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Record W4413498108 · doi:10.1002/anie.202510959

A Fluorogenic Hydrazino‐Pictet–Spengler Reaction in Live Cells

2025· article· en· W4413498108 on OpenAlexafffund
Kaleena Basran, Nathan W. Luedtke

Bibliographic record

VenueAngewandte Chemie International Edition · 2025
Typearticle
Languageen
FieldChemistry
TopicMolecular Sensors and Ion Detection
Canadian institutionsMcGill University
FundersNatural Sciences and Engineering Research Council of CanadaCanada First Research Excellence FundCanada Foundation for Innovation
KeywordsChemistryAldehydeFluorescenceEndoplasmic reticulumFluorophoreAqueous solutionLipid peroxidationQuantum yieldMicelleAqueous mediumBiophysicsBiochemistryPhotochemistryOxidative stressOrganic chemistryCatalysisBiology

Abstract

fetched live from OpenAlex

Lipid peroxidation generates diverse aldehydic lipids associated with oxidative stress and signaling, yet methodologies capable of their detection in live cells are currently lacking. Here, we report a fluorogenic hydrazino-Pictet-Spengler (HIPS) probe for lipidic aldehydes "FLipA-HIPS" that generates bright, wash-free fluorescent reaction products in vitro and in cellulo. FLipA-HIPS is essentially nonfluorescent but reacts with aldehydes to give an environmentally sensitive fluorophore with a higher quantum yield in SDS micelles as compared to aqueous buffer alone. FLipA-HIPS reacts with lipidic aldehydes to give 10- to 25-fold higher fluorescence intensities than reactions containing either short-chain aliphatic or aromatic aldehydes in aqueous buffer. Confocal microscopy shows that live cells pretreated with potassium bromate or the aldehydic phospholipid "POVPC" display rapid and selective FLipA-HIPS staining that co-localizes with the endoplasmic reticulum (ER), consistent with the ER's known role in accumulating lipidic aldehydes. These results demonstrate that HIPS reactions can exhibit useful fluorogenic properties for aldehyde biosensing applications in live cells.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.002
Threshold uncertainty score0.006

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.001
Open science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.001

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.007
GPT teacher head0.238
Teacher spread0.230 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations1
Published2025
Admission routes2
Has abstractyes

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