthogonal Ligation and Bioconjugation.Topics in current chemistry (Cham) · 2023
    Review
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 at 2 institutions in 1 country.

Yuwen WangDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA.ORCID http://orcid.org/0000-0003-1241-9389
Patrick CzabalaDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA.ORCID http://orcid.org/0000-0002-2365-3181
Monika RajDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA. monika.raj@emory.edu.ORCID http://orcid.org/0000-0001-9636-2222
Emory University · USEmory Healthcare · US

Funding

Molecular Imaging Agents for Monitoring Lysine Demethylases in CellsR35GM133719 · NIGMS · EMORY UNIVERSITY · PI RAJ, MONIKA · 2019 to 2023
$2.1M
NIGMS NIH HHS R35 GM133719
6 · The paper itself

Abstract

One-pot multicomponent coupling of different units in a chemoselective manner and their late-stage diversification has wide applicability in varying chemistry fields. Here, we report a simple multicomponent reaction inspired by enzymes that combines thiol and amine nucleophiles in one pot via a furan-based electrophile to generate stable pyrrole heterocycles independent of the diverse functionalities on furans, thiols and amines under physiological conditions. The resulting pyrrole provides a reactive handle to introduce diverse payloads. We demonstrate the application of Furan-Thiol-Amine (FuTine) reaction for the selective and irreversible labeling of peptides, synthesis of macrocyclic and stapled peptides, selective modification of twelve different proteins with varying payloads, homogeneous engineering of proteins, homogeneous stapling of proteins, dual modification of proteins with different fluorophores using the same chemistry and labeling of lysine and cysteine in a complex human proteome.

Indexed as

AminesSulfhydryl CompoundsFuransHumansPyrrolesAminesfuranFuransPyrrolesSulfhydryl Compounds

Identifiers

PMID37429878
PMCPMC10333318
OpenAlexW4383755760

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.