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Record W2060652040 · doi:10.1139/v02-034

Biocatalytic oxidation of 4-vinylphenol by <i>Nocardia</i>

2002· article· en· W2060652040 on OpenAlexvenueno aff
Kyung‐Seon Lee, John P. N. Rosazza

Bibliographic record

VenueCanadian Journal of Chemistry · 2002
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicEnzyme Catalysis and Immobilization
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryKetoneAlcoholBiocatalysisAlcohol dehydrogenaseNocardiaCatalysisDehydrogenationEthanolBiotransformationOrganic chemistryTautomerPrimary alcoholMedicinal chemistryStereochemistryEnzymeReaction mechanismBacteria

Abstract

fetched live from OpenAlex

Nocardia species NRRL 5646 stereospecifically hydrates 4-vinylphenol (15) to S-1-(4'-hydroxyphenyl)ethanol (17), and further oxidizes 17 to 4'-hydroxyacetophenone (18). Labeled metabolites 17 and 18 obtained from incubations in D 2 O and H 2 18 O support initial enzymatic tautomerization of 15 to a reactive quinone methide (16), which adds water in the first reaction. Commitment to catalysis is high in the hydration reaction, while the alcohol dehydrogenation reaction appears to be reversible. The stereochemical features of water addition, alcohol oxidations, and ketone reductions with growing culture biocatalysis were established by chiral HPLC. Alcohol oxidations or ketone reductions in 12 000 × g supernatants preferentially require NADP + –NADPH,H + as co-factors. The alcohol dehydrogenase has broad substrate specificity, favoring the oxidation of primary alkanols and 4-hydroxybenzyl alcohols.Key words : 4-vinylphenol, Nocardia sp., enantiospecific hydration, 1-(4'-hydroxyphenyl)ethanol, 4'-hydroxyacetophenone

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 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 score0.008
Threshold uncertainty score0.359

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 science0.0000.000
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 head0.006
GPT teacher head0.185
Teacher spread0.178 · 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

Citations10
Published2002
Admission routes1
Has abstractyes

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