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Understanding epoxide hydrolase regiospecificity: towards the discovery and design of highly selective biocatalysts (LB133)

2014· article· en· W1583515813 on OpenAlexaff
Geoff P. Horsman, Mark A Aliwalas

Bibliographic record

VenueThe FASEB Journal · 2014
Typearticle
Languageen
FieldMedicine
TopicMicrobial Natural Products and Biosynthesis
Canadian institutionsWilfrid Laurier University
Fundersnot available
KeywordsRegioselectivityEnediyneDiolChemistryEpoxide hydrolaseStereochemistryBiosynthesisNatural productEnzymeComputational biologyBiochemistryBiologyOrganic chemistry

Abstract

fetched live from OpenAlex

The ever‐increasing quantity of genomic data continues to reveal a great deal about microbial natural product biosynthesis and has enabled new molecule and biocatalyst discovery. However, predicting chemical structures from gene sequences remains challenging because even enzymes with high sequence similarity may catalyze unexpectedly different reactions. This information gap between genes and chemical structure can be narrowed by careful comparison of related biosynthetic enzymes. For example, epoxide hydrolases (EHs) of very high sequence similarity from related enediyne biosynthetic pathways can have different regiospecificities, resulting in opposite stereochemical configuration in the products. Specifically, “inverting” EHs hydrolyze an (S)‐epoxide substrate to generate an (R)‐vicinal diol while “retaining” EHs yield an (S)‐vicinal diol. Intriguingly, the inverting EHs possess only one of the two canonical Tyr residues present in EHs. Biochemical characterization of several EH mutants suggests that Tyr substitution may direct EH regioselectivity. Indeed, genome mining has identified additional enediyne biosynthesis‐associated EHs that further the predictive utility of the Tyr substitution, thereby setting the stage for understanding EH regioselectivity.

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)0.001
metaresearch head score (Gemma)0.001
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: Empirical · Consensus signal: Empirical
Teacher disagreement score0.001
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0010.001
Open science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.001

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 head0.070
GPT teacher head0.244
Teacher spread0.174 · 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
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

Citations0
Published2014
Admission routes1
Has abstractyes

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