MétaCan
Menu
Back to cohort
Record W4412796397 · doi:10.1021/jacsau.5c00626

Fluorinating the Sugar and the Nucleotide: Exploring Fluorination Within GDP-Mannose Probes Using Chemoenzymatic Synthesis

2025· article· en· W4412796397 on OpenAlex
Jonathan P. Dolan, Sean T. Evans, Caecilie M. M. Benckendorff, Suat Sarı, Aisling Ní Cheallaigh, Gavin J. Miller

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.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueJACS Au · 2025
Typearticle
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsnot available
FundersUniversity of AlbertaUK Research and InnovationMedical Research CouncilUniversity of Missouri
KeywordsMannoseSugarNucleotideChemistryBiochemistryGene

Abstract

fetched live from OpenAlex

High Resolution Image Download MS PowerPoint Slide Fluorinated glycans offer a prime opportunity to study the intricacies of their associated binding events with proteins, invoke resistance toward enzymatic hydrolysis, and modulate carbohydrate physicochemical properties. Sugar nucleotides are the key building blocks used by glycosyltransferases and associated enzymes to assemble glycans and, as such, represent a considerable landscape of opportunity to develop fluorinated motifs and enable structure-to-function understanding. Herein, we target the isosteric inclusion of fluorine within the nucleoside diphosphate sugar framework of GDP-mannose using a chemoenzymatic approach. Utilizing chemical synthesis to incorporate bespoke fluorine modifications and a promiscuous pyrophosphorylase, to assemble the sugar nucleotide, enables first-in-class access to GDP-mannoses containing fluorine within the nucleotide alongside double fluorination, within both the pyranose and nucleotide. These materials are utilized to probe a guanosine diphosphate mannose dehydrogenase critical to mucoid Pseudomonas aeruginosa alginate biosynthesis. This work provides an exemplar framework for incorporating fluorine within the nucleotide of derived sugar nucleotides and thus the capability to study glycosyltransferesase utilizing GDP-mannose more broadly.

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)0.002
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 score0.033
Threshold uncertainty score0.621

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0010.000
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 head0.033
GPT teacher head0.246
Teacher spread0.213 · 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