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Record W2974156609 · doi:10.1002/jlcr.3805

“In‐loop” carbonylation—A simplified method for carbon‐11 labelling of drugs and radioligands

2019· article· en· W2974156609 on OpenAlexaff
Mélodie Ferrat, Kenneth Dahl, Christer Halldin, Magnus Schou

Bibliographic record

VenueJournal of Labelled Compounds and Radiopharmaceuticals · 2019
Typearticle
Languageen
FieldMedicine
TopicMedical Imaging Techniques and Applications
Canadian institutionsUniversity of TorontoCentre for Addiction and Mental Health
FundersHorizon 2020 Framework ProgrammeH2020 Marie Skłodowska-Curie ActionsKarolinska InstitutetEuropean Commission
KeywordsRadioligandChemistryCarbonylationYield (engineering)High-performance liquid chromatographyTriethylamineRacloprideBenzoic acidChromatographyCarbon monoxideNuclear chemistryDopamine receptor D2Organic chemistryMaterials scienceReceptorCatalysis

Abstract

fetched live from OpenAlex

Abstract Transition‐metal mediated carbonylation with 11C‐labelled carbon monoxide ([11C]CO) is a versatile method for introducing 11C (t1/2 = 20.3 min) into drugs and radioligands for subsequent use in positron emission tomography (PET). The aim of the current study was to perform the 11C‐carbonylation reaction on the interior surface of a stainless‐steel loop used for high performance liquid chromatography (HPLC). In the experimental setup, cyclotron produced 11C‐labelled carbon dioxide ([11C]CO2) was converted to [11C]CO by reduction over heated Molybdenum and swept into an HPLC loop pre‐charged with the appropriate reaction mixture. Following a 5 min reaction, the radiochemical purity (RCP) and the trapping efficiency (TE) of the reaction mixture was determined. After optimization, [11C]N‐Benzylbenzamide was obtained in quantitative radiochemical yield (RCY) following a 5 min reaction at room temperature. The methodology was further applied to label [11C]benzoic acid (RCP≥99%, TE>91%), [11C]methyl benzoate (RCP≥99%, TE>93%) and [11C]phthalide (RCP≥99%, TE>88%). A set of pharmaceuticals was finally radiolabelled using non‐optimized conditions. Excellent yields were obtained for the histamine‐3 receptor radioligand [11C]AZ13198083, the oncology drug [11C]olaparib and the dopamine D2 receptor radioligand [11C]raclopride, whereas a moderate yield was observed for the high‐affinity dopamine D2 receptor radioligand [11C]FLB457. The presented “in‐loop” process proved efficient for diverse 11C‐carbonylations, providing [11C]amides, [11C]esters and [11C]carboxylic acids in moderate to excellent RCYs. Based on the advantages associated with performing the radiolabelling step as an integrated part of the purification system, this methodology may become a valuable addition to the toolbox of methodologies used for 11C‐carbonylation of drugs and radioligands for PET.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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: Methods · Consensus signal: none
Teacher disagreement score0.002
Threshold uncertainty score0.006

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.001

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 head0.026
GPT teacher head0.378
Teacher spread0.351 · 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 source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreMethods

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

Citations16
Published2019
Admission routes1
Has abstractyes

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