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Record W2114166988 · doi:10.1002/ejoc.200300389

Structural Studies on Hydrogen‐Bonding Receptors for Barbiturate Guests That Use Metal Ions as Allosteric Inhibitors

2003· article· en· W2114166988 on OpenAlexafffund
Mohammad H. Al‐Sayah, Robert McDonald, Neil R. Branda

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2003
Typearticle
Languageen
FieldChemistry
TopicMolecular Sensors and Ion Detection
Canadian institutionsSimon Fraser UniversityUniversity of Alberta
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryAllosteric regulationIntramolecular forceHydrogen bondBarbiturateStereochemistryMetalMetal ions in aqueous solutionReceptorMoleculeOrganic chemistryBiochemistry

Abstract

fetched live from OpenAlex

Abstract Receptor 1 was designed to bind barbiturate substrates through a six‐point hydrogen‐bonding motif only in the absence of metal allosteric cofactors. It was predicted that the binding of metal ions by bipyridine ligands in 1 would result in a geometric change in the receptor to inhibit substrate recognition. However, receptor 1 showed minimal affinity for the barbiturate guests even in the absence of the metal. Binding studies on model compounds 2 , 3 , 5 , and 6 revealed that the inactivity of 1 is due to an intramolecular hydrogen bond between the N−H donor groups and the nitrogen atoms on the first heterocycle of the bipyridine ligands. This intramolecular hydrogen‐bonding was eliminated by altering the position of the tether between the bipyridine ligands and the active site to produce receptor 7 . Consequently, the high affinity exhibited by 7 for the barbiturate substrate ( K a = 2.8±0.7 × 10 3 M −1 in 9:1 CD 2 Cl 2 /CD 3 CN) was significantly reduced by the addition of Zn II ions as a negative allosteric co‐factor. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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)0.001
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 score0.018
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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)0.0010.000

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 head0.038
GPT teacher head0.255
Teacher spread0.217 · 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

Citations29
Published2003
Admission routes2
Has abstractyes

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