Evidence map›Paper›PMID 36331430›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2023

Identification of Isonitrile-Containing Natural Products in Complex Biological Matrices through Ligation with Chlorooximes.

Rebecca J B Schäfer, Kayla Wilson, Maurice Biedermann, Bradley S Moore, Simon Sieber, Helma Wennemers

Open access · hybridAbstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
1.1field-weighted citation impact, top 23% 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

9 citing papers in PubMed, 15 citations in OpenAlex.

  1. Article
  2. Identification of Natural Isonitriles Through Ligation to an Azomethine Imine Probe.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  3. Article
  4. Article
  5. Biosynthesis of isonitrile lipopeptides.Current opinion in chemical biology · 2024
    Review
  6. Article
  7. Modern Trends in Natural Antibiotic Discovery.Life (Basel, Switzerland) · 2023
    Review
  8. Terpene biosynthesis in marine sponge animals.Proceedings of the National Academy of Sciences of the United States of America · 2023
    Article
  9. 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

6 authors at 4 institutions in 2 countries.

Rebecca J B SchäferLaboratory of Organic Chemistry, ETH Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland.
Kayla WilsonScripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USA.
Maurice BiedermannLaboratory of Organic Chemistry, ETH Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland.
Bradley S MooreScripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USA.
Simon SieberUniversity of Zurich, Winterthurerstrasse 190, 8057, Zürich, Switzerland.
Helma WennemersLaboratory of Organic Chemistry, ETH Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland.
ETH Zurich · CHUniversity of California, San Diego · USScripps Institution of Oceanography · USUniversity of Zurich · CH

Funding

Natural Product Genome MiningR01GM085770 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI JENSEN, PAUL R, MOORE, BRADLEY S · 2009 to 2024
$5.8M
Division of Graduate EducationNIGMS NIH HHS R01 GM085770NIH HHS R01-GM085770Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung 200020_18729Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung CRSK-2_190556Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung P2EZP3_195643
6 · The paper itself

Abstract

Isonitrile-containing natural products have garnered attention for their manifold bioactivities but are difficult to detect and isolate due to the chemical lability of the isonitrile functional group. Here, we used the isonitrile-chlorooxime ligation (INC) in a reactivity-based screening (RBS) protocol for the detection and isolation of alkaloid and terpene isonitriles in the cyanobacterium Fischerella ambigua and a marine sponge of the order Bubarida, respectively. A trifunctional probe bearing a chlorooxime moiety, a UV active aromatic moiety, and a bromine label facilitated the chemoselective reaction with isonitriles, UV-Vis spectroscopic detection, and mass spectrometric analysis. The INC-based RBS allowed for the detection, isolation, and structural elucidation of isonitriles in microgram quantities.

Indexed as

AlkaloidsBiological ProductsPoriferaAnimalsAlkaloidsBiological ProductsChemoselectivechlorooximesisonitrilesligationnatural productsreactivity-based screening

Identifiers

PMID36331430
PMCPMC9892309
OpenAlexW4308189435

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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.