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A Bright and Ionizable Cytosine Mimic for <i>i</i>-Motif Structures

2023· article· es· W4376867276 on OpenAlexafffund
Ashkan Karimi, Kaixiang Wang, Kaleena Basran, William Copp, Nathan W. Luedtke

Bibliographic record

VenueBioconjugate Chemistry · 2023
Typearticle
Languagees
FieldBiochemistry, Genetics and Molecular Biology
TopicDNA and Nucleic Acid Chemistry
Canadian institutionsMcGill University
FundersCanada Foundation for InnovationNatural Sciences and Engineering Research Council of CanadaMcGill University
KeywordsChemistryCytosineProtonationFluorescenceCircular dichroismMoietyStereochemistryBase pairDNACrystallographyFree baseBiochemistryIonOrganic chemistry

Abstract

fetched live from OpenAlex

A new fluorescent cytosine analog “ ts C” containing a trans -stilbene moiety was synthesized and incorporated into hemiprotonated base pairs that comprise i -motif structures. Unlike previously reported fluorescent base analogs, ts C mimics the acid–base properties of cytosine (p K a ≈ 4.3) while exhibiting bright (ε × Φ ≈ 1000 cm –1 M –1 ) and red-shifted fluorescence (λ em = 440 → 490 nm) upon its protonation in the water-excluded interface of ts C +:C base pairs. Ratiometric analyses of ts C emission wavelengths facilitate real-time tracking of reversible conversions between single-stranded, double-stranded, and i -motif structures derived from the human telomeric repeat sequence. Comparisons between local changes in ts C protonation with global structure changes according to circular dichroism suggest partial formation of hemiprotonated base pairs in the absence of global i -motif structures at pH = 6.0. In addition to providing a highly fluorescent and ionizable cytosine analog, these results suggest that hemiprotonated C +:C base pairs can form in partially folded single-stranded DNA in the absence of global i -motif structures.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.206
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0010.000
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 head0.009
GPT teacher head0.246
Teacher spread0.237 · 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.

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
Published2023
Admission routes2
Has abstractyes

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