MétaCan
Menu
Back to cohort
Record W4396976983 · doi:10.26434/chemrxiv-2024-bmvt7

3’-O-β-Glycosylation of nucleoside analogues using a promiscuous bacterial glycosyltransferase

2024· preprint· en· W4396976983 on OpenAlexaff
Jonathan P. Dolan, Tessa Keenan, Caecilie M. M. Benckendorff, Aisling Ní Cheallaigh, Martin A. Fascione, Gavin J. Miller

Bibliographic record

VenueChemRxiv · 2024
Typepreprint
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicGlycosylation and Glycoproteins Research
Canadian institutionsYork University
Fundersnot available
KeywordsGlycosylationGlycosyltransferaseNucleosideChemistryBiochemistryBiologyEnzyme

Abstract

fetched live from OpenAlex

Nucleoside analogue therapeutics have a proven capability within drug discovery as antimicrobial, antiviral and antineoplastic agents. However, their efficacy can be limited by poor cellular uptake, high off target toxicity and poor bioavailability. Prodrugs of such analogues contribute to an improved pharmacokinetic profile. Herein, we explore biocatalytic glycosylation of nucleoside analogues. The activity of the nucleoside-specific 3’-O-glycosyltransferase AvpGT from Streptomyces sp. AVP053U2 is investigated against a panel of both natural and clinically relevant purine and pyrimidine nucleoside analogues. AvpGT demonstrates broad substrate promiscuity, with 16 of 22 nucleosides tested showing glycosylation by HILIC-MS. Of these, 13 nucleosides were successfully glycosylated on 25 μmol scale in 39-91% yields, including four nucleoside analogue therapeutics. Furthermore, a novel β-glucosidase, AvpGS, was identified from the same Streptomyces sp. strain, heterologously expressed, purified and shown to display high substrate promiscuity in subsequently removing glucose from the glycoconjugates.

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)0.000
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 score0.007
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
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 science0.0000.001
Research integrity0.0010.001
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 head0.028
GPT teacher head0.303
Teacher spread0.274 · 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

Citations2
Published2024
Admission routes1
Has abstractyes

Explore more

Same venueChemRxivSame topicGlycosylation and Glycoproteins ResearchFrench-language works237,207