Evidence map›Paper›PMID 41320767›Full record

ArticleAngewandte Chemie (International ed. in English)2026

Acid- and Nucleophile-Gated Photoisomerization of Phosphaindirubin.

Jacob Jan van der Wal, Jorn D Steen, Ann-Kathrin Rückert, Roman Yu Peshkov, Michiel F Hilbers, P Tim Prins, Wybren Jan Buma, Andreas Orthaber, Stefano Crespi

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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

9 authors.

Jacob Jan van der WalDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0009-0003-0942-4395
Jorn D SteenDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0000-0002-7568-9370
Ann-Kathrin RückertDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0009-0000-2382-000X
Roman Yu PeshkovDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0000-0002-6024-2031
Michiel F HilbersVan 't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, Amsterdam, 1098 XH, The Netherlands.ORCID https://orcid.org/0000-0001-9302-552X
P Tim PrinsVan 't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, Amsterdam, 1098 XH, The Netherlands.ORCID https://orcid.org/0000-0002-8258-0074
Wybren Jan BumaVan 't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, Amsterdam, 1098 XH, The Netherlands.ORCID https://orcid.org/0000-0002-1265-8016
Andreas OrthaberDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0000-0001-5403-9902
Stefano CrespiDepartment of Chemistry - Ångström Laboratory, Uppsala University, Box 523, Uppsala, 751 20, Sweden.ORCID https://orcid.org/0000-0002-0279-4903

Funding

Horizon 2020 Framework Programme 871124NAISS 2024/22-821NAISS 2024/22-844NAISS 2024/5-570Stiftelsen Lars Hiertas Minne FO2022-0139Swedish Research Council 2022-06725Swedish Vetenskapsrådet 2021-05414Wenner-Gren Stiftelserna UPD2022-0079
6 · The paper itself

Abstract

Nature uses protonation and microenvironmental effects to modulate photoisomerization, as seen in rhodopsins and GFP. Inspired by this, we report phosphaindirubin (PI), a visible-light responsive photoswitch bearing a stereogenic phosphorus center that exhibits reversible Z/E isomerization controlled by light, acid, and nucleophiles. While structurally related to photoinert isoindigo, phosphaindirubin undergoes efficient Z→E isomerization in low-polarity solvents but remains inert in polar media unless protonated. Acid gating alters the excited-state landscape, enabling switching under light irradiation in acetonitrile. Strikingly, the thermal back-isomerization of PI is accelerated by nucleophiles, including pyridine and iodide, offering an underexplored mechanism for catalyzing double bond rotation. This triple-responsiveness to light, acid, and nucleophile enables reversible, fatigue-resistant cycling between Z- and E-forms. These findings introduce a new design principle for photoswitches based on dynamic, multi-stimuli gating of excited-state and ground-state reactivity.

Indexed as

AcidityNucleophilePhosphorus heterocyclesPhotoisomerizationSolvent effects

Identifiers

PMID41320767
PMCPMC12955533

What OpenQuestion holds

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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.