Evidence map›Paper›PMID 35258138›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Modular Access to Diverse Chemiluminescent Dioxetane-Luminophores through Convergent Synthesis.

Samer Gnaim, Sachin Popat Gholap, Liang Ge, Sayantan Das, Sara Gutkin, Ori Green, Omri Shelef, Nir Hananya, Phil S Baran, Doron Shabat

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. 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
3.3field-weighted citation impact, top 7% 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, 41 citations in OpenAlex.

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  10. Design and synthesis of a small molecular NIR-II chemiluminescence probe for in vivoProceedings of the National Academy of Sciences of the United States of America · 2023
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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

10 authors at 2 institutions in 2 countries.

Samer GnaimSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Sachin Popat GholapSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Liang GeSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Sayantan DasSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Sara GutkinSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Ori GreenSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Omri ShelefSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Nir HananyaSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.
Phil S BaranDepartment of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Doron ShabatSchool of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, 69978, Tel Aviv, Israel.ORCID 0000-0003-2502-639X
Tel Aviv University · ILScripps Institution of Oceanography · US

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Adamantyl-dioxetane luminophores are an important class of chemiluminescent molecular probes for diagnostics and imaging. We have developed a new efficient synthetic route for preparation of adamantyl-enolether as precursors for dioxetane chemiluminescent luminophores. The synthesis is convergent, using an unusual Stille cross-coupling reaction employing a stannane-enolether, to directly afford adamantyl-enolether. In a following simple step, the dioxetane is obtained by oxidation of the enolether precursor with singlet-oxygen. The scope of this synthetic route is broad since a large number of haloaryl substrates are either commercially available or easily accessible. Such a late-stage derivatization strategy simplifies the rapid exploration of novel luminogenic molecular structures in a library format and simplifies the synthesis of known dioxetane luminophores. We expect that this new synthetic strategy will be particularly useful in the design and synthesis of yet unexplored dioxetane chemiluminescent luminophores.

Indexed as

Molecular ProbesSinglet OxygenLuminescent MeasurementsMolecular ProbesSinglet OxygenChemiluminescenceCross-CouplingDioxetanesPalladiumSynthetic Methods

Identifiers

PMID35258138
PMCPMC9311660
OpenAlexW4220750741

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.