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Record W4403553086 · doi:10.1002/anie.202416967

Imidazolate‐Stabilized Cu(III): Dioxygen to Oxides at Type 3 Copper Sites

2024· article· en· W4403553086 on OpenAlexaff
Tao A. G. Large, William Keown, J. Brannon Gary, Linus Chiang, T. Daniel P. Stack

Bibliographic record

VenueAngewandte Chemie International Edition · 2024
Typearticle
Languageen
FieldChemistry
TopicMetal-Catalyzed Oxygenation Mechanisms
Canadian institutionsUniversity of the Fraser Valley
FundersNational Institute of General Medical SciencesNational Institutes of Health
KeywordsChemistryImidazolateDeprotonationImidazoleCopperDenticityCopper proteinHistidineRedoxPhotochemistryCombinatorial chemistryStereochemistryInorganic chemistryOrganic chemistryMetalEnzyme

Abstract

fetched live from OpenAlex

Abstract Imidazole ligation of metals through histidine is extensive among metalloproteins, yet the role of the imidazol ate conjugate base is often neglected, despite its potential accessibility when bonded to an oxidized metal center. Using synthetic models of oxygenated tyrosinase enzymes ligated exclusively by monodentate imidazoles, we find that deprotonation of the μ 2 ‐η 2 :η 2 ‐peroxidodicopper(II) species triggers redox isomerization to an imidazol ate ‐ligated bis(μ 2 ‐oxido)dicopper(III) species. Formal two‐electron oxidation to Cu(III) remains biologically unprecedented, yet is effected readily by addition of base. Spectrophotometric titrations by UV/Visible/near‐IR and copper K‐edge X‐ray absorption spectroscopies are interpreted most simply as two cooperative, 2H + transformations in which the peroxide O−O is cleaved in the first step. Elaboration from simple imidazoles to a protected histidine extends this isomerization into an amino acid environment. The role of phenolate as a base suggests this four‐electron reduction of O 2 is energetically viable in a biological context and requires only two copper centers, which act as two‐electron shuttles when imidazole deprotonation assists. This existential precedent of viable imidazol ate intermediates invites speculation into an alternative mechanism for phenol hydroxylation not previously considered at Type 3 copper sites such as tyrosinases. Structural biological evidence suggests imidazolate ligation of copper may be more widespread than generally understood.

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), Insufficient payload (model declined to judge)
Consensus categoriesInsufficient payload (model declined to judge)
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 score0.038
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
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)0.0190.002

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 head0.023
GPT teacher head0.280
Teacher spread0.257 · 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; both teacher heads agree on what is shown here.

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

Citations8
Published2024
Admission routes1
Has abstractyes

Explore more

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