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Record W2884216404 · doi:10.1002/chem.201803051

Amino‐Substituted 2,2′‐Bipyridine Ligands as Fluorescent Indicators for Zn<sup>II</sup> and Applications for Fluorescence Imaging of Prostate Cells

2018· article· en· W2884216404 on OpenAlexafffund
William L. Turnbull, Leonard G. Luyt

Bibliographic record

VenueChemistry - A European Journal · 2018
Typearticle
Languageen
FieldMedicine
TopicMetal complexes synthesis and properties
Canadian institutionsLawson Health Research InstituteWestern University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsFluorescenceBathochromic shiftChemistryExcited stateBipyridineBenzimidazolePhotochemistryQuantum yieldAbsorption (acoustics)2,2'-BipyridineCrystallographyOrganic chemistryCrystal structureMaterials science

Abstract

fetched live from OpenAlex

Abstract Zn II concentrations in malignant prostate tissues are much lower than in benign or healthy, suggesting that Zn II levels are a potential biomarker for prostate cancer (PCa). Five 2,2′‐bipyridine ligands were synthesized containing amino substituents with varying electron‐donating ability for investigation as fluorescent Zn II indicators. The excited state characteristics of the ligands were explored by UV/Vis and fluorescence spectroscopy. 3,3′‐Diamino‐2,2′‐bipyridine ( 1 ) was previously shown to be weakly fluorescent as a result of π→π* transitions. The other four ligands have properties consistent with an n→π* intraligand charge transfer excited state. Strongly donating amino and aminophenyl ( 2 and 4 ) substituents gave low quantum yields, while weaker donating benzimidazole substituents ( 6 and 7 ) gave high quantum yields. Absorption and fluorescence wavelengths underwent bathochromic shifts upon Zn II binding in a majority of cases. Quantum yields drastically increased upon Zn II binding for 1 and 2 , but decreased for 4 , 6 , and 7 . Compounds 6 and 7 were incubated with PC‐3, DU 145 and BPH‐1 cells to determine their Zn II sensing abilities in a biological system. Weak fluorescence was observed in BPH‐1 cells and subsequent incubation with Zn II caused fluorescence intensity to increase. No fluorescence was observed in PCa cell lines. Further investigation of these ligands may allow for quantitative determination of Zn II concentrations in ex vivo tissue samples.

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 distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.051
Threshold uncertainty score0.691

Codex and Gemma teacher scores by category

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

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 head0.019
GPT teacher head0.252
Teacher spread0.233 · 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 teacher head, 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

Citations10
Published2018
Admission routes2
Has abstractyes

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