Evidence map›Paper›PMID 41070847›Full record

ArticleJournal of the American Chemical Society2025

An Inverse Electron-Demand Diels-Alder Approach to Selective Activity-Based Sensing of Acetaldehyde in Living Cells.

Yuxuan Li, Gen Li, Erin L Li, Jaehee Kim, Christopher J Chang

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2025. 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. Chemical Biology 2025: Highlights From the Ch/Bi145 Course at Caltech.Chembiochem : a European journal of chemical biology · 2026
    Review
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.

Yuxuan LiDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0001-9191-3865
Gen LiDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0001-6857-0235
Erin L LiDepartment of Chemistry and Molecular and Cell Biology, University of California, Berkeley, Berkeley, California 94720, United States.ORCID 0009-0004-3154-4171
Jaehee KimDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Christopher J ChangDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0001-5732-9497

Funding

Chemical Probes to Study Formaldehyde BiologyR01ES028096 · NIEHS · UNIVERSITY OF CALIFORNIA BERKELEY · PI Christopher J. Chang · 2017 to 2026
$4.1M
Chemical Probes to Study Methionine Redox BiologyR01GM139245 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI Christopher J. Chang · 2020 to 2026
$2.9M
NIEHS NIH HHS R01 ES028096NIGMS NIH HHS R01 GM139245
6 · The paper itself

Abstract

Acetaldehyde (AA) is a reactive aldehyde primarily produced in cells as a metabolic intermediate during ethanol oxidation. Excess AA, often resulting from impaired AA detoxification, leads to aberrant DNA, protein, and/or lipid damage and increases risk of diseases such as cancer, hepatitis, and cirrhosis. Traditional methods for detecting biological AA often require sample destruction or extensive processing, which compromise spatiotemporal resolution, or do not exhibit sufficient selectivity for this two-carbon metabolite over other competing aldehydes and reactive carbon species in living systems. To overcome these limitations, we now report the design, synthesis, and biological applications of a fluorescent probe platform for acetaldehyde-specific activity-based sensing. The first-generation reagent Acetaldehyde Probe-1 (AAP-1) utilizes an AA-triggered inverse electron-demand Diels-Alder (IEDDA) reaction to enable selective detection of physiologically relevant levels of this two-carbon aldehyde in aqueous solution and in live cells, with minimal interference from competing biological analytes, including highly similar aldehydes like formaldehyde (FA) and methylglyoxal (MGO). Furthermore, AAP-1 enables visualization of endogenous AA pools generated during ethanol metabolism in a human liver cancer cell line, highlighting the potential of this chemical activity-based sensing strategy for studying two-carbon biology in living systems.

Indexed as

AcetaldehydeElectronsFluorescent DyesCycloaddition ReactionHumansAcetaldehydeFluorescent Dyes

Identifiers

PMID41070847
PMCPMC12614626

What OpenQuestion holds

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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.