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Record W2004067580 · doi:10.1139/v00-031

Metal ion-biomolecule interactions. Part 22.<sup>1</sup> Cr(III)-catalyzed isotopic hydrogen exchange in methylimidazoles

2000· article· en· W2004067580 on OpenAlexvenueno aff
Omoshile Clement, Ikenna Onyido, Erwin Buncel

Bibliographic record

VenueCanadian Journal of Chemistry · 2000
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicChemical Reactions and Isotopes
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryIon exchangeHydrogen–deuterium exchangeDeuteriumYield (engineering)CatalysisReaction rate constantKinetic energyMetalHydrogenKineticsChemical kineticsAqueous solutionAnalytical Chemistry (journal)Physical chemistryInorganic chemistryIonChromatographyOrganic chemistryThermodynamicsNuclear physics

Abstract

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The detritiation kinetics of the Cr(III) complexes 1 and 3-6 have been studied in aqueous buffers at 35°C, using the liquid scintillation counting technique. Results for 5 and 6 provide benchmark kinetic data for N-T/N-H exchange under the experimental conditions of the study and have aided in the delineation of N-T/N-H from C-T/C-H exchange in the parallel reactions observed experimentally. Curved first-order plots obtained for 1, 3, and 4 were treated to yield rate constants for two parallel exchange reactions k obs A and k obs B for the "fast" and "slow" processes, respectively. The "fast" process has been assigned to C(2)-H exchange in 1, competing N-H and C(2)-H exchange in 3, and N-H exchange in 4. In all cases, the "slow" process is associated with C(4,5)-H exchange. Identification of exchange sites in 1, 3, and 4 was made possible by the consideration of the results of an IR spectroscopic study of hydrogen-deuterium exchange, comparison of the extent of 3 H incorporatation in different complexes in the tritiation experiments, and a careful analysis of the exchange kinetic data. Analysis of the rate data indicates that Cr(III) significantly enhances C(2)-H exchange in 1 and 3, while C(4,5)-H exchange, hitherto reported in the literature only under drastic reaction conditions, was observed for 1, 3, and 4 under the mild conditions of the present study. Quantitation of the effect of Cr(III) coordination on 3 H exchange in imidazole-type nuclei was achieved fully in 1; giving k M+ values of 6 × 10 3 and 7 × 10 2 M -1 s -1 for C(2)-H and C(4,5)-H exchange, respectively. Using the literature value for k H+ , the second-order rate constant for C(2)-H exchange under H + catalysis, 2.9 × 10 2 M -1 s -1 , it follows that Cr(III) is ca. 20 times better as a catalyst for C(2)-H exchange in 1-methylimidazole than H + , providing the first example of a metal ion being more effective than a proton in these processes. Comparison of the results obtained with 1 with literature results for 2 shows a very large (ca. 3 × 10 5 -fold) difference in the catalytic activities of Cr(III) and Co(III), favouring the former. The dichotomy in the effectiveness of the two metal ions in catalyzing 3 H exchange in the imidazole nucleus has been ascribed to differences in (i) extent of M n+ —N bond polarization (and the consequent effect on ligand C-H acidity); (ii) electronic configuration; (iii) crystal field stabilization and activation energies; and (iv) importance of metal-ligand π back-bonding. The study highlights the diversity of factors and complexity of interactions involved in determining the role of metal ions in biological systems, especially where such processes involve complex formation between metal ions and heterocyclic fragments of biomolecules.Key words: metal ion-biomolecule interactions, methylimidazole, isotopic hydrogen exchange, catalysis by chromium.

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 categoriesInsufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.490
Threshold uncertainty score0.965

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 integrity0.0000.001
Insufficient payload (model declined to judge)0.0360.000

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 head0.046
GPT teacher head0.347
Teacher spread0.301 · 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

Citations2
Published2000
Admission routes1
Has abstractyes

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