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Record W2804171243 · doi:10.1002/pep2.24078

Equipotent enantiomers of cyclic opioid peptides at μ opioid receptor

2018· article· en· W2804171243 on OpenAlex
Grazyna Weltrowska, Thi M.‐D. Nguyen, Nga N. Chung, Brian C. Wilkes, Peter W. Schiller

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenuePeptide Science · 2018
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicReceptor Mechanisms and Signaling
Canadian institutionsUniversité de MontréalMontreal Clinical Research Institute
FundersNational Institute on Drug AbuseCanadian Institutes of Health ResearchNational Institutes of Health
KeywordsEnantiomerChemistryStereochemistryAgonistAffinitiesReceptorPeptideOpioid receptorCyclic peptideBiochemistry

Abstract

fetched live from OpenAlex

Abstract Head‐to‐tail cyclized analogs of the µ opioid receptor (MOR) agonist tetrapeptides DALDA (H‐Tyr‐D‐Arg‐Phe‐Lys‐NH 2 and [Dmt 1 ]DALDA (H‐Dmt‐D‐Arg‐Phe‐Lys‐NH 2 ; Dmt = 2′,6′‐dimethyltyrosine) and their enantiomers (mirror‐image isomers) were synthesized and pharmacologically characterized in vitro. Three pairs of enantiomeric cyclic peptides with both mirror‐image isomers having equipotent MOR binding affinities but different binding affinities at the δ and κ opioid receptors were identified. The cyclic peptide enantiomers c[‐D‐Arg‐Phe‐Lys‐Tyr‐] ( 1 ) and c[‐Arg‐D‐Phe‐D‐Lys‐D‐Tyr‐] ( 2 ) showed nearly identical MOR binding affinity (1‐2 nM) and equipotent MOR antagonist activity. The results of a MOR docking study indicated a very similar binding mode of the two enantiomers with nearly complete spatial overlap of the peptide ring structures and side chain interactions with the same MOR residues. Compounds 1 and 2 represent the first pair of enantiomeric G‐protein‐coupled receptor (GPCR) ligands having multiple chiral centers, with both optical antipodes showing equal, low nanomolar receptor binding affinity.

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.

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 score0.032
Threshold uncertainty score0.562

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 studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.012
GPT teacher head0.261
Teacher spread0.249 · 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