Evidence map›Paper›PMID 35442034›Full record

ArticleJournal of the American Chemical Society2022

Fluorogenic Cyclopropenones for Multicomponent, Real-Time Imaging.

Tyler K Heiss, Robert S Dorn, Andrew J Ferreira, Anna C Love, Jennifer A Prescher

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
0.8field-weighted citation impact, top 35% 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

8 citing papers in PubMed, 7 citations in OpenAlex.

  1. A Fluorogenic Hydrazino-Pictet-Spengler Reaction in Live Cells.Angewandte Chemie (International ed. in English) · 2025
    Article
  2. Fluorogenic Coumarins Activated via Bioorthogonal Reactions.The Journal of organic chemistry · 2025
    Article
  3. Article
  4. Article
  5. Recent Advances in Bioorthogonal Ligation and Bioconjugation.Topics in current chemistry (Cham) · 2023
    Review
  6. Review
  7. Article
  8. Platform for OrthogonalJournal of the American Chemical Society · 2022
    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

5 authors at 1 institution in 1 country.

Tyler K HeissDepartment of Chemistry, University of California, Irvine, California 92697, United States.
Robert S DornDepartment of Chemistry, University of California, Irvine, California 92697, United States.ORCID 0000-0001-7683-2151
Andrew J FerreiraDepartment of Chemistry, University of California, Irvine, California 92697, United States.
Anna C LoveDepartment of Chemistry, University of California, Irvine, California 92697, United States.
Jennifer A PrescherDepartment of Chemistry, University of California, Irvine, California 92697, United States.ORCID 0000-0002-9250-4702
University of California, Irvine · US

Funding

Univ.of Calif., Irvine Cancer Center Support GrantP30CA062203 · NCI · UNIVERSITY OF CALIFORNIA-IRVINE · PI Melanie Funes · 1994 to 2026
$57.9M
Uncover Strategies Used By Biological SystemsP50GM076516 · NIGMS · UNIVERSITY OF CALIFORNIA-IRVINE · PI NIE, QING · 2007 to 2016
$25.1M
New tools for quantitative non-invasive recording of biochemical signalsR01CA279813 · NCI · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI Jennifer Prescher, Nathan Christopher Shaner · 2024 to 2026
$2.0M
Cyclopropenones to assemble, analyze, and activate biomoleculesR01GM126226 · NIGMS · UNIVERSITY OF CALIFORNIA-IRVINE · PI PRESCHER, JENNIFER · 2018 to 2021
$1.1M
NCI NIH HHS P30 CA062203NCI NIH HHS R01 CA279813NIGMS NIH HHS P50 GM076516NIGMS NIH HHS R01 GM126226
6 · The paper itself

Abstract

Fluorogenic bioorthogonal reactions enable biomolecule visualization in real time. These reactions comprise reporters that "light up" upon reaction with complementary partners. While the spectrum of fluorogenic chemistries is expanding, few transformations are compatible with live cells due to cross-reactivities or insufficient signal turn-on. To address the need for more suitable chemistries for cellular imaging, we developed a fluorogenic reaction featuring cyclopropenone reporters and phosphines. The transformation involves regioselective activation and cyclization of cyclopropenones to form coumarin products. With optimal probes, the reaction provides >1600-fold signal turn-on, one of the highest fluorescence enhancements reported to date. The bioorthogonal motifs were evaluated in vitro and in cells. The reaction was also found to be compatible with other common fluorogenic transformations, enabling multicomponent, real-time imaging. Collectively, these data suggest that the cyclopropenone-phosphine reaction will bolster efforts to track biomolecule targets in their native settings.

Indexed as

CyclopropanesFluorescent DyesCyclopropanescyclopropenoneFluorescent Dyes

Identifiers

PMID35442034
PMCPMC9377832
OpenAlexW4224254836

What OpenQuestion holds

Textmetadata
LicenceTDM
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.