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Record W2999689391 · doi:10.1002/jlcr.3817

Radiosynthesis of the <sup>11</sup>C‐methyl derivative of LBQ657 for PET investigation of the neprilysin inhibitor sacubitril

2020· article· en· W2999689391 on OpenAlexafffund
Valentin R. Teyssier, José‐Mathieu Simard, Mark H. Dornan, François Tournoux, Jean DaSilva

Bibliographic record

VenueJournal of Labelled Compounds and Radiopharmaceuticals · 2020
Typearticle
Languageen
FieldMedicine
TopicPeptidase Inhibition and Analysis
Canadian institutionsUniversité de MontréalCentre Hospitalier de l’Université de Montréal
FundersRéseau en Bio-Imagerie du Quebec
KeywordsNeprilysinChemistrySacubitrilRadiosynthesisStereochemistryMedicinal chemistryOrganic chemistryEnzymePositron emission tomography

Abstract

fetched live from OpenAlex

Neprilysin, also known as neutral endopeptidase, is a cell surface membrane metalo‐endopeptidase that cleaves various peptides. Altered neprilysin expression has been correlated with various cancers and cardiovascular diseases. In this work, we present the radiosynthesis of the novel O ‐ 11 C‐methylated derivative of LBQ657 (a potent neprilysin inhibitor). (2 R ,4 S )‐5‐(Biphenyl‐4‐yl)‐4‐[(3‐carboxypropionyl)amino]‐2‐methylpentanoic acid [ 11 C]methyl ester ([ 11 C]MeOLBQ) is an analog of sacubitril where the alkyl ester is a 11 C‐methyl instead of an ethyl. [ 11 C]MeOLBQ was produced in a one‐pot two‐step synthesis. The O ‐ 11 C‐methylation of the pentanoic acid part was done with [ 11 C]methyl triflate followed by the deprotection of the tert ‐butyl ester precursor in acidic conditions. [ 11 C]MeOLBQ ([ 11 C] 7 ) was produced in 9.5 ± 2.5% RCY (25 ± 6% decay‐corrected from [ 11 C]CO 2 , n = 3) high molar activity 348 ± 100 GBq/μmol (9425 ± 2720 mCi/μmol) at EOS, in high chemical (&gt;95%) and radiochemical (&gt;99%) purities. The total synthesis time including HPLC purification and reformulation was 29 minutes. To our knowledge, this is the first PET‐labeled analog of the clinically used NEP inhibitor sacubitril.

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)0.001
metaresearch head score (Gemma)0.001
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 score0.021
Threshold uncertainty score0.400

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0000.000
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 head0.041
GPT teacher head0.297
Teacher spread0.256 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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
Published2020
Admission routes2
Has abstractyes

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