Evidence map›Paper›PMID 38093093›Full record

ArticleNature chemistry2024

Click processes orthogonal to CuAAC and SuFEx forge selectively modifiable fluorescent linkers.

Paulo H S Paioti, Katherine E Lounsbury, Filippo Romiti, Michele Formica, Valentin Bauer, Claudio Zandonella, Meagan E Hackey, Juan Del Pozo, Amir H Hoveyda

Open access · greenAbstract read
In one paragraph

Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing papers in PubMed
5.1field-weighted citation impact, top 4% 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

14 citing papers in PubMed, 34 citations in OpenAlex.

  1. Article
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  3. Expanding the methionine toolkit:bioRxiv : the preprint server for biology · 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

9 authors at 2 institutions in 2 countries.

Paulo H S PaiotiSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.ORCID http://orcid.org/0000-0003-0430-8793
Katherine E LounsburySupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.
Filippo RomitiSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.
Michele FormicaSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.ORCID http://orcid.org/0000-0003-3641-7281
Valentin BauerSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.ORCID http://orcid.org/0000-0003-0825-8973
Claudio ZandonellaSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France.
Meagan E HackeyDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, USA.ORCID http://orcid.org/0000-0002-4116-7136
Juan Del PozoDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, USA.
Amir H HoveydaSupramolecular Science and Engineering Institute, University of Strasbourg, Strasbourg, France. amir.hoveyda@bc.edu.ORCID http://orcid.org/0000-0002-1470-6456
Institut de Science et d'Ingénierie Supramoléculaires · FRBoston College · US

Funding

New Catalysts, Strategies and Methods for Stereoselective Chemical SynthesisR35GM130395 · NIGMS · BOSTON COLLEGE · PI AMIR H HOVEYDA · 2019 to 2026
$4.4M
NIGMS NIH HHS R35 GM130395U.S. Department of Health & Human Services | National Institutes of Health (NIH) GM-130395U.S. Department of Health & Human Services | NIH | Office of Extramural Research, National Institutes of Health (OER) 130395
6 · The paper itself

Abstract

The appeal of catalytic click chemistry is largely due to the copper-catalysed azide-alkyne cycloaddition (CuAAC) process, which is orthogonal to the more recently introduced sulfur-fluoride exchange (SuFEx). However, the triazole rings generated by CuAAC are not readily modifiable, and SuFEx connectors cannot be selectively functionalized, attributes that would be attractive in a click process. Here we introduce bisphosphine-copper-catalysed phenoxydiazaborinine formation (CuPDF), a link-and-in situ modify strategy for merging a nitrile, an allene, a diborane and a hydrazine. We also present copper- and palladium-catalysed quinoline formation (Cu/PdQNF), which is applicable in aqueous media, involving an aniline as the modifier. CuPDF and Cu/PdQNF are easy to perform and deliver robust, alterable and tunable fluorescent hubs. CuPDF and Cu/PdQNF are orthogonal to SuFEx and CuAAC, despite the latter and CuPDF also being catalysed by an organocopper species. These advantages were applied to protecting group-free syntheses of sequence-defined branched oligomers, a chemoselectively amendable polymer, three drug conjugates and a two-drug conjugate.

Identifiers

PMID38093093
PMCPMC11326532
OpenAlexW4389676032

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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.